!Compound_common_name Compound_synonyms Molecular_weight Chemical_formula Smiles Links EC Reaction_equation Pathway
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(N[CH]1([CH]([CH]([CH](COP(O)(=O)O)O1)O)O))(=N)CNC=O PUBCHEM:440417:*LIGAND-CPD:C04640: 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(N[CH]1([CH]([CH]([CH](COP(O)(=O)O)O1)O)O))(=N)CNC=O PUBCHEM:440417:*LIGAND-CPD:C04640: 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis I
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(N[CH]1([CH]([CH]([CH](COP(O)(=O)O)O1)O)O))(=N)CNC=O PUBCHEM:440417:*LIGAND-CPD:C04640: 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
5-phosphoribosyl-N-formylglycineamidine 2-(Formamido)-N1-(5-phospho-D-ribosyl)acetamidine*5'-phosphoribosyl-N-formyl glycineamidine*FGAM*5-phosphoribosyl-N-formylglycineamidine*5'-phosphoribosylformylglycinamidine 313.203 C8 H16 N3 O8 P1 C(N[CH]1([CH]([CH]([CH](COP(O)(=O)O)O1)O)O))(=N)CNC=O PUBCHEM:440417:*LIGAND-CPD:C04640: 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
UDP-D-xylose udp-xylose*UDP-α-D-xylose 536.279 C14 H22 N2 O16 P2 c1(cc(=O)[nH]c(=O)n1C3(OC(COP(=O)(O)OP(=O)(O)OC2(OCC(O)C(O)C(O)2))C(O)C(O)3)) CAS:3616-06-6 5.1.3.5 UDP-L-arabinose = UDP-D-xylose UDP-L-arabinose biosynthesis I (from UDP-xylose)
UDP-D-xylose udp-xylose*UDP-α-D-xylose 536.279 C14 H22 N2 O16 P2 c1(cc(=O)[nH]c(=O)n1C3(OC(COP(=O)(O)OP(=O)(O)OC2(OCC(O)C(O)C(O)2))C(O)C(O)3)) CAS:3616-06-6 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5:*LIGAND-CPD:C00407: 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation I
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5:*LIGAND-CPD:C00407: 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine biosynthesis from threonine
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5:*LIGAND-CPD:C00407: 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation II
L-isoleucine I*ile*iso-leucine 131.174 C6 H13 N1 O2 C(=O)(O)C(N)C(C)CC CAS:73-32-5:*LIGAND-CPD:C00407: 6.1.1.5 L-isoleucine + ATP = diphosphate + AMP tRNA charging pathway
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 1.3.99.2 butyryl-CoA = crotonyl-CoA gallate degradation III (anaerobic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA glutaryl-CoA degradation
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 4.2.1.17 3-hydroxybutyryl-CoA = crotonyl-CoA + H2O gallate degradation III (anaerobic)
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 1.3.99.2 butyryl-CoA = crotonyl-CoA acetyl CoA fermentation to butyrate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA acetyl CoA fermentation to butyrate
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA glutaryl-CoA degradation
crotonyl-CoA crotonyl-S-CoA*crotonyl-coenzyme A*crotonoyl-CoA*2-butenoyl-CoA*trans-but-2-enoyl-CoA*but-2-enoyl-CoA*trans-butyr-2-enoyl-CoA 835.609 C25 H40 N7 O17 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C=CC)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) LIGAND-CPD:C00877:*UM-BBD-CPD:c0032:*CAS:102680-35-3 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA ethanol fermentation to acetate
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(C(C(C(C(CO)O)O)O)O)=O LIGAND-CPD:C00159:*CAS:3458-28-4 GDP-D-mannose + H2O = GDP + mannose GDP-mannose metabolism
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(C(C(C(C(CO)O)O)O)O)=O LIGAND-CPD:C00159:*CAS:3458-28-4 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
mannose mannopyranoside*mannopyranose*D-mannose 180.157 C6 H12 O6 C(C(C(C(C(CO)O)O)O)O)=O LIGAND-CPD:C00159:*CAS:3458-28-4 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
N-(5'-phosphoribosyl)-anthranilate N-(5-phospho-D-ribosyl)-anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]2(Nc1(ccccc(C(=O)O)1))([CH]([CH]([CH](O2)COP(=O)(O)O)O)O) LIGAND-CPD:C04302: 2.4.2.18 N-(5'-phosphoribosyl)-anthranilate + diphosphate = anthranilate + 5-phosphoribosyl 1-pyrophosphate tryptophan biosynthesis
N-(5'-phosphoribosyl)-anthranilate N-(5-phospho-D-ribosyl)-anthranilate*N-(5-phospho-β-D-ribosyl)-anthranilate*5-phosphoribosyl-anthranilate*5-P-ribosyl-anthranilate*5'-phosphoribosyl-anthranilate*5'-P-ribosyl-anthranilate*N-(5-phosphoribosyl)-anthranilate 349.233 C12 H16 N1 O9 P1 [CH]2(Nc1(ccccc(C(=O)O)1))([CH]([CH]([CH](O2)COP(=O)(O)O)O)O) LIGAND-CPD:C04302: 5.3.1.24 N-(5'-phosphoribosyl)-anthranilate = 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate tryptophan biosynthesis
(2S)-2-amino-3-oxo-4-phosphonooxybutanoate 2-amino-3-oxo-4-phosphonooxybutyrate*L-2-amino-3-oxo-4-phosphonooxybutyrate 213.083 C4 H8 N1 O7 P1 C(C(=O)C(N)C(=O)O)OP(=O)(O)O PUBCHEM:441260: 1.1.1.262 4-(phosphonooxy)-threonine + NAD+ = NADH + (2S)-2-amino-3-oxo-4-phosphonooxybutanoate pyridoxal 5'-phosphate biosynthesis
(2S)-2-amino-3-oxo-4-phosphonooxybutanoate 2-amino-3-oxo-4-phosphonooxybutyrate*L-2-amino-3-oxo-4-phosphonooxybutyrate 213.083 C4 H8 N1 O7 P1 C(C(=O)C(N)C(=O)O)OP(=O)(O)O PUBCHEM:441260: (2S)-2-amino-3-oxo-4-phosphonooxybutanoate + H+ = 1-amino-propan-2-one-3-phosphate + CO2 pyridoxal 5'-phosphate biosynthesis
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate 879.615 C28 H43 N5 O23 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)O)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C00692: 6.3.2.13 UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + meso-diaminopimelate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + ADP peptidoglycan biosynthesis I
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate 879.615 C28 H43 N5 O23 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)O)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C00692: 6.3.2.9 UDP-N-acetylmuramoyl-L-alanine + D-glutamate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + ADP peptidoglycan biosynthesis I
5-epi-aristolochene 5-epiaristolochene 204.355 C15 H24 CC12(C(CCCC(=CCC(C1)C(C)=C)2)C) 5-epi-aristolochene + O2 + NADPH = 1-deoxy-capsidiol + H2O + NADP+ capsidiol biosynthesis
5-epi-aristolochene 5-epiaristolochene 204.355 C15 H24 CC12(C(CCCC(=CCC(C1)C(C)=C)2)C) 5-epi-aristolochene + O2 + NADPH = 3-deoxy-capsidiol + H2O + NADP+ capsidiol biosynthesis
5-epi-aristolochene 5-epiaristolochene 204.355 C15 H24 CC12(C(CCCC(=CCC(C1)C(C)=C)2)C) 4.2.3.9 trans, trans-farnesyl diphosphate = 5-epi-aristolochene + diphosphate capsidiol biosynthesis
D-glutamate D-glutamic acid 147.13 C5 H9 N1 O4 C(C(CCC(O)=O)N)(O)=O LIGAND-CPD:C00217:*PUBCHEM:23327:*CAS:6893-26-1 6.3.2.9 UDP-N-acetylmuramoyl-L-alanine + D-glutamate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + ADP peptidoglycan biosynthesis I
D-glutamate D-glutamic acid 147.13 C5 H9 N1 O4 C(C(CCC(O)=O)N)(O)=O LIGAND-CPD:C00217:*PUBCHEM:23327:*CAS:6893-26-1 5.1.1.3 L-glutamate = D-glutamate peptidoglycan biosynthesis I
5-formyl-tetrahydromethanopterin N5-formyl-5,6,7,8-tetrahydromethanopterin*5-formyl-5,6,7,8-tetrahydromethanopterin*5-formyl-H4MPT*formyl-H4MPT*5-formyl-THMPT 803.692 C31 H44 N6 O17 P1 C[CH](Nc1(ccc(cc1)CC(O)C(O)C(O)COC2(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)2)))[CH]4(N(C=O)c3(c(nc(N)[nH]c(=O)3)[NH][CH](C)4)) 3.5.4.27 5,10-methenyltetrahydromethanopterin + H2O = 5-formyl-tetrahydromethanopterin methanogenesis from CO2
5-formyl-tetrahydromethanopterin N5-formyl-5,6,7,8-tetrahydromethanopterin*5-formyl-5,6,7,8-tetrahydromethanopterin*5-formyl-H4MPT*formyl-H4MPT*5-formyl-THMPT 803.692 C31 H44 N6 O17 P1 C[CH](Nc1(ccc(cc1)CC(O)C(O)C(O)COC2(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)2)))[CH]4(N(C=O)c3(c(nc(N)[nH]c(=O)3)[NH][CH](C)4)) 2.3.1.101 tetrahydromethanopterin = 5-formyl-tetrahydromethanopterin methanogenesis from CO2
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(COP(O)(=O)O)c(c(O)c(n1)C)CO) CAS:447-05-2:*LIGAND-CPD:C00627: 2.6.99.2 1-deoxy-D-xylulose 5-phosphate + 1-amino-propan-2-one-3-phosphate = pyridoxine-5'-phosphate + H2O pyridoxal 5'-phosphate biosynthesis
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(COP(O)(=O)O)c(c(O)c(n1)C)CO) CAS:447-05-2:*LIGAND-CPD:C00627: 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(COP(O)(=O)O)c(c(O)c(n1)C)CO) CAS:447-05-2:*LIGAND-CPD:C00627: 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate biosynthesis
pyridoxine-5'-phosphate pyridoxine-phosphate*pyridoxine-5P*pyridoxine-P 249.16 C8 H12 N1 O6 P1 c1(c(COP(O)(=O)O)c(c(O)c(n1)C)CO) CAS:447-05-2:*LIGAND-CPD:C00627: 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
16:0-18:2-DGDG 1-16:0-2-18:2-digalactosyldiacylglycerol*1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 917.225 C49 H88 O15 C(C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 16:0-18:2-DGDG = 16:0-18:3-DGDG glycolipid desaturation
RCC red chlorophyll catabolite*red bilin 626.708 C35 H36 N4 O7 CCc1(c(c(nc1Cc2(nc5(c(c2C)C(C(C(=C4(N=C(C=C3(NC(C(=C3C)C=C)=O))C(C4CCC(O)=O)C))5)C(OC)=O)=O)))[CH]=O)C) 1.-.-.- RCC + H+ = pFCC chlorophyll a degradation
RCC red chlorophyll catabolite*red bilin 626.708 C35 H36 N4 O7 CCc1(c(c(nc1Cc2(nc5(c(c2C)C(C(C(=C4(N=C(C=C3(NC(C(=C3C)C=C)=O))C(C4CCC(O)=O)C))5)C(OC)=O)=O)))[CH]=O)C) 1.-.-.- pheophorbide a + O2 = RCC + H2O chlorophyll a degradation
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)CO))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C chlorophyll b + H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
7-hydroxy-chlorophyll a 7-OH-chlorophyll a 909.502 C55 H72 N4 O6 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)CO))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
7-dehydrodesmosterol 5α-cholesta-5,7,24-trien-3β-ol 382.628 C27 H42 O1 CC(=CCCC(C4(C3(C(C2(C(C1(C(CC(CC1)O)=CC=2)C)CC3))CC4)C))C)C PUBCHEM:440558: 1.3.1.21 7-dehydrodesmosterol + NADPH = desmosterol + NADP+ cholesterol biosynthesis III (via desmosterol)
7-dehydrodesmosterol 5α-cholesta-5,7,24-trien-3β-ol 382.628 C27 H42 O1 CC(=CCCC(C4(C3(C(C2(C(C1(C(CC(CC1)O)=CC=2)C)CC3))CC4)C))C)C PUBCHEM:440558: 1.14.21.6 5α-cholesta-7,24-dien-3β-ol + O2 = 7-dehydrodesmosterol + H2O cholesterol biosynthesis III (via desmosterol)
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(C(CO)N)=O 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid metabolism
3-dehydrosphinganine 3-dehydro-D-sphinganine*3-dehydrosphinganine*KDHS 299.496 C18 H37 N1 O2 CCCCCCCCCCCCCCCC(C(CO)N)=O 1.1.1.102 NADP+ + sphinganine = NADPH + 3-dehydrosphinganine sphingolipid metabolism
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 1.5.1.3 NADP+ + tetrahydrofolate = NADPH + 7,8-dihydrofolate formylTHF biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 1.5.1.3 NADP+ + tetrahydrofolate = NADPH + 7,8-dihydrofolate tetrahydrofolate biosynthesis I
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 1.5.1.3 NADP+ + tetrahydrofolate = NADPH + 7,8-dihydrofolate formylTHF biosynthesis I
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 1.5.1.3 NADP+ + tetrahydrofolate = NADPH + 7,8-dihydrofolate tetrahydrofolate biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP formylTHF biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP tetrahydrofolate biosynthesis I
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP formylTHF biosynthesis I
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP tetrahydrofolate biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
7,8-dihydrofolate H2PteGlu*FH2*H2PteGlu1*dihydrofolate*DHF*7,8-dihydropteroylglutamate 443.418 C19 H21 N7 O6 C(Nc1(ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O))C2(CNc3(nc(N)[nH]c(=O)c(N=2)3)) LIGAND-CPD:C00415:*CAS:4033-27-6 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
sinapyl-alcohol 210.229 C11 H14 O4 C(C=Cc1(cc(c(c(c1)OC)O)OC))O 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.7.2.2 ammonia + CO2 + ATP = carbamoyl-phosphate + ADP citrulline degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 mixed acid fermentation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA34 + α-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 (2S)-2-amino-3-oxo-4-phosphonooxybutanoate + H+ = 1-amino-propan-2-one-3-phosphate + CO2 pyridoxal 5'-phosphate biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 α-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-5α-cholesta-8-en-3β-ol = 5α-cholesta-8-en-3-one + CO2 cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.47 glyoxylate = CO2 + tartronate semialdehyde glycolate and glyoxylate degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.47 glyoxylate = CO2 + tartronate semialdehyde allantoin degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA51 + α-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.5 H2O + urea = ammonia + CO2 canavanine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.5 H2O + urea = ammonia + CO2 arginine degradation VII (arginase 3 pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA8 + α-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.42 isocitrate + NADP+ = NADPH + α-ketoglutarate + CO2 TCA cycle variation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.42 isocitrate + NADP+ = NADPH + α-ketoglutarate + CO2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.42 isocitrate + NADP+ = NADPH + α-ketoglutarate + CO2 TCA cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.17 L-ornithine = CO2 + putrescine putrescine biosynthesis III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.87 homoisocitrate + NAD+ = α-ketoadipate + CO2 + NADH + H+ lysine biosynthesis IV
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate de novo biosynthesis of pyrimidine ribonucleotides
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis II (acetyl cycle)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.65 phospholipid biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.65 phospholipid biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.99.5 H2O = CO2 methanogenesis from CO2
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA53 + α-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 reductive TCA cycle I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 D-lactate fermentation to propionate and acetate
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 glutamate degradation VII (to butyrate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.48 1-(o-carboxyphenylamino)-1'-deoxyribulose-5'-phosphate = indole-3-glycerol-phosphate + CO2 + H2O tryptophan biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.70 glutaconyl-CoA = CO2 + crotonyl-CoA glutaryl-CoA degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.170 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA + NADPH = isoliquiritigenin + coenzyme A + CO2 + NADP+ + H2O flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol = 4α-methyl-5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol = 4α-methyl-5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis III (via desmosterol)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation III (eukaryotic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 pyridoxal 5'-phosphate biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA29 + α-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.3.- N2-succinyl-L-arginine + H2O = ammonia + N2-succinyl-L-ornithine + CO2 arginine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.12.1 O2 + L-arginine = 4-guanidinobutyramide + H2O + CO2 arginine degradation X (arginine monooxygenase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.23 dihydrokaempferol + α-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA12 + O2 + α-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA24 + α-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-oxo-4-methylthiobutanoate = 3-methylthiopropanal + CO2 methionine degradation III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.- 4-coumaroyl-CoA + H2O + coumaroyl-CoA + malonyl-CoA = coenzyme A + CO2 + p-coumaroyltriacetate resveratrol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA4 + α-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.- acetyl-CoA = coenzyme A + CO2 fatty acid biosynthesis - initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol = 4α-methyl-5α-cholesta-8-en-3-one + CO2 cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA9 + α-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.18 L-lysine = CO2 + cadaverine lysine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.59 gallate = CO2 + pyrogallol gallate degradation III (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA36 + O2 + α-ketoglutarate = GA4 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA15 + α-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA19 + O2 + α-ketoglutarate = GA20 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = CO2 + coproporphyrinogen III heme biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.37 uroporphyrinogen-III = CO2 + coproporphyrinogen III chlorophyllide a biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 fatty acid elongation -- unsaturated II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.12 GA44 + α-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.4.2 α-ketoglutarate = CO2 2-keto glutarate dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.71 α-ketoglutarate = succinate semialdehyde + CO2 TCA cycle variation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- leucocyanidin + α-ketoglutarate + O2 = cyanidin + succinate + CO2 + H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.71 α-ketoglutarate + thiamine diphosphate = succinate-semialdehyde-thiamine PPi + CO2 menaquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis VI
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.43 NADP+ + formate = NADPH + CO2 gallate degradation III (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.32 oxaloacetate + GTP = CO2 + phosphoenolpyruvate + GDP asparagine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.156 malonyl-CoA + isobutyryl-CoA = phlorisobutyrophenone + CO2 + coenzyme A cohumulone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA20 + α-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA19 + O2 + α-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.7.3 α-ketoglutarate + coenzyme A = succinyl-CoA + CO2 reductive TCA cycle I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.9 (2S)-pinocembrin + O2 + α-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA12 + α-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.95 4-coumaroyl-CoA + malonyl-CoA + coumaroyl-CoA = resveratrol + coenzyme A + CO2 resveratrol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.28 L-tryptophan = CO2 + tryptamine IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.28 L-tryptophan = CO2 + tryptamine secologanin and strictosidine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.28 L-tryptophan = CO2 + tryptamine hydroxycinnamic acid serotonin amides biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.41 fatty acid biosynthesis - initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.44 6-phospho-D-gluconate = D-ribulose-5-phosphate + CO2 pentose phosphate pathway (oxidative branch)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.15 GA20 + α-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + β-alanine β-alanine biosynthesis III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.33 mevalonate-5-PP + ATP = CO2 + Δ3-isopentenyl-PP + ADP mevalonate pathway
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA25 + α-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.2 formate + menaquinone-8 = CO2 + menaquinol respiration (anaerobic)-- electron donors reaction list
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.2 formate + menaquinone-8 = CO2 + menaquinol formate oxidation to CO2
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.4.2.19 CO2 + diphosphate + nicotinate nucleotide = 5-phosphoribosyl 1-pyrophosphate + quinolinate NAD biosynthesis I (from aspartate)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA44 + α-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA12 + α-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.43 phenylpyruvate = CO2 + phenylacetaldehyde phenylalanine degradation III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O heme biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O chlorophyllide a biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.72 2-keto-3-methyl-valerate = 2-methylbutanal + CO2 isoleucine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.41 fatty acid biosynthesis - initial steps
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.2.1.1 H2CO3 = H2O + CO2 cyanate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.74 indole-3-pyruvate = CO2 + indole acetaldehyde IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA9 + α-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3',4',5'-pentahydroxyflavanone + α-ketoglutarate + O2 = dihydromyricetin + succinate + CO2 leucodelphinidin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.- 3-(2'-methylthio)ethylmalic-acid = 2-oxo-5-methylthiopentanoic-acid + CO2 homomethionine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation III (arginine decarboxylase/agmatinase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.4 acetoacetate + H+ = acetone + CO2 acetone degradation (to methylglyoxal)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid metabolism
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 octaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.4.4 2-keto-isovalerate = CO2 branched-chain α-keto acid dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.1 2-ketoisocaproate = 3-methylbutanal + CO2 leucine degradation III
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.31 oxaloacetate = phosphoenolpyruvate + H2O + CO2 mixed acid fermentation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.31 oxaloacetate = phosphoenolpyruvate + H2O + CO2 reductive TCA cycle I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.31 oxaloacetate = phosphoenolpyruvate + H2O + CO2 gluconeogenesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.31 oxaloacetate = phosphoenolpyruvate + H2O + CO2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.74 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = naringenin chalcone + CO2 + coenzyme A flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.13 GA1 + α-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.23 dihydroquercetin + α-ketoglutarate + O2 = succinate + CO2 + H2O flavonol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.4.16 ammonia + H2O + CO2 + ATP = carbamoyl-phosphate + ADP urea cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.- malonyl-CoA = CO2 + coenzyme A very long chain fatty acid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.3.19 H2O + (S)-ureidoglycolate = ammonia + CO2 + glyoxylate allantoin degradation I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucodelphinidin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.- malonyl-CoA + (E)-cinnamoyl-CoA = pinocembrin chalcone + coenzyme A + CO2 pinobanksin biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.1 2-keto-isovalerate = isobutanal + CO2 valine degradation II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = H2O + ethylene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.41 fatty acid elongation -- saturated
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA53 + O2 + α-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA37 + α-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 malonyl-CoA = CO2 epicuticular wax biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.39 D-ribulose-1,5-bisphosphate + CO2 + H2O = 3-phosphoglycerate + H+ Calvin cycle
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA24 + O2 + α-ketoglutarate = GA9 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.9 naringenin + O2 + α-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA15 + α-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 formate = CO2 + H2 mixed acid fermentation
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 formate = CO2 + H2 respiration (anaerobic)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- leucodelphinidin + O2 + α-ketoglutarate = delphinidin + H2O + CO2 + succinate anthocyanin biosynthesis (delphinidin 3-O-glucoside)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA44 + α-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.- 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = bis-noryangonin + coenzyme A + CO2 resveratrol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.99.3 O2 + L-tryptophan = ammonia + CO2 + indole-3-glycol aldehyde tryptophan degradation V (side chain pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate = allantoin + CO2 ureide biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.99.3 L-tryptophan + O2 = indole acetaldehyde + ammonia + CO2 tryptophan degradation V (side chain pathway)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-5α-cholesta-8,24-dien-3β-ol = 5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.1.1.170 4α-carboxy-5α-cholesta-8,24-dien-3β-ol = 5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis III (via desmosterol)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + ADP biotin biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + ADP biotin biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 α-ketoglutarate + CO2 = isocitrate reductive TCA cycle I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 6.3.4.14 CO2 + ATP = ADP biotin-carboxyl carrier protein
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.3.1.156 malonyl-CoA + isovaleryl-CoA = phlorisovalerophenone + CO2 + coenzyme A humulone biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 4.1.1.21 4-carboxyaminoimidazole ribonucleotide = 5-aminoimidazole ribonucleotide + CO2 purine nucleotides de novo biosynthesis II
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-amino-3-oxobutanoate = aminoacetone + CO2 threonine degradation III (to methylglyoxal)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2-amino-3-oxobutanoate = aminoacetone + CO2 aminopropanol biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.2.4.1 pyruvate = CO2 pyruvate dehydrogenase complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA24 + O2 + α-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- GA14 + O2 + α-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.13.12.3 O2 + L-tryptophan = indole-3-acetamide + H2O + CO2 IAA biosynthesis VI (via indole-3-acetamide)
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.4.4.2 glycine = CO2 glycine cleavage complex
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 2.2.1.6 pyruvate = 2-acetolactate + CO2 valine biosynthesis
CO2 carbonic anhydride*carbonic acid gas*carbon dioxide 44.01 C1 O2 C(=O)=O LIGAND-CPD:C00011:*CAS:124-38-9 1.14.11.- leucopelargonidin + α-ketoglutarate + O2 = pelargonidin + succinate + CO2 + H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
3-cyanopyridine 104.111 C6 H4 N2 C(C1(C=NC=CC=1))#N NCI:17558*CAS:100-54-9 4.2.1.- E-pyridine-3-aldoxime = 3-cyanopyridine + H2O aldoxime degradation
3-cyanopyridine 104.111 C6 H4 N2 C(C1(C=NC=CC=1))#N NCI:17558*CAS:100-54-9 4.2.1.84 3-cyanopyridine + H2O = nicotinamide aldoxime degradation
strictosidine 3-α(S)-strictosidine 530.574 C27 H33 N2 O9 C1(Cc4(c5(ccccc(nc([CH](N1)C[CH]3([CH](C(OC2(OC(C(C(C2O)O)O)CO))OC=C3C(=O)OC)C=C))4)5))) CAS:20824-29-7 4.3.3.2 tryptamine + secologanin = strictosidine + H2O secologanin and strictosidine biosynthesis
β-alanine betaine N,N,N-trimethyl-β-alanine 131.174 C6 H13 N1 O2 C([N+](C)(C)C)CC([O-])=O 2.1.1.- N,N-dimethyl-β-alanine + S-adenosyl-L-methionine = β-alanine betaine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C3(C2(CC[CH]4(C15(CCC(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))) 1.14.11.- GA4 + α-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C3(C2(CC[CH]4(C15(CCC(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))) 1.14.11.- GA9 + α-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA4 gibberellin A4*gibberellin A4*GA4 332.396 C19 H24 O5 C=C3(C2(CC[CH]4(C15(CCC(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))) 1.14.11.- GA36 + O2 + α-ketoglutarate = GA4 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
3-pyridylacetate 3-pyridylacetic acid*3-pyridineacetic acid*2-(3-pyridyl)acetic acid*coletin*lessterol*lioxone*minedil*piridil*pyridine-3-acetic acid*toneon 137.138 C7 H7 N1 O2 c1(ccc(cn1)CC(=O)O) 4-(3-pyridyl)-butanoate = 3-pyridylacetate nicotine degradation II
3-pyridylacetate 3-pyridylacetic acid*3-pyridineacetic acid*2-(3-pyridyl)acetic acid*coletin*lessterol*lioxone*minedil*piridil*pyridine-3-acetic acid*toneon 137.138 C7 H7 N1 O2 c1(ccc(cn1)CC(=O)O) 4-(3-pyridyl)-butanoate = 3-pyridylacetate nicotine degradation III
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 2.1.2.3 N10-formyl-THF + AICAR = tetrahydrofolate + phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF folate polyglutamylation I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF folate transformations
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF formylTHF biosynthesis II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF formylTHF biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF folate transformations
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF tetrahydrofolate biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.4.9 H2O + 5,10-methenyl-THF = N10-formyl-THF formylTHF biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate folate transformations
N10-formyl-THF 10-formyl-tetrahydrofolate*n10-formyltetrahydrofolate*N10-formyl-H4F*10-formyl-THF*10-formyl-H4PteGlu1 473.444 C20 H23 N7 O7 C1(Nc3(nc(N)[nH]c(=O)c(NC1CN(C=O)c2(ccc(cc2)C(=O)NC(CCC(=O)O)C(=O)O))3)) LIGAND-CPD:C00234:*CAS:2800-34-2 3.5.1.10 H2O + N10-formyl-THF = tetrahydrofolate + formate formylTHF biosynthesis I
(-)-menthone l-menthone*p-menthan-3-one 154.252 C10 H18 O1 CC(C1(CCC(CC1=O)C))C NCI:113134*CAS:14073-97-3*CAS:10458-14-7 1.1.1.207 NADP+ + (-)-menthol = (-)-menthone + NADPH menthol biosynthesis
(-)-menthone l-menthone*p-menthan-3-one 154.252 C10 H18 O1 CC(C1(CCC(CC1=O)C))C NCI:113134*CAS:14073-97-3*CAS:10458-14-7 (+)-pulegone + NADPH = (-)-menthone + NADP+ menthol biosynthesis
(-)-menthone l-menthone*p-menthan-3-one 154.252 C10 H18 O1 CC(C1(CCC(CC1=O)C))C NCI:113134*CAS:14073-97-3*CAS:10458-14-7 1.1.1.208 NADP+ + (+)-neomenthol = NADPH + (-)-menthone menthol biosynthesis
3-methylbutanal 3-methylbutanal*isoamylaldehyde*isopentaldehyde 86.133 C5 H10 O1 CC(C)C[CH]=O PUBCHEM:11552: 4.1.1.1 2-ketoisocaproate = 3-methylbutanal + CO2 leucine degradation III
3-methylbutanal 3-methylbutanal*isoamylaldehyde*isopentaldehyde 86.133 C5 H10 O1 CC(C)C[CH]=O PUBCHEM:11552: 1.1.1.1 3-methylbutanal + NADH = isoamyl alcohol + NAD+ leucine degradation III
coumarin coumarin*cumarin*1,2-Benzopyrone 146.145 C9 H6 O2 c1(oc2(ccccc(cc1)2))=O PUBCHEM:323: coumarinate = coumarin + H2O coumarin biosynthesis (via 2-coumarate)
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)O))(=O)O)(=O)O)C)C 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
N-acetylglucosaminyl-diphosphodolichol N-acetyl-D-glucosaminyldiphosphodolichol 1473.076 C88 H147 N1 O12 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)O))(=O)O)(=O)O)C)C 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
ent-cassa-12,15-diene-2,3α-ol-11-keto ent-cassa-12,15-diene-2,3alpha-ol-11-keto*ent-cassadiene-2,3α-ol-11-keto*ent-cassadiene-2,3alpha-ol-11-keto 318.455 C20 H30 O3 CC1(C(C(CC2(C3([CH](CC[CH]12)C(C)C(C=C)=CC(=O)3))C)O)O)C ent-cassa-12,15-diene-2,3α-ol-11-keto = phytocassane A phytocassane biosynthesis
ent-cassa-12,15-diene-2,3α-ol-11-keto ent-cassa-12,15-diene-2,3alpha-ol-11-keto*ent-cassadiene-2,3α-ol-11-keto*ent-cassadiene-2,3alpha-ol-11-keto 318.455 C20 H30 O3 CC1(C(C(CC2(C3([CH](CC[CH]12)C(C)C(C=C)=CC(=O)3))C)O)O)C ent-cassa-12,15-diene-3α-ol-11-keto = ent-cassa-12,15-diene-2,3α-ol-11-keto phytocassane biosynthesis
ent-cassa-12,15-diene-2,3α-ol-11-keto ent-cassa-12,15-diene-2,3alpha-ol-11-keto*ent-cassadiene-2,3α-ol-11-keto*ent-cassadiene-2,3alpha-ol-11-keto 318.455 C20 H30 O3 CC1(C(C(CC2(C3([CH](CC[CH]12)C(C)C(C=C)=CC(=O)3))C)O)O)C ent-cassa-12,15-diene-2,3α-ol-11-keto = phytocassane D phytocassane biosynthesis
ent-cassa-12,15-diene-2,3α-ol-11-keto ent-cassa-12,15-diene-2,3alpha-ol-11-keto*ent-cassadiene-2,3α-ol-11-keto*ent-cassadiene-2,3alpha-ol-11-keto 318.455 C20 H30 O3 CC1(C(C(CC2(C3([CH](CC[CH]12)C(C)C(C=C)=CC(=O)3))C)O)O)C ent-cassa-12,15-diene-2,3α-ol-11-keto = phytocassane B phytocassane biosynthesis
ε-carotene ε,ε-carotene 536.882 C40 H56 CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCC=C(C)1))C)C=CC2(C(C)=CCCC(C)(C)2) 5.5.1.- δ-carotene = ε-carotene lactucaxanthin biosynthesis
ε-carotene ε,ε-carotene 536.882 C40 H56 CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CCC=C(C)1))C)C=CC2(C(C)=CCCC(C)(C)2) 1.14.99.- ε-carotene + O2 = ε,ε-carotene-3-diol + H2O lactucaxanthin biosynthesis
ent-7-α-hydroxykaurenoate ent-7α-hydroxykaur-16-en-19-oate*ent-7-α-hydroxykaurenoic acid*7-hydroxy-kaurenoic acid 318.455 C20 H30 O3 CC1(CCCC2([CH]3(CCC4(CC(C(C[CH]12)O)3CC4=C)))C)C(O)=O 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-α-hydroxykaurenoate + H2O + NADP+ GA12 biosynthesis
ent-7-α-hydroxykaurenoate ent-7α-hydroxykaur-16-en-19-oate*ent-7-α-hydroxykaurenoic acid*7-hydroxy-kaurenoic acid 318.455 C20 H30 O3 CC1(CCCC2([CH]3(CCC4(CC(C(C[CH]12)O)3CC4=C)))C)C(O)=O 1.14.13.79 ent-7-α-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + H2O GA12 biosynthesis
m-chlorohippurate m-chlorohippuric acid 213.62 C9 H8 N1 O3 CL1 C(NC(=O)c1(cccc(Cl)c1))C(=O)O m-chlorobenzoate + glycine = m-chlorohippurate + H2O bupropion degradation
orotate orotic acid 156.098 C5 H4 N2 O4 C(O)(=O)c1(cc(=O)[nH]c([nH]1)=O) LIGAND-CPD:C00295:*CAS:65-86-1 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
orotate orotic acid 156.098 C5 H4 N2 O4 C(O)(=O)c1(cc(=O)[nH]c([nH]1)=O) LIGAND-CPD:C00295:*CAS:65-86-1 2.4.2.10 orotidine-5'-phosphate + diphosphate = 5-phosphoribosyl 1-pyrophosphate + orotate de novo biosynthesis of pyrimidine ribonucleotides
18:3-16:0-PG 1-18:3-2-16:0-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(C(COC(=O)CCCCCCCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:2-16:0-PG = 18:3-16:0-PG phospholipid desaturation
18:3-16:0-PG 1-18:3-2-16:0-phosphatidylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(C(COC(=O)CCCCCCCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:3-16:0-PG = 18:3-t16:1-PG phospholipid desaturation
GA34 gibberellin A34*gibberellin A34*GA34 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CC(C(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)O)))) 1.14.11.- GA4 + α-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
GA34 gibberellin A34*gibberellin A34*GA34 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CC(C(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)O)))) 1.14.11.- GA34 + α-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
malonate semialdehyde 3-oxopropanoate*malonate-S-ald 88.063 C3 H4 O3 C(O)(C[CH]=O)=O CAS:926-61-4 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde β-alanine biosynthesis II
malonate semialdehyde 3-oxopropanoate*malonate-S-ald 88.063 C3 H4 O3 C(O)(C[CH]=O)=O CAS:926-61-4 2.6.1.18 malonate semialdehyde + L-alanine = β-alanine + pyruvate β-alanine biosynthesis II
1-(3-aminopropyl)-4-aminobutanal 144.216 C7 H16 N2 O1 C(N)CCNCCCC=O 1-(3-aminopropyl)-4-aminobutanal = 1-(3-aminopropyl)-pyrrolinium + H2O β-alanine biosynthesis I
1-(3-aminopropyl)-4-aminobutanal 144.216 C7 H16 N2 O1 C(N)CCNCCCC=O 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 β-alanine biosynthesis I
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C2(OC(OC1(CO)(OC(COP(=O)(O)O)C(O)C(O)1))C(O)C(O)C(O)2) PUBCHEM:439762:*LIGAND-CPD:C02591: 3.2.1.26 H2O + sucrose-6-phosphate = β-D-glucose-6-phosphate sucrose degradation I
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C2(OC(OC1(CO)(OC(COP(=O)(O)O)C(O)C(O)1))C(O)C(O)C(O)2) PUBCHEM:439762:*LIGAND-CPD:C02591: 2.7.1.69 sucrose = sucrose-6-phosphate sucrose degradation I
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C2(OC(OC1(CO)(OC(COP(=O)(O)O)C(O)C(O)1))C(O)C(O)C(O)2) PUBCHEM:439762:*LIGAND-CPD:C02591: 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
sucrose-6-phosphate sucrose 6F-phosphate*sucrose-6-P 422.279 C12 H23 O14 P1 C(O)C2(OC(OC1(CO)(OC(COP(=O)(O)O)C(O)C(O)1))C(O)C(O)C(O)2) PUBCHEM:439762:*LIGAND-CPD:C02591: 3.1.3.24 sucrose-6-phosphate + H2O = sucrose sucrose biosynthesis
O-ureidohomoserine 177.16 C5 H11 N3 O4 C(CC(C(=O)O)N)ONC(N)=O 6.3.4.5 O-ureidohomoserine + L-aspartate + ATP = canavaninosuccinate + AMP + diphosphate canavanine biosynthesis
O-ureidohomoserine 177.16 C5 H11 N3 O4 C(CC(C(=O)O)N)ONC(N)=O 2.1.3.3 L-canaline + carbamoyl-phosphate = O-ureidohomoserine canavanine biosynthesis
2-methyl-3-hydroxybutyryl-CoA (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA*(2S,3S)-3-hydroxy-2-methylbutyryl-CoA*(S)-3-hydroxy-2-methylbutyryl-CoA*3-hydroxy-2-methylbutyryl-CoA 867.651 C26 H44 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(=O)C(C(C)O)C)=O)=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(N)ncnc23))) 4.2.1.17 tiglyl-CoA + H2O = 2-methyl-3-hydroxybutyryl-CoA isoleucine degradation I
2-methyl-3-hydroxybutyryl-CoA (2S,3S)-3-hydroxy-2-methylbutanoyl-CoA*(2S,3S)-3-hydroxy-2-methylbutyryl-CoA*(S)-3-hydroxy-2-methylbutyryl-CoA*3-hydroxy-2-methylbutyryl-CoA 867.651 C26 H44 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(=O)C(C(C)O)C)=O)=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(N)ncnc23))) 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
trans-2-hexenol 100.16 C6 H12 O1 CCCC=CCO trans-2-hexenal = trans-2-hexenol 13-LOX and 13-HPL pathway
daidzein 7,4'-dihydroxyisoflavone 254.242 C15 H10 O4 C2(Oc1(cc(ccc1C(=O)C=2c3(ccc(cc3)O))O)) 4.2.1.105 2-hydroxyisoflavanone = daidzein + H2O pterocarpan biosynthesis
daidzein 7,4'-dihydroxyisoflavone 254.242 C15 H10 O4 C2(Oc1(cc(ccc1C(=O)C=2c3(ccc(cc3)O))O)) 2.1.1.46 daidzein + S-adenosyl-L-methionine = formononetin + S-adenosyl-L-homocysteine pterocarpan biosynthesis
campesterol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)C)C 1.3.1.- campesterol + NADP+ = crinosterol + NADPH sterol biosynthesis
campesterol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)C)C 1.14.13.- campesterol + O2 + NADPH = (22α)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
campesterol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)C)C 1.3.-.- 24-methyldesmosterol = campesterol sterol biosynthesis
campesterol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)C)C 5.3.3.1 campesterol = campest-4-en-3β-ol brassinosteroid biosynthesis II
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C=O))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C chlorophyll b + H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll b chlorophyll b 907.486 C55 H70 N4 O6 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C=O))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 2.5.1.- chlorophyllide b + phytyl-PP = chlorophyll b + diphosphate chlorophyll cycle
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(c1(ccccc1))=O)(=O)C(O)C(COP(OP(OCC4(C(OP(O)(=O)O)C(C(n2(cnc3(c2ncnc(N)3)))O4)O))(=O)O)(O)=O)(C)C CAS:102185-37-5 oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylate biosynthesis
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(c1(ccccc1))=O)(=O)C(O)C(COP(OP(OCC4(C(OP(O)(=O)O)C(C(n2(cnc3(c2ncnc(N)3)))O4)O))(=O)O)(O)=O)(C)C CAS:102185-37-5 benzoyl-CoA + H2O = benzoate + coenzyme A salicylate biosynthesis
benzoyl-CoA 871.642 C28 H40 N7 O17 P3 S1 C(NCCC(=O)NCCSC(c1(ccccc1))=O)(=O)C(O)C(COP(OP(OCC4(C(OP(O)(=O)O)C(C(n2(cnc3(c2ncnc(N)3)))O4)O))(=O)O)(O)=O)(C)C CAS:102185-37-5 benzoyl-CoA = salicyloyl-CoA salicylate biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine salvage pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 L-methionine + phenylpyruvate = 2-oxo-4-methylthiobutanoate + L-phenylalanine methionine degradation III
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.6.1.- L-methionine = 2-oxo-4-methylthiobutanoate homomethionine biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.5 L-homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.10 S-methyl-L-methionine + L-homocysteine = L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.10 S-methyl-L-methionine + L-homocysteine = L-methionine S-methylmethionine cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosylmethionine biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.6.1.5 2-oxo-4-methylthiobutanoate = L-methionine methionine salvage pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 6.1.1.10 L-methionine + ATP = diphosphate + AMP tRNA charging pathway
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.8.1.6 dethiobiotin + S-adenosyl-L-methionine = biotin + 5'-deoxyadenosine + L-methionine biotin biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate S-adenosylmethionine biosynthesis
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate methionine biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
L-methionine M*met*methionine 149.207 C5 H11 N1 O2 S1 C(=O)(O)C(N)CCSC LIGAND-CPD:C00073:*CAS:63-68-3 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine cycle
deoxyribose-5-phosphate 2-deoxy-D-ribose-5-phosphate*deoxyribose-5-P*2-deoxyribose-5-P*2-deoxyribose-5-phosphate*2-deoxy-α-D-ribose 5-phosphate 214.111 C5 H11 O7 P1 C([CH]1([CH](O)[CH2][CH](O1)O))OP(O)(=O)O LIGAND-CPD:C00673:*CAS:102916-66-5 5.4.2.7 deoxyribose-1-phosphate = deoxyribose-5-phosphate (deoxy)ribose phosphate degradation
deoxyribose-5-phosphate 2-deoxy-D-ribose-5-phosphate*deoxyribose-5-P*2-deoxyribose-5-P*2-deoxyribose-5-phosphate*2-deoxy-α-D-ribose 5-phosphate 214.111 C5 H11 O7 P1 C([CH]1([CH](O)[CH2][CH](O1)O))OP(O)(=O)O LIGAND-CPD:C00673:*CAS:102916-66-5 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 154.148 C6 H8 N3 O2 c1(ncnc1CC(N)C(=O)O) LIGAND-CPD:C00135:*CAS:71-00-1 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
L-histidine L-histidine*glyoxaline-5-alanine*α-amino-4-imidazoleproprionic acid*(S)-α-amino-1H-imidazole-4-propanoic acid*H*histidine*his 154.148 C6 H8 N3 O2 c1(ncnc1CC(N)C(=O)O) LIGAND-CPD:C00135:*CAS:71-00-1 6.1.1.21 L-histidine + ATP = diphosphate + AMP tRNA charging pathway
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(C(C)(C(C(O)=O)O)C)O CAS:470-29-1:*LIGAND-CPD:C00522: 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis I
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(C(C)(C(C(O)=O)O)C)O CAS:470-29-1:*LIGAND-CPD:C00522: 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(C(C)(C(C(O)=O)O)C)O CAS:470-29-1:*LIGAND-CPD:C00522: 1.1.1.169 L-pantoate + NADP+ = 2-dehydropantoate + NADPH pantothenate biosynthesis I
L-pantoate pantoate*(R)-pantoate 148.158 C6 H12 O4 C(C(C)(C(C(O)=O)O)C)O CAS:470-29-1:*LIGAND-CPD:C00522: 1.1.1.169 L-pantoate + NADP+ = 2-dehydropantoate + NADPH pantothenate biosynthesis II
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC1(=C(C3(N7(=C1C=c2(n5(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(=C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))C) LIGAND-CPD:C02880:*CAS:14751-08-7 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
monovinyl protochlorophyllide a protochlorophyllide*monovinyl protochlrophyllide a 612.967 C35 H32 N4 O5 MG1 CCC1(=C(C3(N7(=C1C=c2(n5(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(=C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))C) LIGAND-CPD:C02880:*CAS:14751-08-7 monovinyl protochlorophyllide a + NADPH = NADP+ + chlorophyllide a chlorophyllide a biosynthesis
4α-methyl-5α-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(=O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.170 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol = 4α-methyl-5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis I
4α-methyl-5α-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(=O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.170 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol = 4α-methyl-5α-cholesta-8,24-dien-3-one + CO2 cholesterol biosynthesis III (via desmosterol)
4α-methyl-5α-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(=O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.270 4α-methyl-5α-cholesta-8,24-dien-3-one + NADPH = 4-α-methyl zymosterol + NADP+ cholesterol biosynthesis I
4α-methyl-5α-cholesta-8,24-dien-3-one 396.655 C28 H44 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(=O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.270 4α-methyl-5α-cholesta-8,24-dien-3-one + NADPH = 4-α-methyl zymosterol + NADP+ cholesterol biosynthesis III (via desmosterol)
momilactone A 314.424 C20 H26 O3 CC1(C=C)(CC2([CH](CC1)C4(C)([CH]3([CH](C=2)OC(C3(C(CC4)=O)C)=O)))) 3β-Hydroxy-9β-pimara-7,15-diene-19,6β-olide = momilactone A momilactone biosynthesis
momilactone A 314.424 C20 H26 O3 CC1(C=C)(CC2([CH](CC1)C4(C)([CH]3([CH](C=2)OC(C3(C(CC4)=O)C)=O)))) momilactone A = momilactone B momilactone biosynthesis
monodehydroascorbate 175.118 C6 H7 O6 C(C(c1(oc(c(c1O)O)[O-]))O)O 1.6.5.4 monodehydroascorbate + NADPH = L-ascorbate + NADP+ ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(C(c1(oc(c(c1O)O)[O-]))O)O 1.11.1.11 L-ascorbate + H2O2 = monodehydroascorbate + H2O ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(C(c1(oc(c(c1O)O)[O-]))O)O 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + H2O ascorbate glutathione cycle
monodehydroascorbate 175.118 C6 H7 O6 C(C(c1(oc(c(c1O)O)[O-]))O)O monodehydroascorbate = L-ascorbate + L-dehydro-ascorbate ascorbate glutathione cycle
brassicasterol 398.671 C28 H46 O1 CC(C=CC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))C))C)C(C)C 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH sterol biosynthesis
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: 1.12.99.6 H2 = H+ respiration (anaerobic)-- electron donors reaction list
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: formate = CO2 + H2 mixed acid fermentation
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: formate = CO2 + H2 respiration (anaerobic)
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: 1.12.98.2 5,10-methenyltetrahydromethanopterin + H2 = 5,10-methylene-tetrahydromethanopterin + H+ methanogenesis from CO2
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: 1.14.13.- tryptamine + H+ + O2 = serotonin + H2 hydroxycinnamic acid serotonin amides biosynthesis
H2 hydrogen*hydrogen molecule 2.016 H2 [HH] LIGAND-CPD:C00282:*CAS:1333-74-0: 1.12.7.2 H2 = H+ glutamate degradation VII (to butyrate)
1-kestotriose 1-kestose 504.441 C18 H32 O16 C(O)C3(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)CO)C(C(C3O)O)O) 2.4.1.99 sucrose + sucrose = 1-kestotriose + β-D-glucose fructan biosynthesis
1-kestotriose 1-kestose 504.441 C18 H32 O16 C(O)C3(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)CO)C(C(C3O)O)O) 2.4.1.- 1-kestotriose + sucrose = 6G-kestotriose + sucrose fructan biosynthesis
1-kestotriose 1-kestose 504.441 C18 H32 O16 C(O)C3(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)CO)C(C(C3O)O)O) 3.2.1.80 1-kestotriose + H2O = sucrose fructan degradation
1-kestotriose 1-kestose 504.441 C18 H32 O16 C(O)C3(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)CO)C(C(C3O)O)O) 2.4.1.100 1-kestotriose + 1-kestotriose = 1,1-kestotetraose + sucrose fructan biosynthesis
1-kestotriose 1-kestose 504.441 C18 H32 O16 C(O)C3(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)CO)C(C(C3O)O)O) 2.4.1.10 1-kestotriose + sucrose = 1,6-kestotetraose + β-D-glucose fructan biosynthesis
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(C(=O)[CH2][CH](O)[CH](O)CO)O LIGAND-CPD:C00204:*CAS:17510-99-5 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP β-D-glucuronide degradation
2-dehydro-3-deoxy-D-gluconate 2-keto-3-deoxy-D-gluconate*3-deoxy-2-oxo-D-gluconate*2-keto-3-deoxygluconate 178.141 C6 H10 O6 C(=O)(C(=O)[CH2][CH](O)[CH](O)CO)O LIGAND-CPD:C00204:*CAS:17510-99-5 4.2.1.8 D-mannonate = H2O + 2-dehydro-3-deoxy-D-gluconate β-D-glucuronide degradation
N2 nitrogen molecule*nitrogen 28.013 N2 N#N CAS:7727-37-9 1.7.99.6 N2 + H2O = nitrous oxide nitrate reduction I
dihydrophloroglucinol 128.127 C6 H8 O3 C1(=O)(C=C(O)CC(C1)O) UM-BBD-CPD:c0027:*LIGAND-CPD:c06719: 1.3.1.57 dihydrophloroglucinol + NADP+ = phloroglucinol + NADPH gallate degradation III (anaerobic)
dihydrophloroglucinol 128.127 C6 H8 O3 C1(=O)(C=C(O)CC(C1)O) UM-BBD-CPD:c0027:*LIGAND-CPD:c06719: 3.7.1.- dihydrophloroglucinol + OH- = 3-hydroxy-5-oxohexanoate gallate degradation III (anaerobic)
phytocassane A 316.439 C20 H28 O3 CC2([CH]1(CC[CH]3(C(C(C(O)CC([CH]1C(C=C(C=C)2)=O)3C)=O)(C)C))) ent-cassa-12,15-diene-2,3α-ol-11-keto = phytocassane A phytocassane biosynthesis
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:2-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:2-16:2-MGDG = 18:2-16:3-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:2-16:1-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:2-16:2-MGDG 1-18:2-2-16:2-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:2-16:2-MGDG = 18:3-16:2-MGDG glycolipid desaturation
lutein 568.881 C40 H56 O2 CC1(C(=C(CC(C1)O)C)C=CC(=CC=CC(=CC=CC=C(C=CC=C(C=CC2(C(=CC(CC2(C)C)O)C))C)C)C)C)C 1.14.99.- zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation III (arginine decarboxylase/agmatinase pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis I
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.1.1.19 L-arginine = CO2 + agmatine putrescine biosynthesis II
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.1.1.19 L-arginine = CO2 + agmatine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation I (arginase pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 2.3.1.109 L-arginine + succinyl-CoA = N2-succinyl-L-arginine + coenzyme A arginine degradation II
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 1.14.13.39 O2 + NADPH + L-arginine = citrulline + NADP+ + nitric oxide citrulline-nitric oxide cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 1.13.12.1 O2 + L-arginine = 4-guanidinobutyramide + H2O + CO2 arginine degradation X (arginine monooxygenase pathway)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 6.1.1.19 L-arginine + ATP = diphosphate + AMP tRNA charging pathway
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.3.2.1 L-arginino-succinate = L-arginine + fumarate urea cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.3.2.1 L-arginino-succinate = L-arginine + fumarate citrulline-nitric oxide cycle
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis IV
L-arginine 2-amino-5-guanidinovaleric acid*R*arginine*arg 174.202 C6 H14 N4 O2 C(NC(=N)N)CCC(N)C(=O)O LIGAND-CPD:C00062:*CAS:74-79-3 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis I
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(OCC[N+](C)(C)C)(O)=O)C(OC(CCCCCCCC=CCC=CCCCCC)=O)COC(CCCCCCCC=CCC=CCCCCC)=O PUBCHEM:5313522: 1.14.99.- 18:1-18:2-PC = 18:2-18:2-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(OCC[N+](C)(C)C)(O)=O)C(OC(CCCCCCCC=CCC=CCCCCC)=O)COC(CCCCCCCC=CCC=CCCCCC)=O PUBCHEM:5313522: 1.14.99.- 18:2-18:1-PC = 18:2-18:2-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(OCC[N+](C)(C)C)(O)=O)C(OC(CCCCCCCC=CCC=CCCCCC)=O)COC(CCCCCCCC=CCC=CCCCCC)=O PUBCHEM:5313522: 1.14.99.- 18:2-18:2-PC = 18:3-18:2-PC phospholipid desaturation
18:2-18:2-PC 1-18:2-2-18:2-sn-glycerol-3-phosphocholine*1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(OP(OCC[N+](C)(C)C)(O)=O)C(OC(CCCCCCCC=CCC=CCCCCC)=O)COC(CCCCCCCC=CCC=CCCCCC)=O PUBCHEM:5313522: 1.14.99.- 18:2-18:2-PC = 18:2-18:3-PC phospholipid desaturation
2'-hydroxygenistein 5,7,2',4'-tetrahydroxyisoflavone 286.24 C15 H10 O6 C2(=C(C(=O)c1(c(O)cc(O)cc1O2))c3(c(O)cc(O)cc3)) 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = phaseoluteone + diphosphate wighteone and luteone biosynthesis
2'-hydroxygenistein 5,7,2',4'-tetrahydroxyisoflavone 286.24 C15 H10 O6 C2(=C(C(=O)c1(c(O)cc(O)cc1O2))c3(c(O)cc(O)cc3)) 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = 2,3-dehydrokievitone + diphosphate kievitone biosynthesis
2'-hydroxygenistein 5,7,2',4'-tetrahydroxyisoflavone 286.24 C15 H10 O6 C2(=C(C(=O)c1(c(O)cc(O)cc1O2))c3(c(O)cc(O)cc3)) 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = luteone + diphosphate wighteone and luteone biosynthesis
2'-hydroxygenistein 5,7,2',4'-tetrahydroxyisoflavone 286.24 C15 H10 O6 C2(=C(C(=O)c1(c(O)cc(O)cc1O2))c3(c(O)cc(O)cc3)) 1.3.1.51 dalbergioidin + NADP+ = 2'-hydroxygenistein + NADPH + H+ kievitone biosynthesis
2'-hydroxygenistein 5,7,2',4'-tetrahydroxyisoflavone 286.24 C15 H10 O6 C2(=C(C(=O)c1(c(O)cc(O)cc1O2))c3(c(O)cc(O)cc3)) 1.14.13.89 genistein + NADPH + O2 = 2'-hydroxygenistein + NADP+ + H2O wighteone and luteone biosynthesis
episterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CC=C(C(CC2)3)4)O)C))(C)))C)=C)C 1.3.3.- episterol = 5-dehydro episterol sterol biosynthesis
episterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CC=C(C(CC2)3)4)O)C))(C)))C)=C)C 2.1.1.- 24-methylenelophenol = episterol sterol biosynthesis
GDP-L-fucose guanosine diphosphate fucose*guanosine 5'-(trihydrogen diphosphate), P'-(6-deoxy-β-L- galactopyranosyl) ester*2-amino-9-[3,4-dihydroxy-5-[[hydroxy-[hydroxy-(3,4,5-trihydroxy- 6-methyl-tetrahydropyran-2-yl)oxy-phosphinoyl]oxy-phosphinoyl] oxymethyl]tetrahydrofuran-2-yl]-1,9-dihydropurin-6-one 589.345 C16 H25 N5 O15 P2 C(C3(C(C(C(n2(c1(c(c([nH]c(n1)N)=O)nc2)))O3)O)O))OP(OP(OC4(C(C(C(C(O4)C)O)O)O))(O)=O)(O)=O LIGAND-CPD:C00325:*CAS:15839-70-0 1.1.1.271 NADP+ + GDP-L-fucose = NADPH + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
carbamate 60.032 C1 H2 N1 O2 C(=O)([O-])N 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
18:1-18:3-PC 1-18:1-2-18:3-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COP(OCC[N+](C)(C)C)(O)=O)OC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313483: 1.14.99.- 18:1-18:2-PC = 18:1-18:3-PC phospholipid desaturation
18:1-18:3-PC 1-18:1-2-18:3-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 783.1 C44 H81 N1 O8 P1 C(C(OC(=O)CCCCCCCC=CCC=CCC=CCC)COP(OCC[N+](C)(C)C)(O)=O)OC(=O)CCCCCCCC=CCCCCCCCC PUBCHEM:5313483: 1.14.99.- 18:1-18:3-PC = 18:2-18:3-PC phospholipid desaturation
(Z)-β-ocimene cis-β-ocimene 136.236 C10 H16 C=CC(=CCC=C(C)C)C 4.2.3.- geranyl-PP = (Z)-β-ocimene + diphosphate monoterpene biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylate biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 6.2.1.- trans-cinnamate + coenzyme A = (E)-cinnamoyl-CoA + H2O salicylate biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
trans-cinnamate β-phenylacrylic acid*3-phenyl-2-propenoic acid*cinnamic acid*cinnamate*trans-cinnamic acid*(E)-cinnamate 148.161 C9 H8 O2 C(C=Cc1(ccccc1))(O)=O LIGAND-CPD:C00423:*PUBCHEM:444539:*CAS:140-10-3 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
9,10-epoxy-18-hydroxystearate 314.464 C18 H34 O4 C(CCCCCCCC1(C(CCCCCCCC(=O)O)O1))O 9,10-epoxy-18-hydroxystearate + H2O = 9,10,18-trihydroxystearate cutin biosynthesis
9,10-epoxy-18-hydroxystearate 314.464 C18 H34 O4 C(CCCCCCCC1(C(CCCCCCCC(=O)O)O1))O 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH]([CH]([CH](O)1)O)CO)(n2(ccc(N)nc2=O)) LIGAND-CPD:C00475:*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH]([CH]([CH](O)1)O)CO)(n2(ccc(N)nc2=O)) LIGAND-CPD:C00475:*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH]([CH]([CH](O)1)O)CO)(n2(ccc(N)nc2=O)) LIGAND-CPD:C00475:*CAS:65-46-3 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH]([CH]([CH](O)1)O)CO)(n2(ccc(N)nc2=O)) LIGAND-CPD:C00475:*CAS:65-46-3 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
cytidine 243.219 C9 H13 N3 O5 [CH]1(O[CH]([CH]([CH](O)1)O)CO)(n2(ccc(N)nc2=O)) LIGAND-CPD:C00475:*CAS:65-46-3 2.7.1.- cytidine + GTP = CMP + GDP salvage pathways of pyrimidine ribonucleotides
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol 444.74 C30 H52 O2 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))(CC4)CO)C))C)C 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol 444.74 C30 H52 O2 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))(CC4)CO)C))C)C 1.14.13.70 24,25-dihydrolanosterol + O2 + NADPH = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
4-(2'-carboxyphenyl)-4-oxobutyryl-CoA 971.716 C32 H44 N7 O20 P3 S1 C(c1(ccccc1C(CCC(=O)SCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC2(OC(C)(C(O)C2OP(O)(O)=O)n3(cnc4(c3ncnc4N))))=O))(=O)O 4.1.3.36 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate phylloquinone biosynthesis
4-(2'-carboxyphenyl)-4-oxobutyryl-CoA 971.716 C32 H44 N7 O20 P3 S1 C(c1(ccccc1C(CCC(=O)SCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC2(OC(C)(C(O)C2OP(O)(O)=O)n3(cnc4(c3ncnc4N))))=O))(=O)O 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
6-deoxoteasterone deoxoteasterone 434.701 C28 H50 O3 CC(C(C(C(C(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)O)C))(C)))C)O)O)C)C 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
D-myo-inositol (3,4)-bisphosphate 1D-myo-inositol (3,4)-bisphosphate*inositol (3,4)-bisphosphate*(2,3,4,5)-tetrahydroxy-6-phosphonooxy-cyclohexoxy)phosphonic acid*Ins(3,4)P2*I(3,4)P2 338.101 C6 H12 O12 P2 C1(C(C(C(C(C1O)O)O)O)OP(=O)(O)[O-])OP(=O)(O)[O-] D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3,4)-bisphosphate 1D-myo-inositol (3,4)-bisphosphate*inositol (3,4)-bisphosphate*(2,3,4,5)-tetrahydroxy-6-phosphonooxy-cyclohexoxy)phosphonic acid*Ins(3,4)P2*I(3,4)P2 338.101 C6 H12 O12 P2 C1(C(C(C(C(C1O)O)O)O)OP(=O)(O)[O-])OP(=O)(O)[O-] D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate biosynthesis
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.27 α-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.27 α-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.4.1.1 starch degradation
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate sucrose degradation III
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate starch biosynthesis
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate starch degradation
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate UDP-glucose conversion
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 5.4.2.2 α-D-glucose 1-phosphate = α-D-glucose 6-phosphate sucrose biosynthesis
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation to ethanol and lactate (anaerobic)
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-glucose conversion
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.12 UDP-D-glucose + α-D-galactose 1-phosphate = α-D-glucose 1-phosphate + UDP-galactose UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
α-D-glucose 1-phosphate glucose 1-phosphate*cori ester*D-glucose 1-phosphate*glucose-1P*α-glucose-1-phosphate*D-glucose-α-1-phosphate*α-D-glucose-1-P*D-glucose-1-phosphate 260.137 C6 H13 O9 P1 C(O)C1(OC(OP(=O)(O)O)C(O)C(O)C(O)1) CAS:59-56-3*LIGAND-CPD:C00103: 2.7.7.24 α-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + diphosphate dTDP-L-rhamnose biosynthesis I
phlorisobutyrophenone 196.202 C10 H12 O4 CC(C(c1(c(cc(cc1O)O)O))=O)C 2.5.1.- phlorisobutyrophenone + dimethylallyl-PP = 4-prenylphlorisobutyrophenone + diphosphate cohumulone biosynthesis
phlorisobutyrophenone 196.202 C10 H12 O4 CC(C(c1(c(cc(cc1O)O)O))=O)C 2.3.1.156 malonyl-CoA + isobutyryl-CoA = phlorisobutyrophenone + CO2 + coenzyme A cohumulone biosynthesis
trehalose α,α-trehalose 342.299 C12 H22 O11 C2(OC1(OC(CO)C(O)C(O)C(O)1))(OC(CO)C(O)C(O)C(O)2) LIGAND-CPD:C01083:*CAS:99-20-7 3.2.1.141 maltooligosyl-trehalose = trehalose trehalose biosynthesis V
trehalose α,α-trehalose 342.299 C12 H22 O11 C2(OC1(OC(CO)C(O)C(O)C(O)1))(OC(CO)C(O)C(O)C(O)2) LIGAND-CPD:C01083:*CAS:99-20-7 3.2.1.28 trehalose + H2O = β-D-glucose trehalose degradation II (high osmolarity)
trehalose α,α-trehalose 342.299 C12 H22 O11 C2(OC1(OC(CO)C(O)C(O)C(O)1))(OC(CO)C(O)C(O)C(O)2) LIGAND-CPD:C01083:*CAS:99-20-7 3.1.3.12 trehalose 6-phosphate + H2O = trehalose trehalose biosynthesis I
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(OC(O)C(O)C(O)C(O)1) CAS:12/03/6556:*LIGAND-CPD:C00191:*CAS:576-37-4 3.2.1.31 H2O = glucuronate β-D-glucuronide degradation
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(OC(O)C(O)C(O)C(O)1) CAS:12/03/6556:*LIGAND-CPD:C00191:*CAS:576-37-4 5.3.1.12 glucuronate = fructuronate β-D-glucuronide degradation
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(OC(O)C(O)C(O)C(O)1) CAS:12/03/6556:*LIGAND-CPD:C00191:*CAS:576-37-4 2.7.1.43 glucuronate + ATP = α-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
glucuronate D-glucuronate*glucuronic acid*D-glucuronic acid 194.141 C6 H10 O7 C(=O)(O)C1(OC(O)C(O)C(O)C(O)1) CAS:12/03/6556:*LIGAND-CPD:C00191:*CAS:576-37-4 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(CCCC(C2(C3(CCC4(C1(CCC(CC1CC=C(C(CC2)3)4)O)C))(C)))C)C CAS:80-99-9*PUBCHEM:65728: 5.3.3.5 zymostenol = lathosterol cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(CCCC(C2(C3(CCC4(C1(CCC(CC1CC=C(C(CC2)3)4)O)C))(C)))C)C CAS:80-99-9*PUBCHEM:65728: 1.3.1.72 5α-cholesta-7,24-dien-3β-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis I
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(CCCC(C2(C3(CCC4(C1(CCC(CC1CC=C(C(CC2)3)4)O)C))(C)))C)C CAS:80-99-9*PUBCHEM:65728: 1.14.21.6 lathosterol + O2 = 7-dehydro-cholesterol + H2O cholesterol biosynthesis I
lathosterol 5α-Cholest-8-en-3β-ol*lathosterol*5α-cholest-7-en-3β-ol*α-cholest-7-en-3β-ol*cholesta-7-enol*Δ7-cholesten-3-β-ol*γ-cholesterol 386.66 C27 H46 O1 CC(CCCC(C2(C3(CCC4(C1(CCC(CC1CC=C(C(CC2)3)4)O)C))(C)))C)C CAS:80-99-9*PUBCHEM:65728: 1.14.21.6 lathosterol + O2 = 7-dehydro-cholesterol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
canavanine L-canavanine*2-amino-4-(guanidinooxy)butyrate*2-amino-4-(guanidinooxy)butyric acid 176.175 C5 H12 N4 O3 C(CC(N)C(=O)O)ONC(=N)N CAS:543-38-4 3.5.3.1 canavanine + H2O = L-canaline + urea canavanine degradation
canavanine L-canavanine*2-amino-4-(guanidinooxy)butyrate*2-amino-4-(guanidinooxy)butyric acid 176.175 C5 H12 N4 O3 C(CC(N)C(=O)O)ONC(=N)N CAS:543-38-4 4.3.2.1 canavaninosuccinate = canavanine + fumarate canavanine biosynthesis
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OP(=O)(O)OCC[N+](C)(C)C PUBCHEM:5313480: 1.14.99.- 18:1-18:1-PC = 18:1-18:2-PC phospholipid desaturation
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OP(=O)(O)OCC[N+](C)(C)C PUBCHEM:5313480: 1.14.99.- 18:1-18:2-PC = 18:2-18:2-PC phospholipid desaturation
18:1-18:2-PC 1-18:1-2-18:2-phosphatidylcholine*1-(9Z-octadecenoyl)-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine 785.115 C44 H83 N1 O8 P1 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OP(=O)(O)OCC[N+](C)(C)C PUBCHEM:5313480: 1.14.99.- 18:1-18:2-PC = 18:1-18:3-PC phospholipid desaturation
NH(4)OH ammonium hydroxide 34.038 H4 N1 O1 [NH3+]O 2-amino-muconate + H2O + NADH = NH(4)OH + α-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
methylmalonate-semialdehyde 2-methyl-3-oxopropanoate*CH3-malonate-S-ald*ch3-malonate-semialdehyde 102.09 C4 H6 O3 C(C(C=O)C)(=O)O CAS:6236-08-4 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
methylmalonate-semialdehyde 2-methyl-3-oxopropanoate*CH3-malonate-S-ald*ch3-malonate-semialdehyde 102.09 C4 H6 O3 C(C(C=O)C)(=O)O CAS:6236-08-4 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
L-erythro-4-hydroxy-glutamate 4-Hydroxy-L-glutamate*erythro-4-hydroxyglutamate*4-Hydroxy-L-glutamic acid 163.13 C5 H9 N1 O5 C(O)(C(CC(O)C(O)=O)N)=O 1.5.1.12 pyrroline-hydroxy-carboxylate + NAD+ + H2O = L-erythro-4-hydroxy-glutamate + NADH 4-hydroxyproline degradation I
L-erythro-4-hydroxy-glutamate 4-Hydroxy-L-glutamate*erythro-4-hydroxyglutamate*4-Hydroxy-L-glutamic acid 163.13 C5 H9 N1 O5 C(O)(C(CC(O)C(O)=O)N)=O 2.6.1.23 α-ketoglutarate + L-erythro-4-hydroxy-glutamate = L-glutamate + D-4-hydroxy-2-keto-glutarate 4-hydroxyproline degradation I
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(CNc2(nc(N)[nH]c(=O)c(N=1)2)) LIGAND-CPD:C04874: 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin tetrahydrofolate biosynthesis I
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(CNc2(nc(N)[nH]c(=O)c(N=1)2)) LIGAND-CPD:C04874: 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin tetrahydrofolate biosynthesis II
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(CNc2(nc(N)[nH]c(=O)c(N=1)2)) LIGAND-CPD:C04874: 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis I
dihydro-neo-pterin 2-amino-4-hydroxy-6-(D-erythro-1,2,3-trihydroxypropyl)-7,8-dihydropteridine*dihydro-neo-pterin*2-amino-4-hydroxy-6-(D-erythro)-trihydroxypropyldihydropteridin 255.233 C9 H13 N5 O4 C(O)C(O)C(O)C1(CNc2(nc(N)[nH]c(=O)c(N=1)2)) LIGAND-CPD:C04874: 4.1.2.25 dihydro-neo-pterin = glycolaldehyde + 6-hydroxymethyl-dihydropterin tetrahydrofolate biosynthesis II
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 1.1.1.35 acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 1.1.1.35 acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ glutaryl-CoA degradation
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 4.2.1.17 3-hydroxybutyryl-CoA = crotonyl-CoA + H2O gallate degradation III (anaerobic)
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 1.1.1.36 acetoacetyl-CoA + NADPH = 3-hydroxybutyryl-CoA + NADP+ ethanol fermentation to acetate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA acetyl CoA fermentation to butyrate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA glutaryl-CoA degradation
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 4.2.1.55 3-hydroxybutyryl-CoA = H2O + crotonyl-CoA ethanol fermentation to acetate
3-hydroxybutyryl-CoA 3-OH-butyryl-CoA*OH-butyryl-CoA*β-hydroxybutyryl-S-CoA*D-3-hydroxybutyryl-CoA*hydroxy-butyryl-CoA*β-hydroxybutyryl-CoA*(R)-3-Hydroxybutanoyl-CoA*(3R)-3-Hydroxybutanoyl-CoA*3-hydroxybutanoyl-CoA 853.624 C25 H42 N7 O18 P3 S1 C1(OC(C(C1O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CC(C)O)=O)=O)O)(C)C)(=O)O)n3(cnc2(c(ncnc23)N)) UM-BBD-CPD:c0030: 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
trans-3'-hydroxycotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)[CH]2(C[CH](O)C(=O)N(C)2)) 1.14.14.1 cotinine + NADPH + O2 = trans-3'-hydroxycotinine + NADP+ + H2O nicotine degradation III
trans-3'-hydroxycotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)[CH]2(C[CH](O)C(=O)N(C)2)) 2.4.1.17 trans-3'-hydroxycotinine + UDP-D-glucuronate = trans-3-hydroxycotinine-glucuronide + UDP nicotine degradation III
hygrine 141.213 C8 H15 N1 O1 C1(N(C(CC1)CC(C)=O)C) N-methyl-Δ1-pyrrolinium cation = hygrine calystegine biosynthesis
hygrine 141.213 C8 H15 N1 O1 C1(N(C(CC1)CC(C)=O)C) calystegine biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)CO)O)OC4(C(C(C(C(O4)CO)O)O)O))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->3)-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2000.555 C108 H180 N2 O27 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)CO)O)OC4(C(C(C(C(O4)CO)O)O)O))O))O)NC(=O)C)))(=O)O)(=O)O)C)C 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
GA29 gibberellin A29*gibberellin A29*GA29 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CC(CC([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))O) 1.14.11.- GA20 + α-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
GA29 gibberellin A29*gibberellin A29*GA29 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CC(CC([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))O) 1.14.11.- GA29 + α-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
2-oxopantoyl lactone 2-dehydropantolactone*2-dehydropantoyl lactone 128.127 C6 H8 O3 C1(C(C(C(O1)=O)=O)(C)C) 1.1.1.168 NADP+ + pantoyl lactone = NADPH + 2-oxopantoyl lactone pantothenate biosynthesis III
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.4.1.99 sucrose + sucrose = 1-kestotriose + β-D-glucose fructan biosynthesis
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.3.1.72 myo-inositol + indole-3-acetyl-β-1-D-glucose = indol-3-yl-acetyl-myo-inositol + β-D-glucose IAA conjugate biosynthesis I
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 3.2.1.21 coumarinic acid-β-D-glucoside + H2O = coumarinate + β-D-glucose coumarin biosynthesis (via 2-coumarate)
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.4.1.10 sucrose + sucrose = 6-kestotriose + β-D-glucose fructan biosynthesis
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.7.1.2 β-D-glucose + ATP = β-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 3.2.1.28 trehalose + H2O = β-D-glucose trehalose degradation II (high osmolarity)
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.4.1.10 1-kestotriose + sucrose = 1,6-kestotetraose + β-D-glucose fructan biosynthesis
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 3.2.1.21 DIMBOA-Glc + H2O = DIMBOA + β-D-glucose DIMBOA-glucoside degradation
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 2.7.1.1 β-D-glucose + ATP = β-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
β-D-glucose beta-glucose*beta-D-glucopyranose*glucose*dextrose*glc*glc-ring*D-glucose-ring*D-glucose*glucoside*β-D-glucopyranose*β-glucose*6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetraol 180.157 C6 H12 O6 C(O)C1(OC(O)C(O)C(O)C(O)1) PUBCHEM:64689:*LIGAND-CPD:C00031:*CAS:50-99-7 3.2.1.21 linamarin + H2O = acetone cyanohydrin + β-D-glucose linamarin degradation
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(CO)O3) trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside trans-zeatin biosynthesis
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(CO)O3) 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(CO)O3) isopentenyl adenosine + H2O = trans-zeatin riboside + H+ trans-zeatin biosynthesis
trans-zeatin riboside ZR*zeatin riboside 351.361 C15 H21 N5 O5 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(CO)O3) trans-zeatin riboside + H2O = trans-zeatin trans-zeatin biosynthesis
2-methylbutanol active amyl alcohol*2-methyl-n-butanol*2-methylbutyl alcohol*sec-butylcarbinol 88.149 C5 H12 O1 CCC(CO)C 1.1.1.1 2-methylbutanal + NADH = 2-methylbutanol + NAD+ isoleucine degradation II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP purine nucleotides de novo biosynthesis I
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine purine degradation
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine ureide biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 3.1.3.5 xanthosine-5-phosphate + H2O = xanthosine salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis I
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
xanthosine-5-phosphate (9-D-ribosylxanthine)-5'-phosphate*XMP*xanthosine-5'-phosphate*xanthosine-5-P*xanthosine-5'-P*9-(5-phospho-β-D-ribosyl)xanthine 364.208 C10 H13 N4 O9 P1 C(OP(=O)(O)O)[CH]3(O[CH](n2(cnc1(c(=O)[nH]c(=O)[nH]c12)))[CH](O)[CH](O)3) CAS:523-98-8:*LIGAND-CPD:C00655: 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis I
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(N=C([O-])[NH]C(C([NH]C(=O)N=1)=O)2O) 3.5.2.17 5-hydroxyisourate + H2O = 5-hydroxy-2-oxo-4-ureido-2,5-dihydro-1H imidazole-5-carboxylate ureide biosynthesis
5-hydroxyisourate 183.103 C5 H3 N4 O4 C12(N=C([O-])[NH]C(C([NH]C(=O)N=1)=O)2O) 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
marmesin (+)-Marmesin 246.262 C14 H14 O4 CC(O)(C)C1(Oc3(c(C1)cc2(c(oc(=O)cc2)c3))) PUBCHEM:334704: demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
marmesin (+)-Marmesin 246.262 C14 H14 O4 CC(O)(C)C1(Oc3(c(C1)cc2(c(oc(=O)cc2)c3))) PUBCHEM:334704: marmesin + NADPH + O2 = psoralen + NADP+ + acetone + H2O linear furanocoumarin biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(=CCCC(=CCCC(CCCC(=CCOP(O)(=O)OP(O)(=O)O)C)C)C)C 1.3.1.- dihydrogeranylgeranyl-PP + NADPH = tetrahydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
dihydrogeranylgeranyl-PP dihydroGGPP*dihydrogeranylgeranyl diphosphate*dihydrogeranylgeranyl pyrophosphate 452.463 C20 H38 O7 P2 CC(=CCCC(=CCCC(CCCC(=CCOP(O)(=O)OP(O)(=O)O)C)C)C)C 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
5,10-methylene-tetrahydromethanopterin N5,N10-methylene-5,6,7,8-tetrahydromethanopterin*5,10-methylene-5,6,7,8-tetrahydromethanopterin*methylene-H4MPT*5,10-methylene-H4MPT*N5,N10-methylenetetrahydromethanopterin 787.693 C31 H44 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(CN(c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) 1.12.98.2 5,10-methenyltetrahydromethanopterin + H2 = 5,10-methylene-tetrahydromethanopterin + H+ methanogenesis from CO2
5,10-methylene-tetrahydromethanopterin N5,N10-methylene-5,6,7,8-tetrahydromethanopterin*5,10-methylene-5,6,7,8-tetrahydromethanopterin*methylene-H4MPT*5,10-methylene-H4MPT*N5,N10-methylenetetrahydromethanopterin 787.693 C31 H44 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(CN(c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) 1.5.99.9 5,10-methylene-tetrahydromethanopterin = 5,10-methenyltetrahydromethanopterin methanogenesis from CO2
5,10-methylene-tetrahydromethanopterin N5,N10-methylene-5,6,7,8-tetrahydromethanopterin*5,10-methylene-5,6,7,8-tetrahydromethanopterin*methylene-H4MPT*5,10-methylene-H4MPT*N5,N10-methylenetetrahydromethanopterin 787.693 C31 H44 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(CN(c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) 1.5.99.11 5-methyl-tetrahydromethanopterin = 5,10-methylene-tetrahydromethanopterin methanogenesis from CO2
serotonin 5-methoxytryptamine*5-HT*hydroxytryptamine*5-hydroxytryptamine 177.225 C10 H13 N2 O1 C1(=C(C2(=C(N1)C=CC(=C2)O))CC[N+]) PUBCHEM:4048638:*LIGAND-CPD:C00780:*CAS:50-67-9 1.14.13.- tryptamine + H+ + O2 = serotonin + H2 hydroxycinnamic acid serotonin amides biosynthesis
serotonin 5-methoxytryptamine*5-HT*hydroxytryptamine*5-hydroxytryptamine 177.225 C10 H13 N2 O1 C1(=C(C2(=C(N1)C=CC(=C2)O))CC[N+]) PUBCHEM:4048638:*LIGAND-CPD:C00780:*CAS:50-67-9 serotonin + (E)-cinnamoyl-CoA = H+ + cinnamoylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
serotonin 5-methoxytryptamine*5-HT*hydroxytryptamine*5-hydroxytryptamine 177.225 C10 H13 N2 O1 C1(=C(C2(=C(N1)C=CC(=C2)O))CC[N+]) PUBCHEM:4048638:*LIGAND-CPD:C00780:*CAS:50-67-9 feruloyl-CoA + serotonin = H+ + feruloylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
serotonin 5-methoxytryptamine*5-HT*hydroxytryptamine*5-hydroxytryptamine 177.225 C10 H13 N2 O1 C1(=C(C2(=C(N1)C=CC(=C2)O))CC[N+]) PUBCHEM:4048638:*LIGAND-CPD:C00780:*CAS:50-67-9 serotonin + caffeoyl-CoA = H+ + caffeoylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
serotonin 5-methoxytryptamine*5-HT*hydroxytryptamine*5-hydroxytryptamine 177.225 C10 H13 N2 O1 C1(=C(C2(=C(N1)C=CC(=C2)O))CC[N+]) PUBCHEM:4048638:*LIGAND-CPD:C00780:*CAS:50-67-9 4-coumaroyl-CoA + serotonin = H+ + p-coumaroylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)COC5(C(C(C(C(O5)CO)O)O)O))O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)O)))O))O)OC8(C(C(C(C(O8)CO)O)O)OC9(C(C(C(C(O9)CO)O)O)OC%10(C(C(C(C(O%10)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2973.407 C144 H240 N2 O57 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)COC5(C(C(C(C(O5)CO)O)O)O))O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)O)))O))O)OC8(C(C(C(C(O8)CO)O)O)OC9(C(C(C(C(O9)CO)O)O)OC%10(C(C(C(C(O%10)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
neurosporene 538.898 C40 H58 CC(=CCCC(=CC=CC(=CC=CC(=CC=CC=C(C=CC=C(CCC=C(CCC=C(C)C)C)C)C)C)C)C)C PUBCHEM:164636: 1.14.99.30 O2 + neurosporene = H2O + trans-lycopene carotenoid biosynthesis
neurosporene 538.898 C40 H58 CC(=CCCC(=CC=CC(=CC=CC(=CC=CC=C(C=CC=C(CCC=C(CCC=C(C)C)C)C)C)C)C)C)C PUBCHEM:164636: 1.14.99.30 ζ-carotene + O2 = neurosporene + H2O carotenoid biosynthesis
sphinganine 1-phosphate Dihydrosphingosine 1-phosphate*Sphinganine 1-phosphate*DHS-1-P 381.491 C18 H40 N1 O5 P1 C(C(N)C(O)CCCCCCCCCCCCCCC)OP(O)(O)=O 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid metabolism
sphinganine 1-phosphate Dihydrosphingosine 1-phosphate*Sphinganine 1-phosphate*DHS-1-P 381.491 C18 H40 N1 O5 P1 C(C(N)C(O)CCCCCCCCCCCCCCC)OP(O)(O)=O 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid metabolism
sphinganine 1-phosphate Dihydrosphingosine 1-phosphate*Sphinganine 1-phosphate*DHS-1-P 381.491 C18 H40 N1 O5 P1 C(C(N)C(O)CCCCCCCCCCCCCCC)OP(O)(O)=O 4.1.2.27 sphinganine 1-phosphate = palmitaldehyde + phosphoryl-ethanolamine sphingolipid metabolism
nicotine isomethonium ion N-methylnicotinium ion 177.269 C11 H17 N2 c1(ccc(c[n+](C)1)[CH]2(CCCN(C)2)) 2.1.1.49 nicotine + S-adenosyl-L-methionine = nicotine isomethonium ion + S-adenosyl-L-homocysteine nicotine degradation II
eriodictyol 288.256 C15 H12 O6 c1(c(cc(c2(c1OC(CC2=O)c3(cc(c(cc3)O)O)))O)O) 1.14.13.- eriodictyol + NADPH + O2 = 3',4',5'-pentahydroxyflavanone + NADP+ + H2O leucodelphinidin biosynthesis
eriodictyol 288.256 C15 H12 O6 c1(c(cc(c2(c1OC(CC2=O)c3(cc(c(cc3)O)O)))O)O) 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
eriodictyol 288.256 C15 H12 O6 c1(c(cc(c2(c1OC(CC2=O)c3(cc(c(cc3)O)O)))O)O) 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucodelphinidin biosynthesis
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(CC1(C(CC=CCC)C(CC1)=O))O 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
(-)-jasmonate (-)-jasmonic acid*jasmonic acid*(3R,7R)-(-)-jasmonate 210.272 C12 H18 O3 C(=O)(CC1(C(CC=CCC)C(CC1)=O))O (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
trans-zeatin-9-N-glucoside 381.388 C16 H23 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(C(C(C(C(O3)CO)O)O)O)))NCC=C(CO)C 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
(22α)-hydroxy-5α-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C(CC(C(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)O)C)C 1.3.99.- (22α)-hydroxy-campest-4-en-3-one + NADPH = (22α)-hydroxy-5α-campestan-3-one + NADP+ brassinosteroid biosynthesis II
(22α)-hydroxy-5α-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C(CC(C(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)O)C)C (22α)-hydroxy-5α-campestan-3-one = 6-deoxocathasterone brassinosteroid biosynthesis II
(22α)-hydroxy-5α-campestan-3-one (22S)-22-hydroxy-5α-campestan-3-one*(22S,24R)-22-hydroxy-5α-ergostan-3-one 416.686 C28 H48 O2 CC(C(CC(C(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)O)C)C 1.14.13.- (5α)-campestan-3-one + O2 + NADPH = (22α)-hydroxy-5α-campestan-3-one + H2O + NADP+ brassinosteroid biosynthesis II
xanthoxin 248.321 C15 H20 O3 CC1(CC(CC2(C1(O2)C=CC(=CC=O)C)(C))=O)C 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
xanthoxin 248.321 C15 H20 O3 CC1(CC(CC2(C1(O2)C=CC(=CC=O)C)(C))=O)C 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 6.3.2.13 UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + meso-diaminopimelate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + ADP peptidoglycan biosynthesis I
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis VI
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis II
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 4.1.1.20 meso-diaminopimelate = CO2 + L-lysine lysine biosynthesis I
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis VI
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis II
meso-diaminopimelate meso-2,6-diaminopimelate*meso-A2pm*meso-diaminoheptanedioate*meso-2,6-diaminoheptanedioate*meso-1-α,ε-diaminopimelate*D,L-diaminopimelate*D,L-DAP*D,L-meso-diaminoheptanedioate*M-DAP 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O LIGAND-CPD:C00680:*CAS:922-54-3 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis I
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(=CC(O)C(O)C(C1)OC(=O)C=CC2(C=CC(O)=CC=2)) 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
4-coumaroylshikimate trans-5-O-(4-Coumaroyl)shikimate*trans-(p-coumaroyl)-shikimate 320.298 C16 H16 O7 C(=O)(O)C1(=CC(O)C(O)C(C1)OC(=O)C=CC2(C=CC(O)=CC=2)) 2.3.1.133 4-coumaroyl-CoA + shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
delphinidin 3-O-glucosyl-5-O-caffeoylglucoside 789.676 C36 H37 O20 C1(OC(C(C(C1O)O)O)COC(C=Cc2(cc(c(cc2)O)O))=O)Oc3(cc(cc4(O=C(C(=Cc34)OC5(C(C(C(C(O5)CO)O)O)O))c6(cc(c(c(c6)O)O)O)))O) 2.3.1.153 delphinidin-3,5-diglucoside + caffeoyl-CoA = delphinidin 3-O-glucosyl-5-O-caffeoylglucoside + coenzyme A gentiodelphin biosynthesis
delphinidin 3-O-glucosyl-5-O-caffeoylglucoside 789.676 C36 H37 O20 C1(OC(C(C(C1O)O)O)COC(C=Cc2(cc(c(cc2)O)O))=O)Oc3(cc(cc4(O=C(C(=Cc34)OC5(C(C(C(C(O5)CO)O)O)O))c6(cc(c(c(c6)O)O)O)))O) 2.4.1.- delphinidin 3-O-glucosyl-5-O-caffeoylglucoside + UDP-D-glucose = delphinidin 3-O-glucosyl-5-O-caffeoylglucoside-3'-O-glucoside + UDP gentiodelphin biosynthesis
cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C2(CCC3(C4(CC=C1(CC(O)CCC(C)1C(CCC(C)23)4)))) CAS:57-88-5 1.3.1.72 desmosterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis III (via desmosterol)
cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C2(CCC3(C4(CC=C1(CC(O)CCC(C)1C(CCC(C)23)4)))) CAS:57-88-5 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis I
cholesterol 386.66 C27 H46 O1 CC(C)CCCC(C)C2(CCC3(C4(CC=C1(CC(O)CCC(C)1C(CCC(C)23)4)))) CAS:57-88-5 1.3.1.21 7-dehydro-cholesterol + NADPH = cholesterol + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
7,2'-dihydroxy-4'-methoxy-isoflavanol DMI 288.299 C16 H16 O5 C2(Oc1(cc(ccc1[CH]([CH]2c3(ccc(cc3O)OC))O)O)) 7,2'-dihydroxy-4'-methoxy-isoflavanol = (-)-medicarpin + H2O medicarpin biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol DMI 288.299 C16 H16 O5 C2(Oc1(cc(ccc1[CH]([CH]2c3(ccc(cc3O)OC))O)O)) 1.1.1.246 (-)-vestitone + NADPH + H+ = 7,2'-dihydroxy-4'-methoxy-isoflavanol + NADP+ medicarpin biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol DMI 288.299 C16 H16 O5 C2(Oc1(cc(ccc1[CH]([CH]2c3(ccc(cc3O)OC))O)O)) 7,2'-dihydroxy-4'-methoxy-isoflavanol = 7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-1 medicarpin biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol DMI 288.299 C16 H16 O5 C2(Oc1(cc(ccc1[CH]([CH]2c3(ccc(cc3O)OC))O)O)) 7,2'-dihydroxy-4'-methoxy-isoflavanol = 7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 1 medicarpin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = phaseoluteone + diphosphate wighteone and luteone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = 2,3-dehydrokievitone + diphosphate kievitone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 genistein + dimethylallyl-PP = wighteone + diphosphate wighteone and luteone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.8 dimethylallyl-PP = diphosphate cis-zeatin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.27 dimethylallyl-PP + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- umbelliferone + dimethylallyl-PP = demethylsuberosin + diphosphate linear furanocoumarin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- 4-prenylphlorisovalerophenone + dimethylallyl-PP = diprenylphlorisovalerophenone + diphosphate humulone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- 4-prenylphlorisobutyrophenone + dimethylallyl-PP = diprenylphlorisobutyrophenone + diphosphate cohumulone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- dimethylallyl-PP + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- phlorisobutyrophenone + dimethylallyl-PP = 4-prenylphlorisobutyrophenone + diphosphate cohumulone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 1.17.1.2 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H+ = dimethylallyl-PP + H2O methylerythritol phosphate pathway
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 2'-hydroxygenistein + dimethylallyl-PP = luteone + diphosphate wighteone and luteone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- phlorisovalerophenone + dimethylallyl-PP = 4-prenylphlorisovalerophenone + diphosphate humulone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 genistein + dimethylallyl-PP = isowighteone + diphosphate wighteone and luteone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP polyisoprenoid biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP geranyldiphosphate biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: dalbergioidin + dimethylallyl-PP = kievitone + diphosphate kievitone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.1 genistein + dimethylallyl-PP = lupiwighteone + diphosphate wighteone and luteone biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 2.5.1.- dimethylallyl-PP + ADP = isopentenyladenosine-5'-diphosphate + diphosphate trans-zeatin biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 5.3.3.2 Δ3-isopentenyl-PP = dimethylallyl-PP mevalonate pathway
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 5.3.3.2 Δ3-isopentenyl-PP = dimethylallyl-PP polyisoprenoid biosynthesis
dimethylallyl-PP delta2-isopentenyl-diphosphate*delta-prenyl diphosphate*prenyl-diphosphate*δ-prenyl diphosphate*δ2-isopentenyl-diphosphate*2-isopentenyl diphosphate*prenyl diphosphate*DMAPP*DPP*dimethylallyl-diphosphate*di-CH3-allyl-PPi*dimethylallyl-PP*dimethylallyl-PPi*DMPP 246.093 C5 H12 O7 P2 C(OP(OP(O)(O)=O)(O)=O)C=C(C)C LIGAND-CPD:C02742:*CAS:358-71-4:*CAS:358-72-5*LIGAND-CPD:C00235:*CAS:358-71-4: 5.3.3.2 Δ3-isopentenyl-PP = dimethylallyl-PP methylerythritol phosphate pathway
cinnamoylserotonin cinnamic acid serotonin amide 306.363 C19 H18 N2 O2 C2(NC3(C=CC(O)=CC(C(CCNC(C=CC1(=CC=CC=C1))=O)=2)=3)) PUBCHEM:9995324: serotonin + (E)-cinnamoyl-CoA = H+ + cinnamoylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
24-methylenecycloartenol 24(28)-methylenecycloartenol 440.751 C31 H52 O1 CC(C(CCC(C2(C3(CCC45(C1(CCC(C([CH]1CCC(C(C)(CC2)3)4)(C)C)O)C5))(C)))C)=C)C 2.1.1.- 24-methylenecycloartenol = cycloeucalenol sterol biosynthesis
24-methylenecycloartenol 24(28)-methylenecycloartenol 440.751 C31 H52 O1 CC(C(CCC(C2(C3(CCC45(C1(CCC(C([CH]1CCC(C(C)(CC2)3)4)(C)C)O)C5))(C)))C)=C)C 2.1.1.41 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + 24-methylenecycloartenol sterol biosynthesis
galactopinitol B O-α-D-galactopyranosyl-(1->2)-3-O-methyl-chiro-inositol 356.326 C13 H24 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2OC)O)O)O)O) 2.4.1.- D-pinitol + galactinol = galactopinitol B + myo-inositol galactosylcyclitol biosynthesis
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + β-alanine β-alanine biosynthesis III
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 1.2.1.3 3-aminopropionaldehyde + H2O = β-alanine β-alanine biosynthesis I
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 6.3.2.1 pantoyl lactone + β-alanine = pantothenate pantothenate biosynthesis III
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis I
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 2.6.1.18 malonate semialdehyde + L-alanine = β-alanine + pyruvate β-alanine biosynthesis II
β-alanine β-alanine*3-aminopropanoate 89.094 C3 H7 N1 O2 C(O)(CCN)=O LIGAND-CPD:C00099:*CAS:107-95-9 2.1.1.49 β-alanine + S-adenosyl-L-methionine = N-methyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
(+)-menthofuran menthofuran 150.22 C10 H14 O1 CC1(CCc2(c(C1)occ2C)) (+)-pulegone + NADPH + O2 = (+)-menthofuran + NADP+ + H2O menthol biosynthesis
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC2(C(CCC3(C=O)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA36 + O2 + α-ketoglutarate = GA4 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC2(C(CCC3(C=O)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA37 + α-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
GA36 gibberellin A36*gibberellin A36*GA36 362.422 C20 H26 O6 CC2(C(CCC3(C=O)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA24 + α-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
quinate L-quinate*quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH]([CH](O)[CH](O)[CH2]1)O)O LIGAND-CPD:C00296:*CAS:77-95-2 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
quinate L-quinate*quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH]([CH](O)[CH](O)[CH2]1)O)O LIGAND-CPD:C00296:*CAS:77-95-2 1.1.99.25 quinate + pyrroloquinoline quinone = 3-dehydroquinate + reduced pyrroloquinoline-quinone quinate degradation
quinate L-quinate*quinic acid 192.168 C7 H12 O6 C(=O)(O)C1([CH2][CH]([CH](O)[CH](O)[CH2]1)O)O LIGAND-CPD:C00296:*CAS:77-95-2 2.3.1.133 4-coumaroyl-CoA + quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(CC(=O)NC(N1)=O) CAS:504-07-4 1.3.1.2 NADP+ + dihydrouracil = NADPH + uracil β-alanine biosynthesis III
dihydrouracil 5,6-dihydrouracil*DI-H-uracil*4,5-dihydrouracil 114.104 C4 H6 N2 O2 C1(CC(=O)NC(N1)=O) CAS:504-07-4 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate β-alanine biosynthesis III
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(O)=O 1.1.1.- 18-hydroxyoleate + NADP+ = 18-oxooleate + NADPH suberin biosynthesis
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(O)=O 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O cutin biosynthesis
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(O)=O 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O suberin biosynthesis
18-hydroxyoleate 18-hydroxyoctadec-9-enoic acid 298.465 C18 H34 O3 C(O)CCCCCCCC=CCCCCCCCC(O)=O 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
4-guanidinobutyrate γ-guanidinobutyrate*4-guanidinobutanoate 145.161 C5 H11 N3 O2 C(NC(=N)N)CCC(O)=O 3.5.1.4 4-guanidinobutyramide + H2O = ammonia + 4-guanidinobutyrate arginine degradation X (arginine monooxygenase pathway)
4-guanidinobutyrate γ-guanidinobutyrate*4-guanidinobutanoate 145.161 C5 H11 N3 O2 C(NC(=N)N)CCC(O)=O 3.5.3.7 H2O + 4-guanidinobutyrate = urea + 4-aminobutyrate arginine degradation X (arginine monooxygenase pathway)
dihydrozeatin-O-glucoside 383.403 C16 H25 N5 O6 c1(c2(c(ncn1)NC=N2))NCCC(COC3(C(C(C(C(O3)CO)O)O)O))C 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.3.1.70 4,4-dimethyl-5-α-cholesta-8,14,24-trien-3-β-ol + NADPH = 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + NADP+ cholesterol biosynthesis I
4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.3.1.70 4,4-dimethyl-5-α-cholesta-8,14,24-trien-3-β-ol + NADPH = 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + NADP+ cholesterol biosynthesis III (via desmosterol)
4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol 4,4-dimethyl-8,24-cholestadienol*4,4-dimethylzymosterol*14-demethyllanosterol*17-(1,5-dimethylhex-4-enyl)-4,4,10,13-tetramethyl-2,3,4,5,6,7, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a] phenanthren-3-ol*4,4-dimethyl-5α-cholesta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 3.6.1.23 H2O + dUTP = diphosphate + dUMP de novo biosynthesis of pyrimidine deoxyribonucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
dUMP U*deoxyurdine-phosphate*2'-deoxyuridine-5-monophosphate*deoxyuridine-phosphate*2'-deoxyuridine-5'-phosphate*2'-deoxyuridylic acid*2'-deoxy-5'-uridylic acid 308.184 C9 H13 N2 O8 P1 c1(cc(=O)[nH]c(=O)n1C2(CC(O)C(COP(=O)(O)O)O2)) LIGAND-CPD:C00365:*CAS:964-26-1 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
phytosphingosine-1-P 2.7.1.91 4-hydroxysphinganine + ATP = phytosphingosine-1-P + ADP sphingolipid metabolism
phytosphingosine-1-P 2.7.1.91 phytosphingosine-1-P + ADP = ATP + 4-hydroxysphinganine sphingolipid metabolism
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]2(n1(c(N)c(C(=O)NC(CC(=O)O)C(=O)O)nc1))([CH](O)[CH]([CH](COP(O)(=O)O)O2)O) LIGAND-CPD:C04823: 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]2(n1(c(N)c(C(=O)NC(CC(=O)O)C(=O)O)nc1))([CH](O)[CH]([CH](COP(O)(=O)O)O2)O) LIGAND-CPD:C04823: 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]2(n1(c(N)c(C(=O)NC(CC(=O)O)C(=O)O)nc1))([CH](O)[CH]([CH](COP(O)(=O)O)O2)O) LIGAND-CPD:C04823: 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis II
5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole (S)-2-[5-Amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamido]succinate*1-(5-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*5'-P-ribosyl-4-(N-succinocarboxamide)-5-aminoimidazole*5'-p-Ribosyl-4-(N-succinocarboxamide)-5-amino imidazole*1-(5'-phosphoribosyl)-4-(N-succino-carboxamide)-5-aminoimidazole*SAICAR 454.286 C13 H19 N4 O12 P1 [CH]2(n1(c(N)c(C(=O)NC(CC(=O)O)C(=O)O)nc1))([CH](O)[CH]([CH](COP(O)(=O)O)O2)O) LIGAND-CPD:C04823: 4.3.2.2 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole = fumarate + AICAR purine nucleotides de novo biosynthesis I
indole-3-acetyl-ala indole-3-acetyl-alanine 246.265 C13 H14 N2 O3 C(O)(=O)C(C)NC(Cc2(c1(ccccc1[nH]c2)))=O indole-3-acetate + L-alanine = indole-3-acetyl-ala + H2O IAA conjugate biosynthesis II
indole-3-acetyl-ala indole-3-acetyl-alanine 246.265 C13 H14 N2 O3 C(O)(=O)C(C)NC(Cc2(c1(ccccc1[nH]c2)))=O 3.5.1.- indole-3-acetyl-ala + H2O = indole-3-acetate + L-alanine IAA biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.6.1.1 L-aspartate + α-ketoglutarate = L-glutamate + oxaloacetate glutamine degradation III
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.6.1.1 L-aspartate + α-ketoglutarate = L-glutamate + oxaloacetate asparagine degradation I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.6.1.1 L-aspartate + α-ketoglutarate = L-glutamate + oxaloacetate aspartate biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.6.1.1 L-aspartate + α-ketoglutarate = L-glutamate + oxaloacetate aspartate degradation II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.6.1.1 L-aspartate + α-ketoglutarate = L-glutamate + oxaloacetate asparagine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 4.3.1.1 L-aspartate = ammonia + fumarate glutamine degradation III
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.1.1.12 L-aspartate + ATP = diphosphate + AMP tRNA charging pathway
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.1.3.2 L-aspartate + carbamoyl-phosphate = N-carbamoyl-L-aspartate de novo biosynthesis of pyrimidine ribonucleotides
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 O-ureidohomoserine + L-aspartate + ATP = canavaninosuccinate + AMP + diphosphate canavanine biosynthesis
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 indole-3-acetate + L-aspartate = indole-3-acetyl-asp + H2O IAA conjugate biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP urea cycle
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP citrulline-nitric oxide cycle
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis IV
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP salvage pathways of purine nucleosides
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP purine nucleotides de novo biosynthesis II
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP purine nucleotides de novo biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis III
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
L-aspartate L-aspartic acid*aspartic acid*D*aspartate*asp 133.104 C4 H7 N1 O4 C(=O)(O)C(N)CC(=O)O LIGAND-CPD:C00049:*CAS:56-84-8 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + diphosphate + AMP asparagine biosynthesis III
arachidonate 5,8,11,14-icosatetraenoate*arachidonic acid*arachidonate 304.472 C20 H32 O2 C(O)(=O)CCCC=CCC=CCC=CCC=CCCCCC CAS:506-32-1 3.5.1.4 anandamide + H2O = arachidonate + ethanolamine anandamide degradation
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(Nc1(c(N)c(=O)[nH]c(=O)[nH]1))C(O)C(O)C(O)COP(=O)(O)O LIGAND-CPD:C04454: 1.1.1.193 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ = 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ flavin biosynthesis
5-amino-6-(5'-phosphoribitylamino)uracil 5-amino-6-(5'-phosphoribitylamino)uracil*5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione 5'-phosphate 356.228 C9 H17 N4 O9 P1 C(Nc1(c(N)c(=O)[nH]c(=O)[nH]1))C(O)C(O)C(O)COP(=O)(O)O LIGAND-CPD:C04454: 5-amino-6-(5'-phosphoribitylamino)uracil + H2O = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione flavin biosynthesis
24-epi-campesterol 400.687 C28 H48 O1 CC(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))C))C)C(C)C 1.3.-.- 24-methyldesmosterol = 24-epi-campesterol sterol biosynthesis
24-epi-campesterol 400.687 C28 H48 O1 CC(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))C))C)C(C)C 1.3.1.- 24-epi-campesterol + NADP+ = brassicasterol + NADPH sterol biosynthesis
D-myo-inositol (3,4,5,6)-tetrakisphosphate Ins(3,4,5,6)P4*Inositol 3,4,5,6-tetrakisphosphate*1D-myo-inositol 3,4,5,6-tetrakisphosphate*I(3,4,5,6)P4 500.077 C6 H16 O18 P4 C1(C(C(C(C(C1O)OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)O 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate biosynthesis
D-myo-inositol (3,4,5,6)-tetrakisphosphate Ins(3,4,5,6)P4*Inositol 3,4,5,6-tetrakisphosphate*1D-myo-inositol 3,4,5,6-tetrakisphosphate*I(3,4,5,6)P4 500.077 C6 H16 O18 P4 C1(C(C(C(C(C1O)OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)OP(O)(O)=O)O D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate biosynthesis
phenylacetaldehyde 120.151 C8 H8 O1 C(Cc1(ccccc1))=O CAS:122-78-1:*LIGAND-CPD:C00601: 1.1.1.1 phenylacetaldehyde + NADH = 2-phenylethanol + NAD+ phenylalanine degradation III
phenylacetaldehyde 120.151 C8 H8 O1 C(Cc1(ccccc1))=O CAS:122-78-1:*LIGAND-CPD:C00601: 4.1.1.43 phenylpyruvate = CO2 + phenylacetaldehyde phenylalanine degradation III
(2S)-pinocembrin 256.257 C15 H12 O4 c1(c(cc(c2(c1OC(CC2=O)c3(ccccc3)))O)O) (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-L-homocysteine pinobanksin biosynthesis
(2S)-pinocembrin 256.257 C15 H12 O4 c1(c(cc(c2(c1OC(CC2=O)c3(ccccc3)))O)O) 5.5.1.6 pinocembrin chalcone = (2S)-pinocembrin pinobanksin biosynthesis
(2S)-pinocembrin 256.257 C15 H12 O4 c1(c(cc(c2(c1OC(CC2=O)c3(ccccc3)))O)O) 1.14.11.9 (2S)-pinocembrin + O2 + α-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(cc1)N) CAS:150-13-0:*LIGAND-CPD:C00568: p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-β-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis II
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(cc1)N) CAS:150-13-0:*LIGAND-CPD:C00568: 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis I
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(cc1)N) CAS:150-13-0:*LIGAND-CPD:C00568: 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis II
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(cc1)N) CAS:150-13-0:*LIGAND-CPD:C00568: 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis I
p-aminobenzoate para-aminobenzoic acid*p-aminobenzoic acid*para-aminobenzoate*4-aminobenzoate*4-aminobenzoic acid 137.138 C7 H7 N1 O2 C(=O)(O)c1(ccc(cc1)N) CAS:150-13-0:*LIGAND-CPD:C00568: 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis II
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(CCC2(CO)(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis I
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(CCC2(CO)(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis III (via desmosterol)
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(CCC2(CO)(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis I
4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol 442.724 C30 H50 O2 CC(C)=CCCC(C)C1(CCC2(CO)(C3(CCC4(C(C)(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis III (via desmosterol)
(E)-α-bisabolene trans-α-bisabolene 204.355 C15 H24 CC1(=CCC(CC1)C(=CCC=C(C)C)C) 4.2.3.- trans, trans-farnesyl diphosphate = (E)-α-bisabolene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans-zeatin-7-N-glucoside 381.388 C16 H23 N5 O6 c1(c2(c(ncn1)N=CN2C3(C(C(C(C(O3)CO)O)O)O)))NCC=C(C)CO 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
cycloeucalenol 426.724 C30 H50 O1 CC(C(CCC(C2(C3(CCC45(C1(CCC(C([CH]1CCC(C(C)(CC2)3)4)C)O)C5))(C)))C)=C)C LIGAND-CPD:C02141:*CAS:469-39-6 2.1.1.- 24-methylenecycloartenol = cycloeucalenol sterol biosynthesis
cycloeucalenol 426.724 C30 H50 O1 CC(C(CCC(C2(C3(CCC45(C1(CCC(C([CH]1CCC(C(C)(CC2)3)4)C)O)C5))(C)))C)=C)C LIGAND-CPD:C02141:*CAS:469-39-6 5.5.1.9 cycloeucalenol = obtusifoliol sterol biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O 5.5.1.13 geranylgeranyl diphosphate = ent-copalyl diphosphate ent-kaurene biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O 2.5.1.29 Δ3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O 2.5.1.32 geranylgeranyl diphosphate = prephytoene diphosphate + diphosphate carotenoid biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O geranylgeranyl diphosphate = syn-copalyl diphosphate momilactone biosynthesis
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O 2.5.1.- chlorophyllide a + geranylgeranyl diphosphate = geranylgeranyl-chlorophyll a + diphosphate chlorophyll a biosynthesis II
geranylgeranyl diphosphate all-trans-geranyl-geranyl-pp*geranylgeranyl-PP*GGPP 450.448 C20 H36 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O 1.3.1.- geranylgeranyl diphosphate + NADPH = dihydrogeranylgeranyl-PP + NADP+ phytyl-PP biosynthesis
dipicolinate dipicolinic acid*DPA 167.121 C7 H5 N1 O4 C(=O)(O)c1(cccc(n1)C(=O)O) L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
methanol MetOH*carbinol*MeOH*methyl alcohol*wood alcohol 32.042 C1 H4 O1 CO CAS:67-56-1 3.1.1.11 H2O = methanol homogalacturonan degradation
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(NCCCCNCCCN)CCN CAS:71-44-3 2.5.1.22 spermidine + S-adenosyl-L-methioninamine = spermine + 5'-methylthioadenosine spermine biosynthesis
spermine gerontine*musculamine*neuridine*diaminopropyl-tetramethylenediamine 202.342 C10 H26 N4 C(NCCCCNCCCN)CCN CAS:71-44-3 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 β-alanine biosynthesis I
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(=O)O PUBCHEM:543432: 12-oxo-cis-9-dodecenoate = 12-oxo-trans-10-dodecenoate 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(=O)O PUBCHEM:543432: 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
12-oxo-cis-9-dodecenoate 12-oxo-c-9-dodecenoate 212.288 C12 H20 O3 C(=O)CC=CCCCCCCCC(=O)O PUBCHEM:543432: 13-HPOD = 12-oxo-cis-9-dodecenoate + hexanal 13-LOX and 13-HPL pathway
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*β-1,4-D-mannosylchitobiosyldiphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)CO)O)O)O))O)NC(=O)C)))(=O)O)(=O)O)C)C 2.4.1.132 mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)2-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol α-D-mannosylchitobiosyldiphosphodolichol*{β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*β-1,4-D-mannosylchitobiosyldiphosphodolichol 1838.413 C102 H170 N2 O22 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)CO)O)O)O))O)NC(=O)C)))(=O)O)(=O)O)C)C 2.4.1.142 (N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = mannosyl-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 1.3.99.2 butyryl-CoA = crotonyl-CoA gallate degradation III (anaerobic)
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 2.3.1.19 butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
butyryl-CoA butanoyl-CoA*butyryl-coenzyme A 837.625 C25 H42 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CCC)=O)O)=O)O1)OP(=O)(O)O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00136:*LIGAND-CPD:c00136:*UM-BBD-CPD:c0023:*CAS:2140-48-9 1.3.99.2 butyryl-CoA = crotonyl-CoA acetyl CoA fermentation to butyrate
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(C1([CH2][CH]([CH](O)[CH](O)[CH]=1)O))O LIGAND-CPD:C00493:*CAS:138-59-0 1.1.1.25 NADP+ + shikimate = NADPH + 3-dehydro-shikimate chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(C1([CH2][CH]([CH](O)[CH](O)[CH]=1)O))O LIGAND-CPD:C00493:*CAS:138-59-0 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(C1([CH2][CH]([CH](O)[CH](O)[CH]=1)O))O LIGAND-CPD:C00493:*CAS:138-59-0 2.3.1.133 4-coumaroyl-CoA + shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
shikimate shikimic acid 174.153 C7 H10 O5 C(=O)(C1([CH2][CH]([CH](O)[CH](O)[CH]=1)O))O LIGAND-CPD:C00493:*CAS:138-59-0 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
4-prenylphlorisobutyrophenone compound co-X*PPIBP 264.321 C15 H20 O4 CC(=CCc1(c(cc(c(c1O)C(C(C)C)=O)O)O))C 2.5.1.- phlorisobutyrophenone + dimethylallyl-PP = 4-prenylphlorisobutyrophenone + diphosphate cohumulone biosynthesis
4-prenylphlorisobutyrophenone compound co-X*PPIBP 264.321 C15 H20 O4 CC(=CCc1(c(cc(c(c1O)C(C(C)C)=O)O)O))C 2.5.1.- 4-prenylphlorisobutyrophenone + dimethylallyl-PP = diprenylphlorisobutyrophenone + diphosphate cohumulone biosynthesis
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC1(=C(C3(N7(=C1C=c2(n5(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(=C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))C) 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + H2O chlorophyllide a biosynthesis
divinyl protochlorophyllide a divinylprotochlorophyllide*divinyl protochlrophyllide a 610.951 C35 H30 N4 O5 MG1 C=CC1(=C(C3(N7(=C1C=c2(n5(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(=C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))C) 1.3.1.75 divinyl protochlorophyllide a + NADPH + H+ + H+ = monovinyl protochlorophyllide a + NADP+ chlorophyllide a biosynthesis
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(C=CC(=O)CC(CC(=O)O)=O)O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate tyrosine degradation I
4-fumaryl-acetoacetate 200.148 C8 H8 O6 C(=O)(C=CC(=O)CC(CC(=O)O)=O)O 3.7.1.2 H2O + 4-fumaryl-acetoacetate = fumarate + acetoacetate tyrosine degradation I
pyridoxal 167.164 C8 H9 N1 O3 C(c1(c(c(ncc1CO)C)O))=O LIGAND-CPD:C00250:*CAS:66-72-8 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
pyridoxal 167.164 C8 H9 N1 O3 C(c1(c(c(ncc1CO)C)O))=O LIGAND-CPD:C00250:*CAS:66-72-8 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
pyridoxal 167.164 C8 H9 N1 O3 C(c1(c(c(ncc1CO)C)O))=O LIGAND-CPD:C00250:*CAS:66-72-8 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(CCCN)C(=O)O LIGAND-CPD:C00437:*CAS:2185-16-2 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(CCCN)C(=O)O LIGAND-CPD:C00437:*CAS:2185-16-2 2.6.1.11 N-acetyl-L-ornithine + α-ketoglutarate = L-glutamate + N-acetyl-L-glutamate 5-semialdehyde ornithine biosynthesis
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(CCCN)C(=O)O LIGAND-CPD:C00437:*CAS:2185-16-2 2.6.1.11 N-acetyl-L-ornithine + α-ketoglutarate = L-glutamate + N-acetyl-L-glutamate 5-semialdehyde arginine biosynthesis II (acetyl cycle)
N-acetyl-L-ornithine N2-acetyl-ornithine*N-α-acetylornithine*N-acetylornithine*acetylornithine*N2-acetyl-L-ornithine 174.199 C7 H14 N2 O3 CC(=O)NC(CCCN)C(=O)O LIGAND-CPD:C00437:*CAS:2185-16-2 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
4-guanidinobutyramide 4-guanidinobutanamide*4-guanidobutanamide*4-guanido-butyramide*γ-guanidinobutyramide 144.176 C5 H12 N4 O1 C(NC(N)=N)CCC(=O)N 3.5.1.4 4-guanidinobutyramide + H2O = ammonia + 4-guanidinobutyrate arginine degradation X (arginine monooxygenase pathway)
4-guanidinobutyramide 4-guanidinobutanamide*4-guanidobutanamide*4-guanido-butyramide*γ-guanidinobutyramide 144.176 C5 H12 N4 O1 C(NC(N)=N)CCC(=O)N 1.13.12.1 O2 + L-arginine = 4-guanidinobutyramide + H2O + CO2 arginine degradation X (arginine monooxygenase pathway)
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1([nH]cnc1CC(COP(O)(=O)O)=O) LIGAND-CPD:C01267:*CAS:99979-59-6 2.6.1.9 imidazole acetol-phosphate + L-glutamate = L-histidinol-phosphate + α-ketoglutarate histidine biosynthesis I
imidazole acetol-phosphate imidazole acetol-P*3-(imidazol-4-yl)-2-oxopropyl phosphate 220.121 C6 H9 N2 O5 P1 c1([nH]cnc1CC(COP(O)(=O)O)=O) LIGAND-CPD:C01267:*CAS:99979-59-6 4.2.1.19 D-erythro-imidazole-glycerol-phosphate = imidazole acetol-phosphate + H2O histidine biosynthesis I
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)C(O)C(CO)OC(OP(=O)(O)O)1) LIGAND-CPD:C04256: 5.4.2.3 N-acetyl-glucosamine-1-phosphate = N-acetyl-D-glucosamine-6-phosphate UDP-N-acetylgalactosamine biosynthesis
N-acetyl-glucosamine-1-phosphate N-acetyl-D-glucosamine 1-phosphate*N-acetyl-α-D-glucosamine 1-phosphate 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)C(O)C(CO)OC(OP(=O)(O)O)1) LIGAND-CPD:C04256: 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + diphosphate UDP-N-acetylgalactosamine biosynthesis
indole-3-glyoxal 3-indoleglyoxal 173.171 C10 H7 N1 O2 C(=O)C(=O)c1(c[nH]c2(ccccc12)) 1.2.1.5 indole-3-glyoxal + H2O + an oxidized acceptor = indole-3-glyoxylate tryptophan degradation V (side chain pathway)
indole-3-glyoxal 3-indoleglyoxal 173.171 C10 H7 N1 O2 C(=O)C(=O)c1(c[nH]c2(ccccc12)) indole-3-glycol aldehyde = indole-3-glyoxal tryptophan degradation V (side chain pathway)
indole-3-glyoxal 3-indoleglyoxal 173.171 C10 H7 N1 O2 C(=O)C(=O)c1(c[nH]c2(ccccc12)) 1.1.99.8 indole-3-glyoxal + NADH + H+ = indole-3-ketol + NAD+ tryptophan degradation V (side chain pathway)
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 α-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP reductive TCA cycle I
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP TCA cycle
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 2.3.1.109 L-arginine + succinyl-CoA = N2-succinyl-L-arginine + coenzyme A arginine degradation II
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 2.3.1.61 succinyl-CoA = coenzyme A 2-keto glutarate dehydrogenase complex
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 2.3.1.46 homoserine + succinyl-CoA = O-succinyl-L-homoserine + coenzyme A methionine biosynthesis I
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 1.2.7.3 α-ketoglutarate + coenzyme A = succinyl-CoA + CO2 reductive TCA cycle I
succinyl-CoA suc-coa*succ-coenzyme-A*succ-S-coenzyme-A*succinyl-S-coenzyme-A*succ-S-CoA*succinylcoenzyme-A*succ-CoA*suc-co-A*succinyl-S-CoA 867.608 C25 H40 N7 O19 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(O)OP(OCC(C)(C)C(C(NCCC(=O)NCCSC(CCC(=O)O)=O)=O)O)(=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) LIGAND-CPD:C00091:*CAS:604-98-8 2.3.1.117 H2O + tetrahydrodipicolinate + succinyl-CoA = N-succinyl-2-amino-6-ketopimelate + coenzyme A lysine biosynthesis I
ferulate ferulate*ferulic acid*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-hydroxy-3-methoxycinnamic acid*3-methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(C=Cc1(cc(c(cc1)O)OC))(O)=O CAS:1135-24-6*LIGAND-CPD:C01494: 2.1.1.68 S-adenosyl-L-methionine = ferulate + S-adenosyl-L-homocysteine suberin biosynthesis
ferulate ferulate*ferulic acid*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-hydroxy-3-methoxycinnamic acid*3-methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(C=Cc1(cc(c(cc1)O)OC))(O)=O CAS:1135-24-6*LIGAND-CPD:C01494: 2.1.1.68 S-adenosyl-L-methionine = ferulate + S-adenosyl-L-homocysteine free phenylpropanoid acid biosynthesis
ferulate ferulate*ferulic acid*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-hydroxy-3-methoxycinnamic acid*3-methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(C=Cc1(cc(c(cc1)O)OC))(O)=O CAS:1135-24-6*LIGAND-CPD:C01494: ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ free phenylpropanoid acid biosynthesis
ferulate ferulate*ferulic acid*3-methoxy-4-hydroxycinnamic acid*caffeic acid 3-methyl ether*4-hydroxy-3-methoxycinnamic acid*3-methoxy-4-hydroxy-trans-cinnamate 194.187 C10 H10 O4 C(C=Cc1(cc(c(cc1)O)OC))(O)=O CAS:1135-24-6*LIGAND-CPD:C01494: 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + diphosphate suberin biosynthesis
crocetin 328.407 C20 H24 O4 CC(=CC=CC(C)=CC=CC=C(C)C=CC=C(C)C(=O)O)C(=O)O 1.2.99.3 crocetin dialdehyde + H2O = crocetin crocetin biosynthesis
hydroxy-β-cyclocitral 168.235 C10 H16 O2 CC1(C)(C(C=O)=C(C)CC(O)C1) 1.14.99.- zeaxanthin + O2 = crocetin dialdehyde + hydroxy-β-cyclocitral crocetin biosynthesis
hydroxy-β-cyclocitral 168.235 C10 H16 O2 CC1(C)(C(C=O)=C(C)CC(O)C1) 2.4.1.- hydroxy-β-cyclocitral + UDP-D-glucose = picrocrocin + UDP crocetin biosynthesis
5-ketogluconate 5-k-gluconate*5-keto-D-gluconate*5-dehydro-D-gluconate*5-dehydrogluconate 194.141 C6 H10 O7 C(O)C(=O)C(O)C(O)C(O)C(=O)O LIGAND-CPD:C01062: 1.1.1.69 gluconate = 5-ketogluconate L-idonate degradation
5-ketogluconate 5-k-gluconate*5-keto-D-gluconate*5-dehydro-D-gluconate*5-dehydrogluconate 194.141 C6 H10 O7 C(O)C(=O)C(O)C(O)C(O)C(=O)O LIGAND-CPD:C01062: 1.1.1.264 L-idonate = 5-ketogluconate L-idonate degradation
3-methyl-4-trans-hydroxy-2-butenal 100.117 C5 H8 O2 C(=O)C=C(C)CO 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
3-methyl-4-trans-hydroxy-2-butenal 100.117 C5 H8 O2 C(=O)C=C(C)CO 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
cohumulone 348.438 C20 H28 O5 CC(=CCC1(C(=C(C(C(C=1O)(O)CC=C(C)C)=O)C(C(C)C)=O)O))C diprenylphlorisobutyrophenone + O2 = cohumulone + H2O cohumulone biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.15.1.1 O2- + H+ = H2O2 + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation II
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation III
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.11.1.7 betanidin + H2O2 = betanidin + betanidin quinone + H2O betanidin degradation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.11.1.11 L-ascorbate + H2O2 = monodehydroascorbate + H2O ascorbate glutathione cycle
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.11.1.6 ethanol + H2O2 = H2O + acetaldehyde oxidative ethanol degradation III
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation III (to methylglyoxal)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 β-alanine biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.11.1.9 H2O2 + glutathione = glutathione disulfide + H2O glutathione redox reactions I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.2.3.7 indole acetaldehyde + O2 + H2O = indole-3-acetate + H2O2 IAA biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 β-alanine biosynthesis I
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.11.1.6 H2O2 = H2O + O2 removal of superoxide radicals
H2O2 hydroperoxide*perhydrol*hydrogen peroxide 34.015 H2 O2 OO LIGAND-CPD:C00027:*CAS:7722-84-1 1.3.3.6 O2 = H2O2 fatty acid β-oxidation II (plant, saturated)
fructuronate D-fructuronate 194.141 C6 H10 O7 C(O)C1(O)(OC(C(=O)O)C(O)C(O)1) CAS:669-90-9:*LIGAND-CPD:C00905: 1.1.1.57 NAD+ + D-mannonate = NADH + fructuronate β-D-glucuronide degradation
fructuronate D-fructuronate 194.141 C6 H10 O7 C(O)C1(O)(OC(C(=O)O)C(O)C(O)1) CAS:669-90-9:*LIGAND-CPD:C00905: 5.3.1.12 glucuronate = fructuronate β-D-glucuronide degradation
bergapten 5-methoxypsoralen*O-methylbergaptol*5-methoxyfuranocoumarin 216.193 C12 H8 O4 c3(oc2(c(c(OC)c1(c(occ1)c2))cc3))(=O) PUBCHEM:2355:*NCI:95437*CAS:484-20-8 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
3-methyl-2-butenal 3-methylbut-2-enal*3,3-dimethyl-acrylaldehyde*prenal 84.118 C5 H8 O1 C(=O)C=C(C)C LIGAND-CPD:C07330: 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
3-methyl-2-butenal 3-methylbut-2-enal*3,3-dimethyl-acrylaldehyde*prenal 84.118 C5 H8 O1 C(=O)C=C(C)C LIGAND-CPD:C07330: 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
kievitone 356.374 C20 H20 O6 C1(C(C(c2(c(cc(c(c(O1)2)CC=C(C)C)O)O))=O)c3(ccc(cc3O)O)) CAS:62682-11-5 dalbergioidin + dimethylallyl-PP = kievitone + diphosphate kievitone biosynthesis
kievitone 356.374 C20 H20 O6 C1(C(C(c2(c(cc(c(c(O1)2)CC=C(C)C)O)O))=O)c3(ccc(cc3O)O)) CAS:62682-11-5 2,3-dehydrokievitone + NADPH = kievitone + NADP+ kievitone biosynthesis
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide NAD salvage pathway I
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 2.7.1.22 nicotinamide riboside + ATP = nicotinamide mononucleotide + ADP NAD salvage pathway II
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.5.1.42 nicotinamide mononucleotide + H2O = ammonia + nicotinate nucleotide NAD salvage pathway I
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside NAD salvage pathway II
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.1.3.5 nicotinamide mononucleotide + H2O = nicotinamide riboside pyridine nucleotide cycling (plants)
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 2.7.7.1 nicotinamide mononucleotide + ATP = NAD+ + diphosphate NAD salvage pathway II
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway II
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway I
nicotinamide mononucleotide β-nicotinamide D-ribonucleotide*nicotinamide ribonucleotide*nicotinamide nucleotide*NMN*nicotinamide D-ribonucleotide 335.23 C11 H16 N2 O8 P1 C([CH]1(O[CH]([CH]([CH]1O)O)[n+]2(cccc(c2)C(=O)N)))OP(=O)(O)O LIGAND-CPD:C00455:*CAS:1094-61-7 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.10 tetrahydrofolate = 5,10-methylene-THF + ammonia glycine cleavage complex
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.11 5,10-methylene-THF + 2-keto-isovalerate + H2O = tetrahydrofolate + 2-dehydropantoate pantothenate biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.11 5,10-methylene-THF + 2-keto-isovalerate + H2O = tetrahydrofolate + 2-dehydropantoate pantothenate biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.5 5,10-methylene-THF + NADP+ = NADPH + 5,10-methenyl-THF formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.7.1 5-methyl-THF = 5,10-methylene-THF folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.20 5-methyl-THF = 5,10-methylene-THF + H+ folate transformations
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.20 5-methyl-THF = 5,10-methylene-THF + H+ formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 1.5.1.20 5-methyl-THF = 5,10-methylene-THF + H+ formylTHF biosynthesis I
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate salvage pathways of purine and pyrimidine nucleotides
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate de novo biosynthesis of pyrimidine deoxyribonucleotides
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis II
5,10-methylene-THF 5,10-methylenetetrahydrofolate*N5,N10-methylenetetrahydrofolate 457.445 C20 H23 N7 O6 C(c1(ccc(cc1)N3(C[CH]2([CH2]Nc4(c(N2C3)c([nH]c(N)n4)=O)))))(=O)NC(C(=O)O)CCC(O)=O LIGAND-CPD:C00143: 2.1.1.45 5,10-methylene-THF + dUMP = dTMP + 7,8-dihydrofolate formylTHF biosynthesis I
7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-2 289.307 C16 H17 O5 C2(OC1(=CC(C=CC1=[CH][CH]2c3(ccc(cc3[OH])OC))=[OH])) 7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-1 = 7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-2 medicarpin biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-2 289.307 C16 H17 O5 C2(OC1(=CC(C=CC1=[CH][CH]2c3(ccc(cc3[OH])OC))=[OH])) 7,2'-dihydroxy-4'-methoxy-isoflavanol-quinonemethide-intermediate-2 = (-)-medicarpin + H2O medicarpin biosynthesis
palmitoyl CoA Palmitoyl-CoA (n-C16:0CoA)*hexadecanoyl CoA*palmityl-CoA*palmitoyl coenzyme A*palmitoyl-CoA 1005.946 C37 H66 N7 O17 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(CCCCCCCCCCCCCCC)=O)=O)O)(C)C)(=O)O)))N LIGAND-CPD:C00154:*CAS:1763-10-6 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid metabolism
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + α-ketoglutarate phenylalanine degradation III
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 2.6.1.57 phenylpyruvate + L-glutamate = L-phenylalanine + α-ketoglutarate phenylalanine biosynthesis I
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 4.2.1.51 prephenate = phenylpyruvate + H2O + CO2 phenylalanine biosynthesis I
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 L-methionine + phenylpyruvate = 2-oxo-4-methylthiobutanoate + L-phenylalanine methionine degradation III
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 4.1.1.43 phenylpyruvate = CO2 + phenylacetaldehyde phenylalanine degradation III
phenylpyruvate phenylpyruvate*phenylpyruvic acid*α-ketohydrocinnamic acid*3-phenyl-2-oxopropanoate*keto-phenylpyruvate 164.16 C9 H8 O3 C(=O)(O)C(Cc1(ccccc1))=O LIGAND-CPD:C00166:*CAS:156-06-9 2.6.1.58 pyruvate + L-phenylalanine = phenylpyruvate + L-alanine phenylalanine degradation III
(-)-trans-Isopiperitenol 152.236 C10 H16 O1 C=C(C)C1(CCC(C)=CC(O)1) LIGAND-CPD:C01123: 1.14.13.47 (-)-limonene + NADPH + H+ + O2 = (-)-trans-Isopiperitenol + NADP+ + H2O menthol biosynthesis
(-)-trans-Isopiperitenol 152.236 C10 H16 O1 C=C(C)C1(CCC(C)=CC(O)1) LIGAND-CPD:C01123: 1.1.1.223 NAD+ + (-)-trans-Isopiperitenol = NADH + (-)-isopiperitenone menthol biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)=CCc1(cc(cc(C)c1O)O))CCCC(CCCC(C)C)C 2-methyl-6-phytyl-1,4-benzoquinone = δ-tocopherol vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)=CCc1(cc(cc(C)c1O)O))CCCC(CCCC(C)C)C 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
2-methyl-6-phytyl-1,4-benzoquinone 402.659 C27 H46 O2 CC(CCCC(C)=CCc1(cc(cc(C)c1O)O))CCCC(CCCC(C)C)C homogentisate + phytyl-PP = 2-methyl-6-phytyl-1,4-benzoquinone + CO2 + diphosphate vitamin E biosynthesis
lactucaxanthin ε,ε-carotene-3,3'-diol 568.881 C40 H56 O2 CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC1(C(C)(C)CC(C=C(C)1)O))C)C=CC2(C(C)=CC(CC(C)(C)2)O) 1.14.99.- ε,ε-carotene-3-diol + O2 = lactucaxanthin + H2O lactucaxanthin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 2.3.1.153 delphinidin-3,5-diglucoside + caffeoyl-CoA = delphinidin 3-O-glucosyl-5-O-caffeoylglucoside + coenzyme A gentiodelphin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 6.2.1.12 coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate suberin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O serotonin + caffeoyl-CoA = H+ + caffeoylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 2.3.1.- delphinidin 3,5,3'-triglucoside + caffeoyl-CoA = delphinidin 3-O-glucosyl-5-O-caffeoylglucoside-3'-O-glucoside + coenzyme A gentiodelphin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 2.3.1.- delphinidin 3-O-glucosyl-5-O-caffeoylglucoside-3'-O-glucoside + caffeoyl-CoA = gentiodelphin + coenzyme A gentiodelphin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA suberin biosynthesis
caffeoyl-CoA 929.679 C30 H42 N7 O19 P3 S1 C(NC(=O)C(O)C(C)(COP(OP(=O)(OC[CH]3([CH]([CH]([CH](n2(c1(c(c(N)ncn1)nc2)))O3)O)OP(O)(=O)O))O)(=O)O)C)CC(NCCSC(=O)C=Cc4(ccc(O)c(c4)O))=O 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA phenylpropanoid biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD salvage pathway I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP glutamate degradation VII (to butyrate)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.4 L-leucine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP reductive TCA cycle I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP gluconeogenesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP glycolysis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.2 ATP + L-tryptophan = AMP + diphosphate tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.3 coenzyme A + ATP = diphosphate + AMP acyl-CoA synthetase pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.6 L-lysine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 ATP + L-serine + 2,3-dihydroxybenzoate = enterobactin + diphosphate + AMP enterobactin biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.5.1.27 dimethylallyl-PP + AMP = isopentenyladenosine-5'-monophosphate + diphosphate trans-zeatin biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 1.8.99.2 sulfite + AMP = adenosine 5'-phosphosulfate sulfite oxidation III
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.4.3 AMP + ATP = ADP salvage pathways of purine and pyrimidine nucleotides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.4.3 AMP + ATP = ADP purine nucleotides de novo biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.11 L-serine + ATP = diphosphate + AMP selenocysteine biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.21 L-histidine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.9.3 H2O + selenide + ATP = selenophosphate + AMP selenocysteine biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + diphosphate + AMP asparagine biosynthesis III
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP purine nucleotides de novo biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.15 L-proline + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.14 glycine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + AMP β-alanine biosynthesis II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate suberin biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.18 L-glutamine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.12 L-aspartate + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.1 L-tyrosine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.15 biotin + ATP = diphosphate + AMP biotin-carboxyl carrier protein
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.22 L-asparagine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.7 L-alanine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.20 L-phenylalanine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 O-ureidohomoserine + L-aspartate + ATP = canavaninosuccinate + AMP + diphosphate canavanine biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP urea cycle
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP citrulline-nitric oxide cycle
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis IV
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.1.3.5 AMP + H2O = adenosine salvage pathways of purine nucleosides II (plant)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + diphosphate suberin biosynthesis
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.10 L-methionine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.16 L-cysteine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.17 L-glutamate + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.17 L-glutamate + ATP = diphosphate + AMP tetrapyrrole biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.11 L-serine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 1.8.4.9 sulfite + AMP + glutathione disulfide = adenosine 5'-phosphosulfate + glutathione sulfate reduction II (assimilatory)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP salvage pathways of purine nucleosides
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 4.3.2.2 adenylo-succinate = fumarate + AMP purine nucleotides de novo biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.19 L-arginine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.3 coenzyme A + ATP = diphosphate + AMP fatty acid β-oxidation I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.2.1.3 coenzyme A + ATP = diphosphate + AMP fatty acid β-oxidation II (plant, saturated)
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.9 L-valine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.3 L-threonine + ATP = diphosphate + AMP tRNA charging pathway
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis III
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
AMP A*adenosine-5'-phosphate*adenosine-phosphate*5'-AMP*adenosine-monophosphate*adenylic acid*AMP*adenosine 5'-monophosphate*adenylate*5'-adenylic acid*5'-adenosine monophosphate*adenosine 5'-phosphate 347.224 C10 H14 N5 O7 P1 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(O)(O)=O LIGAND-CPD:C00020:*CAS:61-19-8*NCI:20264 6.1.1.5 L-isoleucine + ATP = diphosphate + AMP tRNA charging pathway
(5α)-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)C)C (5α)-campestan-3-one = campestanol brassinosteroid biosynthesis II
(5α)-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)C)C 1.3.99.- campest-4-en-3-one + NADPH = (5α)-campestan-3-one + NADP+ brassinosteroid biosynthesis II
(5α)-campestan-3-one methylcholestanone*(24R)-24-methyl-5α-cholestan-3-one*3-dehydro-campestanol 400.687 C28 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CCC(C(CC2)3)4)=O)C))(C)))C)C)C 1.14.13.- (5α)-campestan-3-one + O2 + NADPH = (22α)-hydroxy-5α-campestan-3-one + H2O + NADP+ brassinosteroid biosynthesis II
ADP-ribose ADP-D-ribose*adenosine diphosphate ribose 559.319 C15 H23 N5 O14 P2 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OC4(C(C(C(O4)CO)O)O))(O)=O LIGAND-CPD:C00301:*CAS:20762-30-5 3.2.2.5 H2O + NAD+ = ADP-ribose + nicotinamide NAD salvage pathway I
α-aminoadipate 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-aminoadipate*L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(C(N)CCCC(O)=O)(O)=O CAS:542-32-5 2.6.1.39 α-ketoglutarate + α-aminoadipate = L-glutamate + α-ketoadipate lysine biosynthesis IV
α-aminoadipate 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-aminoadipate*L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(C(N)CCCC(O)=O)(O)=O CAS:542-32-5 2.6.1.39 α-ketoglutarate + α-aminoadipate = L-glutamate + α-ketoadipate lysine degradation II
α-aminoadipate 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-aminoadipate*L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(C(N)CCCC(O)=O)(O)=O CAS:542-32-5 1.2.1.31 2-aminoadipate-6-semialdehyde + H2O = α-aminoadipate + H+ lysine biosynthesis IV
α-aminoadipate 2-aminoadipic acid*hexanedioic acid, 2-amino-*2-aminoadipate*L-α-aminoadipate*L-α-aminoadipic acid*L-2-aminoadipic acid*L-2-aminoadipate 161.157 C6 H11 N1 O4 C(C(N)CCCC(O)=O)(O)=O CAS:542-32-5 1.2.1.31 2-aminoadipate-6-semialdehyde + H2O + NAD+ = α-aminoadipate + NADH lysine degradation II
cardiolipin diphosphatidylglycerol C13 H20 O17 R4 P2 LIGAND-CPD:C05980: 2.7.8.- phospholipid biosynthesis I
cardiolipin diphosphatidylglycerol C13 H20 O17 R4 P2 LIGAND-CPD:C05980: cardiolipin biosynthesis
2-phosphoglycolate 2-P-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(OP(O)(=O)O)C(O)=O LIGAND-CPD:C00988: 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + H+ photorespiration
2-phosphoglycolate 2-P-glycolate*phosphoglycolate*Phosphoglycolic acid 156.032 C2 H5 O6 P1 C(OP(O)(=O)O)C(O)=O LIGAND-CPD:C00988: 3.1.3.18 H2O + 2-phosphoglycolate = glycolate photorespiration
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(C(N)CCC(=O)NC(C(NCC(O)=O)=O)CSC(C(O)C)=O)(O)=O CAS:59-85-8:*LIGAND-CPD:C03451:*CAS:25138-66-3 4.4.1.5 S-lactoyl-glutathione = methylglyoxal + glutathione methylglyoxal degradation I
S-lactoyl-glutathione S-D-lactoylglutathione*D-lactoylglutathione*(R)-S-lactoylglutathione 379.384 C13 H21 N3 O8 S1 C(C(N)CCC(=O)NC(C(NCC(O)=O)=O)CSC(C(O)C)=O)(O)=O CAS:59-85-8:*LIGAND-CPD:C03451:*CAS:25138-66-3 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 2.7.7.44 α-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 2.4.1.17 nicotine + UDP-D-glucuronate = nicotine-Glucuronide + UDP nicotine degradation II
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 2.4.1.17 cotinine + UDP-D-glucuronate = cotinine-glucuronide + UDP nicotine degradation III
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH galactose degradation II
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 4.1.1.35 UDP-D-glucuronate = UDP-D-xylose + CO2 UDP-D-xylose biosynthesis
UDP-D-glucuronate udp-glcua*UDP-glucuronate*uridine diphosphate glucuronate*uridine diphosphate glucuronic acid 580.289 C15 H22 N2 O18 P2 C1(C(C(C(C(O1)C(O)=O)O)O)O)OP(O)(OP(=O)(OCC2(OC(C(C2O)O)n3(ccc([nH]c3=O)=O)))O)=O LIGAND-CPD:C00167:*CAS:2616-64-0 2.4.1.17 trans-3'-hydroxycotinine + UDP-D-glucuronate = trans-3-hydroxycotinine-glucuronide + UDP nicotine degradation III
1,1-kestotetraose nystose 666.583 C24 H42 O21 C(O)C4(OC(OC1(OC(CO)C(C1O)O)COC2(OC(CO)C(C(O)2)O)COC3(CO)(C(C(C(O3)CO)O)O))C(C(C4O)O)O) 2.4.1.100 1-kestotriose + 1-kestotriose = 1,1-kestotetraose + sucrose fructan biosynthesis
18:2-18:2-DGDG 1-18:2-2-18:2-digalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 941.247 C51 H88 O15 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 18:2-18:2-DGDG = 18:3-18:2-DGDG glycolipid desaturation
18:2-18:2-DGDG 1-18:2-2-18:2-digalactosyldiacylglycerol*1,2-(9Z,12Z-octadecadienoyl)-3-O-[alpha-D-galactosyl-(1>6)-O-beta-D-galactosyl]-sn-glycerol 941.247 C51 H88 O15 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 18:2-18:2-DGDG = 18:2-18:3-DGDG glycolipid desaturation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 6.1.1.11 L-serine + ATP = diphosphate + AMP tRNA charging pathway
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.3.1.50 L-serine + palmitoyl CoA = CO2 + 3-dehydrosphinganine + coenzyme A sphingolipid metabolism
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.7.8.8 L-serine = CMP phospholipid biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.7.8.8 L-serine = CMP phospholipid biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 L-serine + α-ketoglutarate = L-glutamate + hydroxypyruvate photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 ATP + L-serine + 2,3-dihydroxybenzoate = enterobactin + diphosphate + AMP enterobactin biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.7.8.- L-serine = ethanolamine phospholipid biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 6.1.1.11 L-serine + ATP = diphosphate + AMP selenocysteine biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 4.2.1.20 indole + L-serine = L-tryptophan + H2O tryptophan biosynthesis
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
L-serine S*serine*ser*L-ser 105.093 C3 H7 N1 O3 C(=O)(O)C(N)CO LIGAND:C00065:*LIGAND-CPD:C00065:*CAS:56-45-1 3.1.3.3 3-phospho-serine + H2O = L-serine serine biosynthesis
3-sulfinyl-pyruvate 3-sulphinyl-pyruvate*β-sulfinylpyruvate 152.122 C3 H4 O5 S1 C(S(O)=O)C(=O)C(=O)O 3-sulfinyl-pyruvate + H2O = sulfite + pyruvate L-cysteine degradation I
3-sulfinyl-pyruvate 3-sulphinyl-pyruvate*β-sulfinylpyruvate 152.122 C3 H4 O5 S1 C(S(O)=O)C(=O)C(=O)O 2.6.1.1 3-sulfinoalanine + α-ketoglutarate = L-glutamate + 3-sulfinyl-pyruvate L-cysteine degradation I
N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine-6-P*GlcNAc-6-P*N-acetyl-D-glucosamine-6-P*N-acetyl-glucosamine-6-phosphate*N-acetyl-glucosamine-6-P 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00357:*CAS:102029-88-9 5.4.2.3 N-acetyl-glucosamine-1-phosphate = N-acetyl-D-glucosamine-6-phosphate UDP-N-acetylgalactosamine biosynthesis
N-acetyl-D-glucosamine-6-phosphate N-acetylglucosamine-6-P*GlcNAc-6-P*N-acetyl-D-glucosamine-6-P*N-acetyl-glucosamine-6-phosphate*N-acetyl-glucosamine-6-P 301.189 C8 H16 N1 O9 P1 CC(=O)NC1(C(O)OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00357:*CAS:102029-88-9 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
nicotine-Δ1'5'-iminium ion nicotine imine*(S)-1-(methylene-11C)-2-(3-pyridinyl)pyrrolidinium*11C-nicotine imine*nicotine iminium*pyrrolidium, 1-(methylene-11C)-2-(3-pyridinyl)-, (S)- 161.226 C10 H13 N2 C2(CC[CH](c1(cccnc1))[N+](C)=2) 1.14.14.1 nicotine + NADPH = nicotine-Δ1'5'-iminium ion + NADP+ nicotine degradation II
nicotine-Δ1'5'-iminium ion nicotine imine*(S)-1-(methylene-11C)-2-(3-pyridinyl)pyrrolidinium*11C-nicotine imine*nicotine iminium*pyrrolidium, 1-(methylene-11C)-2-(3-pyridinyl)-, (S)- 161.226 C10 H13 N2 C2(CC[CH](c1(cccnc1))[N+](C)=2) 1.14.14.1 nicotine + NADPH = nicotine-Δ1'5'-iminium ion + NADP+ nicotine degradation III
nicotine-Δ1'5'-iminium ion nicotine imine*(S)-1-(methylene-11C)-2-(3-pyridinyl)pyrrolidinium*11C-nicotine imine*nicotine iminium*pyrrolidium, 1-(methylene-11C)-2-(3-pyridinyl)-, (S)- 161.226 C10 H13 N2 C2(CC[CH](c1(cccnc1))[N+](C)=2) 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation II
nicotine-Δ1'5'-iminium ion nicotine imine*(S)-1-(methylene-11C)-2-(3-pyridinyl)pyrrolidinium*11C-nicotine imine*nicotine iminium*pyrrolidium, 1-(methylene-11C)-2-(3-pyridinyl)-, (S)- 161.226 C10 H13 N2 C2(CC[CH](c1(cccnc1))[N+](C)=2) 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation III
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(=CC(O)C(O)C(C1)OC(=O)C=CC2(=CC=C(O)C(O)=C2)) 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
caffeoylshikimate 336.298 C16 H16 O8 C(=O)(O)C1(=CC(O)C(O)C(C1)OC(=O)C=CC2(=CC=C(O)C(O)=C2)) 3.1.2.- caffeoylshikimate + coenzyme A = caffeoyl-CoA + shikimate phenylpropanoid biosynthesis
isopentenyladenine-9-N-glucoside 365.388 C16 H23 N5 O5 c1(c2(c(ncn1)N(C=N2)C3(C(C(C(C(O3)CO)O)O)O)))NCC=C(C)C 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol 412.698 C29 H48 O1 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))=CC4)C))C)C 1.14.13.70 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol + formate + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol 412.698 C29 H48 O1 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))=CC4)C))C)C 1.3.1.70 4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol + NADPH = 4,4-dimethyl-5α-cholesta-8-en-3-β-ol + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide NAD salvage pathway I
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.7.1.15 ATP = D-ribose-5-phosphate + ADP ribose degradation
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: trans-zeatin riboside monophosphate = trans-zeatin + D-ribose-5-phosphate trans-zeatin biosynthesis
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 5.4.2.7 ribose-1-phosphate = D-ribose-5-phosphate (deoxy)ribose phosphate degradation
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: isopentenyladenosine-5'-monophosphate + H2O = isopentenyladenine + D-ribose-5-phosphate trans-zeatin biosynthesis
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate Calvin cycle
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate pentose phosphate pathway (non-oxidative branch)
D-ribose-5-phosphate D-ribose-5-phosphate*D-ribose-5-phosphoric acid*ribose-5-phosphoric acid*ribose-5P*D-ribose-5-P*ribose-5-P*ribose-5-phosphate*α-D-ribose-5-phosphate 230.111 C5 H11 O8 P1 C(C(C(C(C=O)O)O)O)OP(O)(=O)O CAS:3615-55-2*PUBCHEM:77982:*PUBCHEM:439167:*LIGAND-CPD:C00117:*CAS:4300-28-1: 5.3.1.6 D-ribose-5-phosphate = D-ribulose-5-phosphate glucose fermentation to lactate II
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C1(Nc2(nc(N)[nH]c(=O)c(N=C1C(O)C(O)COP(=O)(O)O)2)) LIGAND-CPD:C05925: 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin tetrahydrofolate biosynthesis I
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C1(Nc2(nc(N)[nH]c(=O)c(N=C1C(O)C(O)COP(=O)(O)O)2)) LIGAND-CPD:C05925: 3.6.1.- dihydroneopterin phosphate + H2O = dihydro-neo-pterin tetrahydrofolate biosynthesis II
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C1(Nc2(nc(N)[nH]c(=O)c(N=C1C(O)C(O)COP(=O)(O)O)2)) LIGAND-CPD:C05925: 3.6.1.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis I
dihydroneopterin phosphate Dihydroneopterin monophosphate*dihydroneopterin-p*2-Amino-4-hydroxy-6-(erythro-1,2,3-trihydroxypropyl)dihydropteridine phosphate 335.213 C9 H14 N5 O7 P1 C1(Nc2(nc(N)[nH]c(=O)c(N=C1C(O)C(O)COP(=O)(O)O)2)) LIGAND-CPD:C05925: 3.6.1.- 7,8-dihydroneopterin 3'-triphosphate + H2O = dihydroneopterin phosphate + diphosphate tetrahydrofolate biosynthesis II
2-methylacetoacetyl-CoA 2-methyl-3-acetoacetyl-CoA*2-methylacetoacetyl coenzyme A 865.635 C26 H42 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(C(C(=O)C)C)=O)=O)=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) CAS:6712-01-2 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
2-methylacetoacetyl-CoA 2-methyl-3-acetoacetyl-CoA*2-methylacetoacetyl coenzyme A 865.635 C26 H42 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(C(C(=O)C)C)=O)=O)=O)O)O1)OP(O)(O)=O)(n3(cnc2(c(ncnc23)N))) CAS:6712-01-2 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
ent-sandaracopimaradiene-3α-ol hydroxy-sandaracopimaradiene*ent-sandaracopimaradiene-3alpha-ol 288.472 C20 H32 O1 C=CC1(C)(C=C2(C(CC1)C3(C)([CH](CC2)C(C)(C)C(O)CC3))) ent-sandaracopimaradiene-3α-ol = oryzalexin E oryzalexin A-F biosynthesis
ent-sandaracopimaradiene-3α-ol hydroxy-sandaracopimaradiene*ent-sandaracopimaradiene-3alpha-ol 288.472 C20 H32 O1 C=CC1(C)(C=C2(C(CC1)C3(C)([CH](CC2)C(C)(C)C(O)CC3))) ent-sandaracopimaradiene = ent-sandaracopimaradiene-3α-ol oryzalexin A-F biosynthesis
ent-sandaracopimaradiene-3α-ol hydroxy-sandaracopimaradiene*ent-sandaracopimaradiene-3alpha-ol 288.472 C20 H32 O1 C=CC1(C)(C=C2(C(CC1)C3(C)([CH](CC2)C(C)(C)C(O)CC3))) ent-sandaracopimaradiene-3α-ol = oryzalexin D oryzalexin A-F biosynthesis
ent-sandaracopimaradiene-3α-ol hydroxy-sandaracopimaradiene*ent-sandaracopimaradiene-3alpha-ol 288.472 C20 H32 O1 C=CC1(C)(C=C2(C(CC1)C3(C)([CH](CC2)C(C)(C)C(O)CC3))) ent-sandaracopimaradiene-3α-ol = oryzalexin F oryzalexin A-F biosynthesis
thiocyanate thiocyanic acid*thiocyanate*hydrogen thiocyanate 59.086 C1 H1 N1 S1 C(#N)[SH] CAS:463-56-9:*LIGAND-CPD:C01755: 2.8.1.2 hydrogen cyanide + 3-mercaptopyruvate = pyruvate + thiocyanate L-cysteine degradation III
thiocyanate thiocyanic acid*thiocyanate*hydrogen thiocyanate 59.086 C1 H1 N1 S1 C(#N)[SH] CAS:463-56-9:*LIGAND-CPD:C01755: 2.8.1.1 thiosulfate + hydrogen cyanide = sulfite + thiocyanate thiosulfate disproportionation III (rhodanese)
18:1-t16:1-PG 1-18:1-2-trans-16:1-phosphatidylglycerol*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747. C40 H75 O10 P1 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CC=CCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:1-16:0-PG = 18:1-t16:1-PG phospholipid desaturation
18:1-t16:1-PG 1-18:1-2-trans-16:1-phosphatidylglycerol*1-(9Z-octadecenoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 747. C40 H75 O10 P1 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CC=CCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:1-t16:1-PG = 18:2-t16:1-PG phospholipid desaturation
5-phospho-β-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C([CH]1(O[CH](N)[CH](O)[CH](O)1))OP(O)(O)=O LIGAND-CPD:C03090: 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
5-phospho-β-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C([CH]1(O[CH](N)[CH](O)[CH](O)1))OP(O)(O)=O LIGAND-CPD:C03090: 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
5-phospho-β-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C([CH]1(O[CH](N)[CH](O)[CH](O)1))OP(O)(O)=O LIGAND-CPD:C03090: 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis II
5-phospho-β-D-ribosyl-amine 5-phospho-β-D-ribosyl-amine*5-P-β-D-ribosyl-amine*PRA*5-phosphoribosylamine 229.126 C5 H12 N1 O7 P1 C([CH]1(O[CH](N)[CH](O)[CH](O)1))OP(O)(O)=O LIGAND-CPD:C03090: 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis I
stachyose (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf 666.583 C24 H42 O21 C(O)C4(C(O)C(O)C(OC3(C(O)C(O)C(O)C(COC2(C(O)C(O)C(O)C(COC1(OC(CO)C(O)C(O)C(O)1))O2))O3))(CO)O4) CAS:10094-58-3 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
18:1-16:0-MGDG 1-18:1-2-16:0-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 757.099 C43 H80 O10 C1(OC(C(C(C1O)O)O)CO)OCC(COC(CCCCCCCC=CCCCCCCCC)=O)OC(CCCCCCCCCCCCCCC)=O 1.14.99.- 18:1-16:0-MGDG = 18:2-16:0-MGDG glycolipid desaturation
18:1-16:0-MGDG 1-18:1-2-16:0-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 757.099 C43 H80 O10 C1(OC(C(C(C1O)O)O)CO)OCC(COC(CCCCCCCC=CCCCCCCCC)=O)OC(CCCCCCCCCCCCCCC)=O 1.14.99.- 18:1-16:0-MGDG = 18:1-16:1-MGDG glycolipid desaturation
oryzalexin C 3,7-Dioxo-sandaracopimaradien*3,7-Dioxo-sandaracopimaradiene 300.44 C20 H28 O2 C=CC1(C)(C=C2(C(CC1)C3(C)(C(CC(=O)2)C(C)(C)C(=O)CC3))) oryzalexin B = oryzalexin C oryzalexin A-F biosynthesis
oryzalexin C 3,7-Dioxo-sandaracopimaradien*3,7-Dioxo-sandaracopimaradiene 300.44 C20 H28 O2 C=CC1(C)(C=C2(C(CC1)C3(C)(C(CC(=O)2)C(C)(C)C(=O)CC3))) oryzalexin A = oryzalexin C oryzalexin A-F biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 2 291.323 C16 H19 O5 C2(Oc1(cc(ccc1[CH+][CH]2c3(ccc(cc3[OH])OC))O)) 7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 2 = (-)-medicarpin + H2O medicarpin biosynthesis
7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 2 291.323 C16 H19 O5 C2(Oc1(cc(ccc1[CH+][CH]2c3(ccc(cc3[OH])OC))O)) 7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 1 = 7,2'-dihydroxy-4'-methoxy-isoflavanol carbocation intermediate 2 medicarpin biosynthesis
18:2-16:0-DGDG 1-18:2-2-16:0-digalactosyldiacylglycerol 917.225 C49 H88 O15 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCCCCCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 18:1-16:0-DGDG = 18:2-16:0-DGDG glycolipid desaturation
18:2-16:0-DGDG 1-18:2-2-16:0-digalactosyldiacylglycerol 917.225 C49 H88 O15 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCCCCCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 18:2-16:0-DGDG = 18:3-16:0-DGDG glycolipid desaturation
GA110 gibberellin A110*gibberellin A110*GA110 348.438 C20 H28 O5 CC2(CC(CC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA12 + α-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis I
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 2.4.2.8 diphosphate + inosine-5'-phosphate = 5-phosphoribosyl 1-pyrophosphate + hypoxanthine salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 2.4.2.8 diphosphate + inosine-5'-phosphate = 5-phosphoribosyl 1-pyrophosphate + hypoxanthine salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.5.4.10 inosine-5'-phosphate + H2O = phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.5.4.10 inosine-5'-phosphate + H2O = phosphoribosyl-formamido-carboxamide purine nucleotides de novo biosynthesis I
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP salvage pathways of purine nucleosides
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP purine nucleotides de novo biosynthesis II
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 6.3.4.4 L-aspartate + inosine-5'-phosphate + GTP = adenylo-succinate + GDP purine nucleotides de novo biosynthesis I
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.1.3.5 inosine-5'-phosphate + H2O = inosine purine degradation
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.1.3.5 inosine-5'-phosphate + H2O = inosine salvage pathways of purine nucleosides II (plant)
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
inosine-5'-phosphate 5'-IMP*ribosylhypoxanthine monophosphate*IMP*inosinate*inosine monophosphate*inosine 5'-monophosphate*inosine 5'-phosphate*5'-inosinate*5'-inosinic acid*5'-inosine monophosphate 348.208 C10 H13 N4 O8 P1 C(OP(=O)(O)O)C1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]cnc23))) CAS:131-99-7*LIGAND-CPD:C00130: 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
4-α-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4-α-methyl zymosterol + O2 = 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4-α-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4-α-methyl zymosterol + O2 = 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
4-α-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.270 4α-methyl-5α-cholesta-8,24-dien-3-one + NADPH = 4-α-methyl zymosterol + NADP+ cholesterol biosynthesis I
4-α-methyl zymosterol 4-methyl-8,24-cholestadienol*4-α-methyl-5α-cholesta-8,24-dien-3β-ol 398.671 C28 H46 O1 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.1.1.270 4α-methyl-5α-cholesta-8,24-dien-3-one + NADPH = 4-α-methyl zymosterol + NADP+ cholesterol biosynthesis III (via desmosterol)
bis-noryangonin BNY 230.22 C13 H10 O4 C1(=O)(C=C(O)C=C(O1)C=Cc2(ccc(O)cc2)) 2.3.1.- 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = bis-noryangonin + coenzyme A + CO2 resveratrol biosynthesis
phylloquinone 2-methyl-3-phytyl-1,4-naphthoquinone*phytonadione*phytomenadione*3-phytylmenadione*vitamin K1 450.703 C31 H46 O2 CC2(C(=O)C1(C=CC=CC=1C(C=2CC=C(C)CCCC(C)CCCC(C)CCCC(C)C)=O)) NCI:270681*CAS:84-80-0 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone biosynthesis
ethylene glycol monoethylene glycol*2-hydroxyethanol*ethanediol*1,2-ethanediol*glycol 62.068 C2 H6 O2 C(CO)O CAS:107-21-1 NAD+ + ethylene glycol = glycolaldehyde + NADH ethylene glycol degradation
(-)-maackiain 284.268 C16 H12 O5 C4(Oc5(c([CH]3([CH](c2(c(cc1(OCOc1c2))O3))4))ccc(O)c5)) 1.1.1.246 (-)-sophorol + NADPH = (-)-maackiain + NADP+ + H2O maackiain biosynthesis
2-keto-3-deoxy-6-phospho-gluconate 2-dehydro-3-deoxy-D-gluconate-6-phosphate*2-dehydro-3-deoxy-6-phospho-D-gluconate*6-phospho-2-dehydro-3-deoxy-D-gluconate*2-keto-3-deoxy-6-phosphogluconate*2-keto-3-deoxy-6-P-gluconate*6-p-2-k-3-deo-gluconate*6-phospho-2-keto-3-deoxygluconate*6-phospho-2-dehydro-3-deoxygluconate*2-keto-3-deoxygluconate-6-P 258.121 C6 H11 O9 P1 C([CH](O)[CH](O)[CH2]C(=O)C(O)=O)OP(=O)(O)O LIGAND-CPD:C04442:*CAS:27244-54-8 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP β-D-glucuronide degradation
L-lactaldehyde lactaldehyde*(S)-lactaldehyde*L-lactaldehyde*lactald 74.079 C3 H6 O2 C(=O)C(C)O LIGAND-CPD:C00424:*CAS:598-35-6 1.2.1.22 H2O + NAD+ + L-lactaldehyde = NADH + L-lactate fucose degradation
L-lactaldehyde lactaldehyde*(S)-lactaldehyde*L-lactaldehyde*lactald 74.079 C3 H6 O2 C(=O)C(C)O LIGAND-CPD:C00424:*CAS:598-35-6 1.1.1.77 NADH + L-lactaldehyde = NAD+ + L-1,2-propanediol fucose degradation
L-lactaldehyde lactaldehyde*(S)-lactaldehyde*L-lactaldehyde*lactald 74.079 C3 H6 O2 C(=O)C(C)O LIGAND-CPD:C00424:*CAS:598-35-6 4.1.2.17 fuculose-1-phosphate = L-lactaldehyde + dihydroxy-acetone-phosphate fucose degradation
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C(C(=O)O)O)(C)O LIGAND-CPD:C04272: 1.1.1.86 2,3-dihydroxy-isovalerate + NADP+ = 2-acetolactate + NADPH + H+ valine biosynthesis
2,3-dihydroxy-isovalerate 2,3-dihydroxy-3-methylbutanoate*(R)-2,3-dihydroxy-3-methylbutanoate*α,β-dihydroxy-isovalerate 134.132 C5 H10 O4 CC(C(C(=O)O)O)(C)O LIGAND-CPD:C04272: 4.2.1.9 2,3-dihydroxy-isovalerate = 2-keto-isovalerate + H2O valine biosynthesis
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CCOP(=O)(O)O)CC(=O)O CAS:73566-35-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
mevalonate-5P (R)-5-Phosphomevalonic acid*mevalonate-5-phosphate*(R)-5-Phosphomevalonate*(R)-Mevalonic acid 5-phosphate*(R)-5-Phosphomevaloonic acid*mevalonate-5-P*mevalonate-P*P-mevalonate*5-phosphomevalonate 228.138 C6 H13 O7 P1 CC(O)(CCOP(=O)(O)O)CC(=O)O CAS:73566-35-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
D-myo-inositol (1,4,5)-trisphosphate inositol (1,4,5)-trisphosphate*1D-myo-inositol (1,4,5)-trisphosphate*Ins(1,4,5)P3*I(1,4,5)P3 417.073 C6 H12 O15 P3 C1(C(C(C(C(C1O)OP(=O)(O)[O-])O)OP(=O)(O)[O-])OP(=O)(O)[O-])O CAS:85166-31-0:*CAS:88269-39-0: 3.1.4.11 1-phosphatidyl-1D-myo-inositol 4,5-bisphosphate + H2O = D-myo-inositol (1,4,5)-trisphosphate phospholipases
stemar-13-ene endo-stemarene*endo-stemarene 272.473 C20 H32 CC4(C)([CH]3(CC[CH]2(C=C(C1(CCC(C1)2C3(CCC4)C))C))) stemar-13-ene = oryzalexin S Oryzalexin S biosynthesis
stemar-13-ene endo-stemarene*endo-stemarene 272.473 C20 H32 CC4(C)([CH]3(CC[CH]2(C=C(C1(CCC(C1)2C3(CCC4)C))C))) syn-copalyl diphosphate = stemar-13-ene Oryzalexin S biosynthesis
ent-kaur-16-ene ent-kaurene 272.473 C20 H32 CC1(CCCC2([CH]3(CCC4(CC(CC[CH]12)3CC4=C)))C)C 4.2.3.19 ent-copalyl diphosphate = diphosphate + ent-kaur-16-ene ent-kaurene biosynthesis
ent-kaur-16-ene ent-kaurene 272.473 C20 H32 CC1(CCCC2([CH]3(CCC4(CC(CC[CH]12)3CC4=C)))C)C 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 biosynthesis
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate de novo biosynthesis of pyrimidine ribonucleotides
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis II (acetyl cycle)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis I
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 6.3.4.16 ammonia + H2O + CO2 + ATP = carbamoyl-phosphate + ADP urea cycle
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.7.2.2 ammonia + CO2 + ATP = carbamoyl-phosphate + ADP citrulline degradation
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-canaline + carbamoyl-phosphate = O-ureidohomoserine canavanine biosynthesis
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.2 L-aspartate + carbamoyl-phosphate = N-carbamoyl-L-aspartate de novo biosynthesis of pyrimidine ribonucleotides
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline urea cycle
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline proline biosynthesis V (from arginine)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis II (acetyl cycle)
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis IV
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline citrulline degradation
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis I
carbamoyl-phosphate carbamoyl-P*carbamyl-phosphate 141.02 C1 H4 N1 O5 P1 C(N)(OP(O)(=O)O)=O LIGAND-CPD:C00169:*CAS:590-55-6 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline citrulline biosynthesis
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(O)=O NCI:281243*CAS:60-33-3 1.13.11.12 linoleate + O2 = 13-HPOD 13-LOX and 13-HPL pathway
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(O)=O NCI:281243*CAS:60-33-3 1.13.11.12 linoleate + O2 = 13-HPOD divinyl ether biosynthesis II (13-LOX)
linoleate cis,cis-9,12-octadecadienoate*9-cis,12-cis-octadecadienoate*linoleic acid*linoleate*9,12-linoleic acid*(9Z,12Z)-octadeca-9,12-dienoate 280.45 C18 H32 O2 CCCCCC=CCC=CCCCCCCCC(O)=O NCI:281243*CAS:60-33-3 1.13.11.- linoleate + O2 = 9-HPOD 9-LOX and 9-HPL pathway
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(OP(=O)(O)OP(=O)(O)OCC(O)1) LIGAND-CPD:C11453: 1.17.4.3 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + H2O = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate methylerythritol phosphate pathway
2-C-methyl-D-erythritol-2,4-cyclodiphosphate ME-2,4cPP 278.092 C5 H12 O9 P2 CC1(CO)(OP(=O)(O)OP(=O)(O)OCC(O)1) LIGAND-CPD:C11453: 4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol = 2-C-methyl-D-erythritol-2,4-cyclodiphosphate + CMP methylerythritol phosphate pathway
N2-succinyl-L-ornithine N2-succinylornithine 232.236 C9 H16 N2 O5 C(CCC(C(O)=O)NC(=O)CCC(O)=O)N CAS:80102-04-1:*LIGAND-CPD:C03415: 3.5.3.- N2-succinyl-L-arginine + H2O = ammonia + N2-succinyl-L-ornithine + CO2 arginine degradation II
N2-succinyl-L-ornithine N2-succinylornithine 232.236 C9 H16 N2 O5 C(CCC(C(O)=O)NC(=O)CCC(O)=O)N CAS:80102-04-1:*LIGAND-CPD:C03415: 2.6.1.11 N2-succinyl-L-ornithine + α-ketoglutarate = L-glutamate + N2-succinyl-L-glutamate 5-semialdehyde arginine degradation II
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(=O)(O)O)C1(OC(C(O)C(OP(=O)(O)OP(=O)(O)O)1)n3(cnc2(c(=O)[nH]c(N)nc23))) LIGAND-CPD:C01228: 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(=O)(O)O)C1(OC(C(O)C(OP(=O)(O)OP(=O)(O)O)1)n3(cnc2(c(=O)[nH]c(N)nc23))) LIGAND-CPD:C01228: 3.1.7.2 guanosine 5'-diphosphate,3'-diphosphate + H2O = diphosphate + GDP ppGpp biosynthesis
guanosine 5'-diphosphate,3'-diphosphate guanosine tetraphosphate*ppGpp*guanosine 3',5'-bispyrophosphate*guanosine 3',5'-bis(diphosphate)*Guanosine 3'-diphosphate 5'-diphosphate 603.163 C10 H17 N5 O17 P4 C(OP(=O)(O)OP(=O)(O)O)C1(OC(C(O)C(OP(=O)(O)OP(=O)(O)O)1)n3(cnc2(c(=O)[nH]c(N)nc23))) LIGAND-CPD:C01228: 3.6.1.40 H2O + guanosine 3'-diphosphate 5'-triphosphate = guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)OC5(C(C(C(C(O5)CO)O)O)O))O))O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2649.123 C132 H220 N2 O47 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)OC5(C(C(C(C(O5)CO)O)O)O))O))O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
N,N-dimethyl-β-alanine 117.147 C5 H11 N1 O2 C(N(C)C)CC(O)=O 2.1.1.- N-methyl-β-alanine + S-adenosyl-L-methionine = N,N-dimethyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
N,N-dimethyl-β-alanine 117.147 C5 H11 N1 O2 C(N(C)C)CC(O)=O 2.1.1.- N,N-dimethyl-β-alanine + S-adenosyl-L-methionine = β-alanine betaine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD salvage pathway I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.8 L-glutamine + chorismate = L-glutamate + 4-amino-4-deoxychorismate tetrahydrofolate biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.8 L-glutamine + chorismate = L-glutamate + 4-amino-4-deoxychorismate tetrahydrofolate biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.1.13 L-glutamate + NADP+ = L-glutamine + α-ketoglutarate + NADPH glutamine degradation III
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.1.13 L-glutamate + NADP+ = L-glutamine + α-ketoglutarate + NADPH glutamate biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine glutamate biosynthesis IV
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.7.1 L-glutamate = α-ketoglutarate + L-glutamine glutamate biosynthesis V
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 1.4.7.1 L-glutamate = α-ketoglutarate + L-glutamine ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + CTP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP glutamine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP nitrate reduction II (assimilatory)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP ammonia assimilation cycle II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: indole-3-acetate + L-glutamine = indole-3-acetyl-gln + H2O IAA conjugate biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 2.6.1.16 fructose-6-phosphate + L-glutamine = L-glutamate + D-glucosamine-6-phosphate UDP-N-acetylgalactosamine biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 3.5.1.2 L-glutamine + H2O = L-glutamate + ammonia citrulline biosynthesis
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.1.1.18 L-glutamine + ATP = diphosphate + AMP tRNA charging pathway
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate de novo biosynthesis of pyrimidine ribonucleotides
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis II (acetyl cycle)
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 2.4.2.- phosphoribulosylformimino-AICAR-P + L-glutamine = L-glutamate + D-erythro-imidazole-glycerol-phosphate + AICAR histidine biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis I
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis III
L-glutamine Q*proglumide*glum*gln*glutamine*glumin*2-aminoglutaramic acid*glutamic acid 5-amide 146.146 C5 H10 N2 O3 C(=O)(O)C(N)CCC(=O)N LIGAND-CPD:C00064:*CAS:56-85-9: 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(c1(ccccc1O))(O)=O CAS:69-72-7 salicyloyl-CoA + H2O = salicylate + coenzyme A salicylate biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(c1(ccccc1O))(O)=O CAS:69-72-7 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylate biosynthesis
salicylate salicylic acid*o-hydroxybenzoic acid 138.123 C7 H6 O3 C(c1(ccccc1O))(O)=O CAS:69-72-7 isochorismate = salicylate + pyruvate salicylate biosynthesis
2-cis,6-trans,10-trans-geranylgeranyl diphosphate 450.448 C20 H36 O7 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O)C 2.5.1.31 trans, trans-farnesyl diphosphate + Δ3-isopentenyl-PP = 2-cis,6-trans,10-trans-geranylgeranyl diphosphate + diphosphate polyisoprenoid biosynthesis
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 3.1.3.37 H2O + D-sedoheptulose-1,7-bisphosphate = D-sedoheptulose-7-phosphate Calvin cycle
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
D-sedoheptulose-7-phosphate D-Sedoheptulose-7-P*sedoheptulose-7-phosphate*heptulose-7-phosphate*sedoheptulose-7-P 290.163 C7 H15 O10 P1 C(O)C(C(C(C(C(COP(O)(=O)O)O)O)O)O)=O PUBCHEM:165007:*LIGAND-CPD:C00281:*CAS:2646-35-7 2.2.1.1 D-ribose-5-phosphate + D-xylulose-5-phosphate = D-sedoheptulose-7-phosphate + D-glyceraldehyde-3-phosphate glucose fermentation to lactate II
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O mixed acid fermentation
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O TCA cycle variation I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O reductive TCA cycle I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O respiration (anaerobic)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 4.2.1.2 malate = fumarate + H2O TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH mixed acid fermentation
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive TCA cycle I
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.2.1.5 D,L-malic semialdehyde + H2O = malate + H+ carnitine degradation III
malate hydroxysuccinic acid*hydroxybutanedioic acid*malic acid*L-mal*mal*L-malate*(S)-malate*DL-malic acid 134.088 C4 H6 O5 C(CC(C(=O)O)O)(O)=O CAS:97-67-6:*LIGAND-CPD:C00149:*LIGAND-CPD:C00497:*CAS:6915-15-7 1.1.99.16 malate = oxaloacetate TCA cycle
cis-zeatin-9-N-glucoside 381.388 C16 H23 N5 O6 c1(c2(c(ncn1)N(C=N2)C3(C(C(C(C(O3)CO)O)O)O)))NCC=C(C)CO 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = α-longipinene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.9 trans, trans-farnesyl diphosphate = 5-epi-aristolochene + diphosphate capsidiol biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = γ-humulene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = δ-selinene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis I
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis III (via desmosterol)
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate sterol biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.29 Δ3-isopentenyl-PP + trans, trans-farnesyl diphosphate = geranylgeranyl diphosphate + diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = (E)-α-bisabolene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = (E)-β-caryophyllene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 2.5.1.31 trans, trans-farnesyl diphosphate + Δ3-isopentenyl-PP = 2-cis,6-trans,10-trans-geranylgeranyl diphosphate + diphosphate polyisoprenoid biosynthesis
trans, trans-farnesyl diphosphate FPP*farnesyl pyrophosphate*farnesyl-PP*farnesyl diphosphate*2-trans,6-trans-farnesyl diphosphate*(E,E)-farnesyl diphosphate 382.33 C15 H28 O7 P2 CC(=CCCC(=CCCC(=CCOP(OP(O)(=O)O)(=O)O)C)C)C LIGAND-CPD:C00448:*CAS:13058-04-3 4.2.3.- trans, trans-farnesyl diphosphate = longifolene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
pseudotropine 141.213 C8 H15 N1 O1 CN2(C1(CC(O)CC(CC1)2)) NCI:43871*CAS:135-97-7 1.1.1.236 NADP+ + pseudotropine = NADPH + tropinone calystegine biosynthesis
pseudotropine 141.213 C8 H15 N1 O1 CN2(C1(CC(O)CC(CC1)2)) NCI:43871*CAS:135-97-7 calystegine biosynthesis
tyramine tyrosamine*4-(2-Aminoethyl)phenol*p-Hydroxyphenethylamine*2-(p-Hydroxyphenyl)ethylamine 137.181 C8 H11 N1 O1 C(Cc1(ccc(O)cc1))N CAS:51-67-2:*LIGAND-CPD:C00483:*PUBCHEM:5610: 2.3.1.110 feruloyl-CoA + tyramine = N-feruloyltyramine + coenzyme A suberin biosynthesis
cis-3-hexenal 98.144 C6 H10 O1 C(CC=CCC)=O CAS:6789-80-6 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
cis-3-hexenal 98.144 C6 H10 O1 C(CC=CCC)=O CAS:6789-80-6 cis-3-hexenal = cis-3-hexenol 13-LOX and 13-HPL pathway
cis-3-hexenal 98.144 C6 H10 O1 C(CC=CCC)=O CAS:6789-80-6 cis-3-hexenal = trans-2-hexenal 13-LOX and 13-HPL pathway
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(=O)(O)O)C2(OC(Nc1(c(N)c(=O)[nH]c(=O)[nH]1))C(O)C(O)2) LIGAND-CPD:C01268: 1.1.1.193 5-amino-6-(5'-phosphoribitylamino)uracil + NADP+ = 5-amino-6-(5'-phosphoribosylamino)uracil + NADPH + H+ flavin biosynthesis
5-amino-6-(5'-phosphoribosylamino)uracil 5-amino-6-(ribosylamino)-2,4-(1H,3H)-pyrimidinedione 5'-phosphate 354.213 C9 H15 N4 O9 P1 C(OP(=O)(O)O)C2(OC(Nc1(c(N)c(=O)[nH]c(=O)[nH]1))C(O)C(O)2) LIGAND-CPD:C01268: 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + H2O NAD biosynthesis I (from aspartate)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.- dihydroxy-acetone-phosphate + D-erythrose-4-phosphate = D-sedoheptulose-1,7-bisphosphate Calvin cycle
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 respiration (anaerobic)-- electron donors reaction list
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate Calvin cycle
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate sucrose degradation to ethanol and lactate (anaerobic)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate fructose degradation to pyruvate and lactate (anaerobic)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 5.3.1.1 D-glyceraldehyde-3-phosphate = dihydroxy-acetone-phosphate glycolysis I
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate gluconeogenesis
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate sucrose degradation to ethanol and lactate (anaerobic)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis IV (plant cytosol)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate fructose degradation to pyruvate and lactate (anaerobic)
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.13 fructose-1,6-bisphosphate = dihydroxy-acetone-phosphate + D-glyceraldehyde-3-phosphate glycolysis I
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 4.1.2.17 fuculose-1-phosphate = L-lactaldehyde + dihydroxy-acetone-phosphate fucose degradation
dihydroxy-acetone-phosphate DHAP*glycerone-phosphate*dihydroxyacetone 3-phosphate*dihydroxyacetone-P*di-OH-acetone-P*dihydroxyacetone-phosphate 170.058 C3 H7 O6 P1 C(O)C(=O)COP(O)(O)=O LIGAND-CPD:C00111:*CAS:57-04-5 1.1.1.94 sn-glycerol-3-phosphate = dihydroxy-acetone-phosphate + H+ phospholipid biosynthesis I
(22α)-hydroxy-campesterol (22S)-22-hydroxy-campesterol 416.686 C28 H48 O2 CC(C(CC(C(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)O)C)C 1.14.13.- campesterol + O2 + NADPH = (22α)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
(22α)-hydroxy-campesterol (22S)-22-hydroxy-campesterol 416.686 C28 H48 O2 CC(C(CC(C(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)O)C)C (22α)-hydroxy-campesterol = (22α)-hydroxy-campest-4-en-3-one brassinosteroid biosynthesis II
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(CCCN)=O LIGAND-CPD:C00555:*CAS:4390-05-0 1.5.99.6 H2O + spermidine = 4-aminobutanal + 1,3-diaminopropane β-alanine biosynthesis I
4-aminobutanal 4-amino-butyraldehyde*γ-aminobutyraldehyde*4-aminobutyraldehyde 87.121 C4 H9 N1 O1 C(CCCN)=O LIGAND-CPD:C00555:*CAS:4390-05-0 4-aminobutanal = 1-pyrroline + H2O β-alanine biosynthesis I
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(=O)C LIGAND-CPD:C00207:*CAS:67-64-1 4.1.1.4 acetoacetate + H+ = acetone + CO2 acetone degradation (to methylglyoxal)
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(=O)C LIGAND-CPD:C00207:*CAS:67-64-1 4.1.2.37 acetone cyanohydrin = acetone + hydrogen cyanide linamarin degradation
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(=O)C LIGAND-CPD:C00207:*CAS:67-64-1 1.1.1.80 NADP+ + iso-propanol = NADPH + acetone acetone degradation (to methylglyoxal)
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(=O)C LIGAND-CPD:C00207:*CAS:67-64-1 marmesin + NADPH + O2 = psoralen + NADP+ + acetone + H2O linear furanocoumarin biosynthesis
acetone dimethylketone*2-propanone*propanone 58.08 C3 H6 O1 CC(=O)C LIGAND-CPD:C00207:*CAS:67-64-1 1.14.14.1 acetone + NADPH + O2 = acetol + NADP+ + H2O acetone degradation (to methylglyoxal)
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(CC[CH]=O)(=O)O CAS:692-29-5:*LIGAND-CPD:C00232: 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(CC[CH]=O)(=O)O CAS:692-29-5:*LIGAND-CPD:C00232: 4.1.1.71 α-ketoglutarate = succinate semialdehyde + CO2 TCA cycle variation I
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(CC[CH]=O)(=O)O CAS:692-29-5:*LIGAND-CPD:C00232: 1.2.1.16 succinate semialdehyde + NADP+ + H2O = NADPH + succinate TCA cycle variation I
succinate semialdehyde succinyl semialdehyde*succ-S-ald*succinic semialdehyde 102.09 C4 H6 O3 C(CC[CH]=O)(=O)O CAS:692-29-5:*LIGAND-CPD:C00232: 2.6.1.19 α-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
4-(3-pyridyl)-3-butenoate 4-(3-pyridyl)-3-butenoic acid 163.176 C9 H9 N1 O2 c1(ccc(C=CCC(=O)O)cn1) 4-hydroxy-4-(3-pyridyl)-butanoate = 4-(3-pyridyl)-3-butenoate nicotine degradation II
4-(3-pyridyl)-3-butenoate 4-(3-pyridyl)-3-butenoic acid 163.176 C9 H9 N1 O2 c1(ccc(C=CCC(=O)O)cn1) 4-hydroxy-4-(3-pyridyl)-butanoate = 4-(3-pyridyl)-3-butenoate nicotine degradation III
4-(3-pyridyl)-3-butenoate 4-(3-pyridyl)-3-butenoic acid 163.176 C9 H9 N1 O2 c1(ccc(C=CCC(=O)O)cn1) 4-(3-pyridyl)-3-butenoate = 4-(3-pyridyl)-butanoate nicotine degradation II
4-(3-pyridyl)-3-butenoate 4-(3-pyridyl)-3-butenoic acid 163.176 C9 H9 N1 O2 c1(ccc(C=CCC(=O)O)cn1) 4-(3-pyridyl)-3-butenoate = 4-(3-pyridyl)-butanoate nicotine degradation III
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)O)O))O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)3-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2324.839 C120 H200 N2 O37 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)O)O))O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
4-aminobutyrate GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334:*CAS:56-12-2 2.6.1.19 α-ketoglutarate + 4-aminobutyrate = L-glutamate + succinate semialdehyde glutamate degradation III
4-aminobutyrate GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334:*CAS:56-12-2 4.1.1.15 L-glutamate = CO2 + 4-aminobutyrate glutamate degradation III
4-aminobutyrate GABA*4-aminobutyric acid*4-aminobutanoate*γ-aminobutyrate*4-amino-n-butyric acid*γ-amino-n-butyric acid 103.121 C4 H9 N1 O2 C(=O)(O)CCCN LIGAND-CPD:C00334:*CAS:56-12-2 3.5.3.7 H2O + 4-guanidinobutyrate = urea + 4-aminobutyrate arginine degradation X (arginine monooxygenase pathway)
solanyl pyrophosphate 791.039 C45 H76 O7 P2 CC(=CCCC(=CCCC(C)=CCOP(=O)(O)OP(O)(O)=O)C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C homogentisate + solanyl pyrophosphate = 2-methyl-6-solanyl-1,4-benzoquinone + CO2 + diphosphate plastoquinone biosynthesis
18:1-16:3-MGDG 1-18:1-2-16:3-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCC=CCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:3-MGDG = 18:2-16:3-MGDG glycolipid desaturation
18:1-16:3-MGDG 1-18:1-2-16:3-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z,13Z-hexadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 751.052 C43 H74 O10 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCC=CCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:2-MGDG = 18:1-16:3-MGDG glycolipid desaturation
delphinidin delfinidin 303.248 C15 H11 O7 c1(c(cc(c2(c1O=C(C(=C2)O)c3(cc(c(c(c3)O)O)O)))O)O) 2.4.1.115 UDP-D-glucose + delphinidin = UDP + delphinidin-3-O-β-D-glucoside anthocyanin biosynthesis (delphinidin 3-O-glucoside)
delphinidin delfinidin 303.248 C15 H11 O7 c1(c(cc(c2(c1O=C(C(=C2)O)c3(cc(c(c(c3)O)O)O)))O)O) 1.14.11.- leucodelphinidin + O2 + α-ketoglutarate = delphinidin + H2O + CO2 + succinate anthocyanin biosynthesis (delphinidin 3-O-glucoside)
dihydroxy-acetone glycerone*1,3-dihydroxyacetone 90.079 C3 H6 O3 C(O)C(CO)=O LIGAND-CPD:C00184:*NCI:24343:*CAS:96-26-4 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
dihydroxy-acetone glycerone*1,3-dihydroxyacetone 90.079 C3 H6 O3 C(O)C(CO)=O LIGAND-CPD:C00184:*NCI:24343:*CAS:96-26-4 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
ent-copalyl diphosphate ent-CPP*ent-CDP*(-)-CPP*(-)-CDP*(-)-copalyl diphosphate 450.448 C20 H36 O7 P2 CC(CCC2(C1(CCCC([CH]1CCC2=C)(C)C)C))=CCOP(OP(O)(O)=O)(O)=O 4.2.3.19 ent-copalyl diphosphate = diphosphate + ent-kaur-16-ene ent-kaurene biosynthesis
ent-copalyl diphosphate ent-CPP*ent-CDP*(-)-CPP*(-)-CDP*(-)-copalyl diphosphate 450.448 C20 H36 O7 P2 CC(CCC2(C1(CCCC([CH]1CCC2=C)(C)C)C))=CCOP(OP(O)(O)=O)(O)=O 5.5.1.13 geranylgeranyl diphosphate = ent-copalyl diphosphate ent-kaurene biosynthesis
ent-copalyl diphosphate ent-CPP*ent-CDP*(-)-CPP*(-)-CDP*(-)-copalyl diphosphate 450.448 C20 H36 O7 P2 CC(CCC2(C1(CCCC([CH]1CCC2=C)(C)C)C))=CCOP(OP(O)(O)=O)(O)=O ent-copalyl diphosphate = ent-cassa-12,15-diene + diphosphate phytocassane biosynthesis
ent-copalyl diphosphate ent-CPP*ent-CDP*(-)-CPP*(-)-CDP*(-)-copalyl diphosphate 450.448 C20 H36 O7 P2 CC(CCC2(C1(CCCC([CH]1CCC2=C)(C)C)C))=CCOP(OP(O)(O)=O)(O)=O ent-copalyl diphosphate = ent-sandaracopimaradiene + diphosphate oryzalexin A-F biosynthesis
acrylate 72.063 C3 H4 O2 C(C=C)(O)=O 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
acrylate 72.063 C3 H4 O2 C(C=C)(O)=O 3.5.5.7 acrylonitrile + H2O = acrylate + ammonia acrylonitrile degradation
orotidine-5'-phosphate 368.193 C10 H13 N2 O11 P1 c1(=O)(cc(C(=O)O)n(c([nH]1)=O)[CH]2([CH](O)[CH]([CH](COP(O)(O)=O)O2)O)) LIGAND-CPD:C01103:*CAS:2149-82-8 4.1.1.23 orotidine-5'-phosphate = CO2 + UMP de novo biosynthesis of pyrimidine ribonucleotides
orotidine-5'-phosphate 368.193 C10 H13 N2 O11 P1 c1(=O)(cc(C(=O)O)n(c([nH]1)=O)[CH]2([CH](O)[CH]([CH](COP(O)(O)=O)O2)O)) LIGAND-CPD:C01103:*CAS:2149-82-8 2.4.2.10 orotidine-5'-phosphate + diphosphate = 5-phosphoribosyl 1-pyrophosphate + orotate de novo biosynthesis of pyrimidine ribonucleotides
L-1,2-propanediol propane-1,2-diol*propanediol*1,2-propane-diol*L-1,2-propanediol*propylene glycol*1,2-propanediol*1,2-dihydroxypropane 76.095 C3 H8 O2 C(O)C(C)O LIGAND-CPD:C00583:*CAS:57-55-6 1.1.1.77 NADH + L-lactaldehyde = NAD+ + L-1,2-propanediol fucose degradation
dihydrozeatin-7-N-dihydrozeatin 383.403 C16 H25 N5 O6 c1(c2(c(ncn1)N=CN2C3(C(C(C(C(O3)CO)O)O)O)))NCCC(C)CO 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(C(CC(O1)n2(c([nH]c(=O)c(c2)C)=O))O) LIGAND-CPD:C00214:*CAS:50-89-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(C(CC(O1)n2(c([nH]c(=O)c(c2)C)=O))O) LIGAND-CPD:C00214:*CAS:50-89-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(C(CC(O1)n2(c([nH]c(=O)c(c2)C)=O))O) LIGAND-CPD:C00214:*CAS:50-89-5 2.4.2.4 thymidine = deoxyribose-1-phosphate + thymine salvage pathways of purine and pyrimidine nucleotides
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(C(CC(O1)n2(c([nH]c(=O)c(c2)C)=O))O) LIGAND-CPD:C00214:*CAS:50-89-5 2.4.2.4 thymidine = deoxyribose-1-phosphate + thymine (deoxy)ribose phosphate degradation
thymidine deoxythymidine 242.231 C10 H14 N2 O5 C(O)C1(C(CC(O1)n2(c([nH]c(=O)c(c2)C)=O))O) LIGAND-CPD:C00214:*CAS:50-89-5 2.4.2.4 thymidine = deoxyribose-1-phosphate + thymine salvage pathways of pyrimidine deoxyribonucleotides
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(OP(O)(O)=O)C(N)C(=O)O CAS:407-41-0:*LIGAND-CPD:C01005:*CAS:17885-08-4: 2.6.1.52 3-phospho-serine + α-ketoglutarate = L-glutamate + 3-phospho-hydroxypyruvate serine biosynthesis
3-phospho-serine O-phospho-L-serine*serine phosphate*phosphorylserine*seryl phosphate*3-P-serine*serine-3-p*serine-3-phosphate*phosphoserine*P-serine*3-phospho-1-serine*P-ser*3-phosphoserine 185.073 C3 H8 N1 O6 P1 C(OP(O)(O)=O)C(N)C(=O)O CAS:407-41-0:*LIGAND-CPD:C01005:*CAS:17885-08-4: 3.1.3.3 3-phospho-serine + H2O = L-serine serine biosynthesis
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC2(CCCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC2(CCCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA12 + O2 + α-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC2(CCCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC2(CCCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA12 + α-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
GA12 gibberellin A12*gibberellin A12*GA12 332.439 C20 H28 O4 CC2(CCCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA12 + α-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.5.99.6 H2O + spermidine = 4-aminobutanal + 1,3-diaminopropane β-alanine biosynthesis I
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 β-alanine biosynthesis I
1,3-diaminopropane Trimethylenediamine*1,3-Propanediamine*Propane-1,3-diamine*1,3-DAP 74.125 C3 H10 N2 C(N)CCN CAS:109-76-2 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 β-alanine biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.17 nicotine + UDP-D-glucuronate = nicotine-Glucuronide + UDP nicotine degradation II
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-β-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis II
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl β-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.15 UDP-D-glucose + α-D-glucose 6-phosphate = UDP + trehalose 6-phosphate trehalose biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- trans-zeatin-O-glucoside + UDP-D-glucose = trans-zeatin-O-glucoside-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 1.17.4.- UDP = dUDP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.12 UDP-D-glucose = UDP cellulose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.2.34 UDP-L-arabinose + indol-3-yl-acetyl-myo-inositol = UDP + indole-3-yl-acetyl-myo-inositol L-arabinoside IAA conjugate biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.182 2,3-bis(3-hydroxymyristoyl)-β-D-glucosaminyl 1-phosphate + UDP-2,3-bis(3-hydroxymyristoyl)glucosamine = lipid A disaccharide + UDP lipid-A-precursor biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.13 UDP-D-glucose = sucrose + UDP sucrose degradation III
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.13 UDP-D-glucose = sucrose + UDP sucrose degradation to ethanol and lactate (anaerobic)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.13 UDP-D-glucose = sucrose + UDP galactose degradation II
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.13 UDP-D-glucose = sucrose + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.114 2-coumarate + UDP-D-glucose = trans-β-D-Glucosyl-2-hydroxycinnamate + UDP coumarin biosynthesis (via 2-coumarate)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.115 UDP-D-glucose + pelargonidin = UDP + pelargonidin-3-O-β-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.115 UDP-D-glucose + delphinidin = UDP + delphinidin-3-O-β-D-glucoside anthocyanin biosynthesis (delphinidin 3-O-glucoside)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.238 delphinidin-3,5-diglucoside + UDP-D-glucose = delphinidin 3,5,3'-triglucoside + UDP gentiodelphin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 UDP-sulfoquinovose = sulfoquinovosyldiacylglycerol + UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- delphinidin 3-O-glucosyl-5-O-caffeoylglucoside + UDP-D-glucose = delphinidin 3-O-glucosyl-5-O-caffeoylglucoside-3'-O-glucoside + UDP gentiodelphin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 1.17.4.1 dUDP + H2O = UDP de novo biosynthesis of pyrimidine deoxyribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.241 UDP-galactose = UDP glycolipid biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- hydroxy-β-cyclocitral + UDP-D-glucose = picrocrocin + UDP crocetin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.17 trans-3'-hydroxycotinine + UDP-D-glucuronate = trans-3-hydroxycotinine-glucuronide + UDP nicotine degradation III
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- dihydrozeatin-9-N-glucoside + UDP-D-glucose = dihydrozeatin-9-N-glucoside-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-β-1-D-glucose + UDP IAA conjugate biosynthesis II
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.121 indole-3-acetate + UDP-D-glucose = indole-3-acetyl-β-1-D-glucose + UDP IAA conjugate biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.17 cotinine + UDP-D-glucuronate = cotinine-glucuronide + UDP nicotine degradation III
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-β-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- isopentenyladenine + UDP-D-glucose = isopentenyladenine-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.156 indol-3-yl-acetyl-myo-inositol + UDP-galactose = 5-O-(indol-3-ylacetyl-myo-inositol) D-galactoside + UDP IAA conjugate biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- benzyladenine + UDP-D-glucose = benzyladenine-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.- delphinidin-3-O-β-D-glucoside + UDP-D-glucose = delphinidin-3,5-diglucoside + UDP gentiodelphin biosynthesis
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.227 UDP-N-acetyl-D-glucosamine = UDP peptidoglycan biosynthesis I
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
UDP uridine-diphosphate*uridine-5'-diphosphate 404.163 C9 H14 N2 O12 P2 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00015:*CAS:58-98-0 2.4.1.46 UDP-galactose = UDP glycolipid biosynthesis
5,10-methenyltetrahydromethanopterin methenyl-H4MPT*N5,N10-methenyltetrahydromethanopterin*5,10-methenyl-H4MPT*N5,N10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-tetrahydromethanopterin 786.685 C31 H43 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(C=[N+](c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) LIGAND-CPD:C04330: 1.12.98.2 5,10-methenyltetrahydromethanopterin + H2 = 5,10-methylene-tetrahydromethanopterin + H+ methanogenesis from CO2
5,10-methenyltetrahydromethanopterin methenyl-H4MPT*N5,N10-methenyltetrahydromethanopterin*5,10-methenyl-H4MPT*N5,N10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-tetrahydromethanopterin 786.685 C31 H43 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(C=[N+](c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) LIGAND-CPD:C04330: 3.5.4.27 5,10-methenyltetrahydromethanopterin + H2O = 5-formyl-tetrahydromethanopterin methanogenesis from CO2
5,10-methenyltetrahydromethanopterin methenyl-H4MPT*N5,N10-methenyltetrahydromethanopterin*5,10-methenyl-H4MPT*N5,N10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-5,6,7,8-tetrahydromethanopterin*5,10-methenyl-tetrahydromethanopterin 786.685 C31 H43 N6 O16 P1 C[CH]5([NH]c1(nc(N)[nH]c(=O)c1N4(C=[N+](c2(ccc(cc2)CC(O)C(O)C(O)COC3(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)3)))[CH](C)[CH]45))) LIGAND-CPD:C04330: 1.5.99.9 5,10-methylene-tetrahydromethanopterin = 5,10-methenyltetrahydromethanopterin methanogenesis from CO2
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis from threonine
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 6.1.1.3 L-threonine + ATP = diphosphate + AMP tRNA charging pathway
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 4.2.3.1 O-phospho-L-homoserine + H2O = L-threonine threonine biosynthesis from homoserine
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation II
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation III (to methylglyoxal)
L-threonine T*thr*thre*L-thr*threonine*2-amino-3-hydroxybutyric acid 119.12 C4 H9 N1 O3 C(=O)(C(N)C(O)C)O LIGAND-CPD:C00188:*CAS:72-19-5 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH aminopropanol biosynthesis
salicyloyl-CoA 887.641 C28 H40 N7 O18 P3 S1 C(NCCC(=O)NCCSC(c1(ccccc1O))=O)(=O)C(O)C(COP(OP(OCC4(C(OP(O)(=O)O)C(C(n2(cnc3(c2ncnc(N)3)))O4)O))(=O)O)(O)=O)(C)C salicyloyl-CoA + H2O = salicylate + coenzyme A salicylate biosynthesis
salicyloyl-CoA 887.641 C28 H40 N7 O18 P3 S1 C(NCCC(=O)NCCSC(c1(ccccc1O))=O)(=O)C(O)C(COP(OP(OCC4(C(OP(O)(=O)O)C(C(n2(cnc3(c2ncnc(N)3)))O4)O))(=O)O)(O)=O)(C)C benzoyl-CoA = salicyloyl-CoA salicylate biosynthesis
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(CC(C=C(C1(O)C=CC(=CC(O)=O)C)C)=O)C 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
(+)-abscisate abscisic acid*ABA*abscisate*(+)-ABA*(+)-S-ABA*abscisin II*2-cis-ABA 264.321 C15 H20 O4 CC1(CC(C=C(C1(O)C=CC(=CC(O)=O)C)C)=O)C 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
L-2-acetamido-6-oxoheptanedioate N-acetyl-L-2-amino-6-oxo-pimelate*N-acetyl-2-amino-6-ketopimelate 231.205 C9 H13 N1 O6 CC(=O)NC(CCCC(=O)C(=O)O)C(=O)O L-2-acetamido-6-oxoheptanedioate + L-glutamate = N-acetyl-L,L-2,6-diaminopimelate + α-ketoglutarate lysine biosynthesis II
L-2-acetamido-6-oxoheptanedioate N-acetyl-L-2-amino-6-oxo-pimelate*N-acetyl-2-amino-6-ketopimelate 231.205 C9 H13 N1 O6 CC(=O)NC(CCCC(=O)C(=O)O)C(=O)O 2.3.1.89 acetyl-CoA + tetrahydrodipicolinate + H2O = coenzyme A + L-2-acetamido-6-oxoheptanedioate lysine biosynthesis II
(-)-camphene (-)-(1S,4R)-camphene 136.236 C10 H16 C=C1(C2(CCC(C1(C)C)C2)) 4.2.3.- geranyl-PP = (-)-camphene + diphosphate oleoresin monoterpene volatiles biosynthesis
dimethylsulfide reduced dimethyl sulfoxide*dimethyl sulphide*dimethylsulphide*DMS*dimethyl sulfide 62.129 C2 H6 S1 CSC PUBCHEM:1068:*LIGAND-CPD:C00580:*CAS:75-18-3 2.1.1.19 tetrahydrofolate + trimethyl sulfonium = dimethylsulfide + 5-methyl-THF folate transformations
O-succinylbenzoyl-CoA 2-Succinylbenzoyl-CoA*Succinylbenzoyl-CoA*2-(3'-carboxypropionyl)benzoyl-CoA 971.716 C32 H44 N7 O20 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(=O)c4(ccccc4C(=O)CCC(O)=O))=O)O)(C)C)(=O)O)))N LIGAND-CPD:C03160: 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
O-succinylbenzoyl-CoA 2-Succinylbenzoyl-CoA*Succinylbenzoyl-CoA*2-(3'-carboxypropionyl)benzoyl-CoA 971.716 C32 H44 N7 O20 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(=O)c4(ccccc4C(=O)CCC(O)=O))=O)O)(C)C)(=O)O)))N LIGAND-CPD:C03160: 4.1.3.36 O-succinylbenzoyl-CoA = coenzyme A + 1,4-dihydroxy-2-naphthoate menaquinone biosynthesis
enterobactin Enterochelin 669.554 C30 H27 N3 O15 C(=O)(c1(c(c(ccc1)O)O))NC4(COC(C(NC(c2(cccc(c2O)O))=O)COC(C(NC(c3(c(O)c(ccc3)O))=O)COC(=O)4)=O)=O) ATP + L-serine + 2,3-dihydroxybenzoate = enterobactin + diphosphate + AMP enterobactin biosynthesis
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576:*CAS:7418-61-3 betaine aldehyde hydrate = betaine aldehyde + H2O glycine betaine biosynthesis III (plants)
betaine aldehyde glycine betaine aldehyde 102.156 C5 H12 N1 O1 C(=O)CN(C)(C)C LIGAND-CPD:C00576:*CAS:7418-61-3 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
9'-cis-neoxanthin 9cNeox*9c-neoxanthin*9'-cis-neoxanthin 600.88 C40 H56 O4 CC(=CC=CC(=CC=CC=C(C)C=CC=C(C=CC12(C(CC(CC1(C)C)O)(O2)C))C)C)C=C=C3(C(O)(C)CC(O)CC(C)(C)3) 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
9'-cis-neoxanthin 9cNeox*9c-neoxanthin*9'-cis-neoxanthin 600.88 C40 H56 O4 CC(=CC=CC(=CC=CC=C(C)C=CC=C(C=CC12(C(CC(CC1(C)C)O)(O2)C))C)C)C=C=C3(C(O)(C)CC(O)CC(C)(C)3) trans-neoxanthin = 9'-cis-neoxanthin abscisic acid biosynthesis
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(O)=O LIGAND-CPD:C01102: 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(O)=O LIGAND-CPD:C01102: 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(O)=O LIGAND-CPD:C01102: 4.2.3.1 O-phospho-L-homoserine + H2O = L-threonine threonine biosynthesis from homoserine
O-phospho-L-homoserine o-phosphohomoserine 199.1 C4 H10 N1 O6 P1 C(O)(=O)C(N)CCOP(O)(O)=O LIGAND-CPD:C01102: 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine methionine biosynthesis II
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC4(OC(OP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]c(N)nc23))))C(O)C(O)C(=O)4) LIGAND-CPD:C01222: 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-D-rhamnose biosynthesis
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC4(OC(OP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]c(N)nc23))))C(O)C(O)C(=O)4) LIGAND-CPD:C01222: 4.2.1.47 GDP-D-mannose = H2O + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC4(OC(OP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]c(N)nc23))))C(O)C(O)C(=O)4) LIGAND-CPD:C01222: 1.1.1.271 NADP+ + GDP-L-fucose = NADPH + GDP-4-dehydro-6-deoxy-D-mannose GDP-L-fucose biosynthesis I (from GDP-D-mannose)
GDP-4-dehydro-6-deoxy-D-mannose GDP-4-keto-6-deoxymannose*GDP-4-keto-6-deoxy-D-mannose*GDP-4-dehydro-6-deoxy-D-talose*GDP-4-oxo-6-deoxy-D-mannose*GDP-4-oxo-6-deoxymannose 587.33 C16 H23 N5 O15 P2 CC4(OC(OP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n3(cnc2(c(=O)[nH]c(N)nc23))))C(O)C(O)C(=O)4) LIGAND-CPD:C01222: 1.1.1.187 GDP-D-rhamnose = GDP-4-dehydro-6-deoxy-D-mannose + H+ GDP-D-rhamnose biosynthesis
(-)-carvone 150.22 C10 H14 O1 C=C(C1(CC(C(=CC1)C)=O))C CAS:6485-40-1 1.1.1.243 (-)-trans-carveol + NADP+ = (-)-carvone + NADPH + H+ menthol biosynthesis
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C2([NH]c1(c([nH]c(nc1NC2)N)=O)))Nc3(ccc(C(NC(C(O)=O)CCC(NC(C(O)=O)CCC(NC(C(O)=O)CCC=O)=O)=O)=O)cc3) LIGAND-CPD:C04144: 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosylmethionine biosynthesis
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C2([NH]c1(c([nH]c(nc1NC2)N)=O)))Nc3(ccc(C(NC(C(O)=O)CCC(NC(C(O)=O)CCC(NC(C(O)=O)CCC=O)=O)=O)=O)cc3) LIGAND-CPD:C04144: 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C2([NH]c1(c([nH]c(nc1NC2)N)=O)))Nc3(ccc(C(NC(C(O)=O)CCC(NC(C(O)=O)CCC(NC(C(O)=O)CCC=O)=O)=O)=O)cc3) LIGAND-CPD:C04144: 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis I
tetrahydropteroyltri-L-glutamate 687.665 C29 H37 N9 O11 C(C2([NH]c1(c([nH]c(nc1NC2)N)=O)))Nc3(ccc(C(NC(C(O)=O)CCC(NC(C(O)=O)CCC(NC(C(O)=O)CCC=O)=O)=O)=O)cc3) LIGAND-CPD:C04144: 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5:*LIGAND-CPD:C01326: 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = H2O + ethylene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5:*LIGAND-CPD:C01326: 4.1.2.37 acetone cyanohydrin = acetone + hydrogen cyanide linamarin degradation
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5:*LIGAND-CPD:C01326: 2.8.1.2 hydrogen cyanide + 3-mercaptopyruvate = pyruvate + thiocyanate L-cysteine degradation III
hydrogen cyanide cyanide*hydrocyanic acid 27.026 C1 H1 N1 [CH]#N CAS:57-12-5:*LIGAND-CPD:C01326: 2.8.1.1 thiosulfate + hydrogen cyanide = sulfite + thiocyanate thiosulfate disproportionation III (rhodanese)
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis II
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide tetrahydrofolate biosynthesis I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 2.1.2.2 N10-formyl-THF + 5-phospho-ribosyl-glycineamide = tetrahydrofolate + 5'-phosphoribosyl-N-formylglycineamide purine nucleotides de novo biosynthesis I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
5-phospho-ribosyl-glycineamide N1-(5-Phospho-D-ribosyl)glycinamide*5'-phosphoribosylglycinamide*5'-phosphoribosylglycineamide*5'-p-ribosylglycinamide*5'-p-ribosylglycineamide*GAR 286.178 C7 H15 N2 O8 P1 C(N[CH]1(O[CH]([CH](O)[CH]1O)COP(O)(O)=O))(CN)=O LIGAND-CPD:C03838: 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 4.1.1.1 2-ketoisocaproate = 3-methylbutanal + CO2 leucine degradation III
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 2.6.1.42 L-leucine + α-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation III
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 2.6.1.42 L-leucine + α-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine biosynthesis
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 2.6.1.42 L-leucine + α-ketoglutarate = L-glutamate + 2-ketoisocaproate leucine degradation I
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
2-ketoisocaproate 2-keto-4-methyl-pentanoate*2-oxoisocaproate*4-methyl-2-oxopentanoate*2-oxo-4-methylpentanoate*α-ketoisocaproate*α-oxoisocaproate 130.143 C6 H10 O3 CC(C)CC(C(O)=O)=O LIGAND-CPD:C00233:*CAS:816-66-0 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
4α-methylfecosterol 4α-methyl-5α-ergosta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C([CH]1CCC(C(CC2)3)=4)C)O)C))(C)))C)=C)C 5.3.3.5 4α-methylfecosterol = 24-methylenelophenol sterol biosynthesis
4α-methylfecosterol 4α-methyl-5α-ergosta-8,24-dien-3β-ol 412.698 C29 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C([CH]1CCC(C(CC2)3)=4)C)O)C))(C)))C)=C)C 1.3.1.70 (4α)-methyl-(5α)-ergosta-8,14,24(28)-trien-3β-ol + NADPH = 4α-methylfecosterol + NADP+ sterol biosynthesis
sitosterol 414.713 C29 H50 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)CC)C 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH sterol biosynthesis
sitosterol 414.713 C29 H50 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)CC)C Δ24-25-sitosterol = sitosterol sterol biosynthesis
butyryl phosphate butyryl-P*butanoyl phosphate*phosphobutyrate 168.086 C4 H9 O5 P1 C(CCC)(OP(O)(O)=O)=O 2.3.1.19 butyryl-CoA = butyryl phosphate + coenzyme A acetyl CoA fermentation to butyrate
butyryl phosphate butyryl-P*butanoyl phosphate*phosphobutyrate 168.086 C4 H9 O5 P1 C(CCC)(OP(O)(O)=O)=O 2.7.2.7 butyrate + ATP = butyryl phosphate + ADP acetyl CoA fermentation to butyrate
3-hydroxy-propionate 3-Hydroxypropanoate*β-hydroxypropionate*3-Hydroxypropanoic acid*3-Hydropropionic acid*Hydracrylic acid 90.079 C3 H6 O3 C(O)(CCO)=O CAS:96-26-4*CAS:503-66-2 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde β-alanine biosynthesis II
3-hydroxy-propionate 3-Hydroxypropanoate*β-hydroxypropionate*3-Hydroxypropanoic acid*3-Hydropropionic acid*Hydracrylic acid 90.079 C3 H6 O3 C(O)(CCO)=O CAS:96-26-4*CAS:503-66-2 3.1.2.4 3-hydroxypropionyl-CoA + H2O = 3-hydroxy-propionate + coenzyme A β-alanine biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP reductive TCA cycle I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP gluconeogenesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP glycolysis I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 3.3.2.1 H2O + isochorismate = pyruvate + 2,3-dihydro-2,3-dihydroxybenzoate enterobactin biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.6.1.30 pyruvate + pyridoxamine = L-alanine + pyridoxal pyridoxamine anabolism
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.2.4 D-lactate = pyruvate aerobic respiration -- electron donors reaction list
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.2.4 D-lactate = pyruvate methylglyoxal degradation I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 mixed acid fermentation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate sucrose degradation to ethanol and lactate (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate fructose degradation to pyruvate and lactate (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate glucose fermentation to lactate II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.4.1.1 H2O = pyruvate + ammonia glutathione-mediated detoxification
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: L-lactate = pyruvate fucose degradation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: L-lactate = pyruvate aerobic respiration -- electron donors reaction list
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: L-lactate = pyruvate respiration (anaerobic)-- electron donors reaction list
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.1.3.27 chorismate + L-glutamine = L-glutamate + anthranilate + pyruvate tryptophan biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.6.1.58 pyruvate + L-phenylalanine = phenylpyruvate + L-alanine phenylalanine degradation III
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.3.1.54 formate + acetyl-CoA = pyruvate + coenzyme A mixed acid fermentation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.3.1.54 formate + acetyl-CoA = pyruvate + coenzyme A respiration (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: isochorismate = salicylate + pyruvate salicylate biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 3-sulfinyl-pyruvate + H2O = sulfite + pyruvate L-cysteine degradation I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 reductive TCA cycle I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 D-lactate fermentation to propionate and acetate
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 glutamate degradation VII (to butyrate)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.6.1.2 α-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.6.1.2 α-ketoglutarate + L-alanine = L-glutamate + pyruvate alanine degradation III
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.40 NADP+ + malate = NADPH + CO2 + pyruvate gluconeogenesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 pyridoxal 5'-phosphate biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 thiamine biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.2.1.7 pyruvate + D-glyceraldehyde-3-phosphate = 1-deoxy-D-xylulose 5-phosphate + CO2 methylerythritol phosphate pathway
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.1.3.16 D-4-hydroxy-2-keto-glutarate = glyoxylate + pyruvate 4-hydroxyproline degradation I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.8.1.2 hydrogen cyanide + 3-mercaptopyruvate = pyruvate + thiocyanate L-cysteine degradation III
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone biosynthesis
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.2.4.1 pyruvate = CO2 pyruvate dehydrogenase complex
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 4.1.3.38 4-amino-4-deoxychorismate = p-aminobenzoate + pyruvate tetrahydrofolate biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate mixed acid fermentation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate D-lactate fermentation to propionate and acetate
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate mixed acid fermentation
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate sucrose degradation to ethanol and lactate (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate respiration (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glycolysis IV (plant cytosol)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate fructose degradation to pyruvate and lactate (anaerobic)
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glucose fermentation to lactate II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glycolysis I
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.6.1.18 malonate semialdehyde + L-alanine = β-alanine + pyruvate β-alanine biosynthesis II
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.2.1.6 pyruvate + 2-oxobutanoate = 2-aceto-2-hydroxy-butyrate + CO2 isoleucine biosynthesis from threonine
pyruvate alpha-ketopropionic acid*BTS*α-ketopropionic acid*acetylformic acid*pyroracemic acid*2-oxopropanoic acid*pyruvic acid*2-oxopropanoate*2-oxo-propionic acid 88.063 C3 H4 O3 C(C(C)=O)(=O)O LIGAND-CPD:C00022:*CAS:127-17-3*LIGAND-CPD:c00022:*UM-BBD-CPD:c0159: 2.2.1.6 pyruvate = 2-acetolactate + CO2 valine biosynthesis
5α-cholesta-7,24-dien-3β-ol 5α-cholesta-7,24-dien-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 384.644 C27 H44 O1 CC(C)=CCCC(C)C3(CCC2(C4(=CCC1(CC(O)CCC(C)1C(CCC(C)23)4)))) 1.3.1.72 5α-cholesta-7,24-dien-3β-ol + NADPH = lathosterol + NADP+ cholesterol biosynthesis I
5α-cholesta-7,24-dien-3β-ol 5α-cholesta-7,24-dien-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 384.644 C27 H44 O1 CC(C)=CCCC(C)C3(CCC2(C4(=CCC1(CC(O)CCC(C)1C(CCC(C)23)4)))) 5.3.3.5 zymosterol = 5α-cholesta-7,24-dien-3β-ol cholesterol biosynthesis I
5α-cholesta-7,24-dien-3β-ol 5α-cholesta-7,24-dien-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 384.644 C27 H44 O1 CC(C)=CCCC(C)C3(CCC2(C4(=CCC1(CC(O)CCC(C)1C(CCC(C)23)4)))) 5.3.3.5 zymosterol = 5α-cholesta-7,24-dien-3β-ol cholesterol biosynthesis III (via desmosterol)
5α-cholesta-7,24-dien-3β-ol 5α-cholesta-7,24-dien-3-β-ol*(24R)-cholest-5-ene 3-β,7-α,24-triol 384.644 C27 H44 O1 CC(C)=CCCC(C)C3(CCC2(C4(=CCC1(CC(O)CCC(C)1C(CCC(C)23)4)))) 1.14.21.6 5α-cholesta-7,24-dien-3β-ol + O2 = 7-dehydrodesmosterol + H2O cholesterol biosynthesis III (via desmosterol)
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067:*CAS:50-00-0 2.2.1.3 formaldehyde + D-xylulose-5-phosphate = dihydroxy-acetone + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067:*CAS:50-00-0 1.5.99.2 dimethylglycine + H2O = formaldehyde + sarcosine glycine betaine degradation
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067:*CAS:50-00-0 nicotine + H2O = nornicotine + formaldehyde nicotine degradation II
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067:*CAS:50-00-0 4.4.1.22 S-hydroxymethylglutathione = formaldehyde + glutathione formaldehyde oxidation II (glutathione-dependent)
formaldehyde formalin*methanal*formol 30.026 C1 H2 O1 [CH2]=O LIGAND-CPD:C00067:*CAS:50-00-0 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
GDP-L-galactose 605.345 C16 H25 N5 O16 P2 C(C4(C(C(C(C(OP(OP(OCC3(C(C(C(n2(c1(c(c([nH]c(n1)N)=O)nc2)))O3)O)O))(O)=O)(O)=O)O4)O)O)O))O 5.1.3.- GDP-L-gulose = GDP-L-galactose ascorbate biosynthesis
GDP-L-galactose 605.345 C16 H25 N5 O16 P2 C(C4(C(C(C(C(OP(OP(OCC3(C(C(C(n2(c1(c(c([nH]c(n1)N)=O)nc2)))O3)O)O))(O)=O)(O)=O)O4)O)O)O))O GDP-L-galactose + H2O = L-galactose + GMP ascorbate biosynthesis
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-isopropylmalate 176.169 C7 H12 O5 C(=O)(CC(O)(C(C)C)C(O)=O)O LIGAND-CPD:C02504: 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
2-isopropylmalate 3-hydroxy-4-methyl-3-carboxypentanoate*3-carboxy-3-hydroxy-4-methylpentanoate*3-carboxy-3-hydroxy-isocaproate*α-isopropylmalate*(2S)-2-isopropylmalate 176.169 C7 H12 O5 C(=O)(CC(O)(C(C)C)C(O)=O)O LIGAND-CPD:C02504: 4.2.1.33 2-isopropylmalate = 3-isopropylmalate leucine biosynthesis
(-)-menthol 156.267 C10 H20 O1 CC(C1(CCC(CC1O)C))C NCI:62788*CAS:2216-51-5 1.1.1.207 NADP+ + (-)-menthol = (-)-menthone + NADPH menthol biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 4-coumarate + NADPH + O2 = H2O + NADP+ suberin biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 4-coumarate + NADPH + O2 = H2O + NADP+ free phenylpropanoid acid biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
4-coumarate p-coumarate*trans-4-hydroxycinnamate*p-coumaric acid*4-Hydroxycinnamic acid*4-Hydroxycinnamate*coumarate 164.16 C9 H8 O3 C(O)(=O)C=Cc1(ccc(cc1)O) CAS:7400-08-0 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate UDP-N-acetylmuramoyl-L-alanyl-D-γ-glutamyl-meso-2,6-diaminopimelate*UDP-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-meso-diaminopimelate*UDP-MurNAc-L-Ala-D-Glu-mesoA2pm 1050.79 C35 H55 N7 O26 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)NC(CCCC(N)C(=O)O)C(=O)O)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C04877: 6.3.2.13 UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + meso-diaminopimelate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + ADP peptidoglycan biosynthesis I
UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate UDP-N-acetylmuramoyl-L-alanyl-D-γ-glutamyl-meso-2,6-diaminopimelate*UDP-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-meso-diaminopimelate*UDP-MurNAc-L-Ala-D-Glu-mesoA2pm 1050.79 C35 H55 N7 O26 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)NC(CCCC(N)C(=O)O)C(=O)O)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C04877: 6.3.2.10 UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + D-alanyl-D-alanine + ATP = ADP peptidoglycan biosynthesis I
oryzalexin S 304.472 C20 H32 O2 C(O)C1(CC(O)CC2(C)(C34(CCC(C(C)=CC(CC[CH]12)3)C4)))C stemar-13-ene = oryzalexin S Oryzalexin S biosynthesis
avenasterol 412.698 C29 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CC=C(C(CC2)3)4)O)C))(C)))C)=CC)C 1.3.3.- avenasterol = 5-dehydroavenasterol sterol biosynthesis
avenasterol 412.698 C29 H48 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C[CH]1CC=C(C(CC2)3)4)O)C))(C)))C)=CC)C 2.1.1.- 24-ethylidenelophenol = avenasterol sterol biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)O)O3) trans-zeatin riboside monophosphate + H2O = trans-zeatin riboside trans-zeatin biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)O)O3) trans-zeatin riboside monophosphate = trans-zeatin + D-ribose-5-phosphate trans-zeatin biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)O)O3) trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate trans-zeatin biosynthesis
trans-zeatin riboside monophosphate ZMP*tZRMP 431.341 C15 H22 N5 O8 P1 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)O)O3) isopentenyladenosine-5'-monophosphate + NADPH + H2O = trans-zeatin riboside monophosphate + NADP+ trans-zeatin biosynthesis
6G-kestotriose kestotriose 504.441 C18 H32 O16 C(O)C3(C(O)C(C(CO)(OC1(OC(C(O)C(O)C(O)1)COC2(CO)(C(C(O)C(O2)CO)O)))O3)O) 3.2.1.- 6G,6-kestotetraose + H2O = 6G-kestotriose fructan degradation
6G-kestotriose kestotriose 504.441 C18 H32 O16 C(O)C3(C(O)C(C(CO)(OC1(OC(C(O)C(O)C(O)1)COC2(CO)(C(C(O)C(O2)CO)O)))O3)O) 2.4.1.- 1-kestotriose + sucrose = 6G-kestotriose + sucrose fructan biosynthesis
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.3.99.3 FADH2 + acrylyl-CoA = FAD + propionyl-CoA β-alanine biosynthesis II
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.3.99.3 FAD = FADH2 fatty acid β-oxidation I
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.12 trans-zeatin riboside + H2O + FAD = adenosine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 1.5.99.12 isopentenyl adenosine + H2O + FAD = adenosine + 3-methyl-2-butenal + FADH2 cytokinins degradation
FAD flavin adenine dinucleotide oxidized*flavin adenine dinucleotide*flavitan 785.556 C27 H33 N9 O15 P2 Cc2(c(cc3(nc1(c(=NC([NH]C1=O)=O)n(c(c2)3)CC(O)C(C(COP(=O)(OP(=O)(OCC6(O[CH](n5(c4(ncnc(c4nc5)N)))[CH]([CH]6O)O))O)O)O)O)))C) LIGAND-CPD:C00016:*CAS:146-14-5 glutaryl-CoA + FAD = glutaconyl-CoA + FADH2 glutaryl-CoA degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.7 squalene + NADPH + O2 = (S)-2,3-Epoxysqualene + NADP+ + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA34 + α-ketoglutarate + O2 = GA34-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 liquiritigenin + NADPH + O2 = 6,7,4'-trihydroxyflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- dihydrokaempferol + NADPH + O2 = dihydromyricetin + NADP+ + H2O leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 4.1.1.- D-ribulose-1,5-bisphosphate + O2 = 2-phosphoglycolate + 3-phosphoglycerate + H+ photorespiration
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 calycosin + NADPH + O2 = pseudobaptigenin + NADP+ + H2O maackiain biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA51 + α-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.79 ent-kaurenoate + O2 + NADPH = ent-7-α-hydroxykaurenoate + H2O + NADP+ GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.-.- 6-deoxocathasterone + O2 = 6-deoxoteasterone + H2O brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA8 + α-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.5 O2 + pyridoxine-5'-phosphate = H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.1 O2 + dihydroorotate = H2O2 + orotate de novo biosynthesis of pyrimidine ribonucleotides
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.7.3.3 urate + O2 + H2O = 5-hydroxyisourate + H2O2 ureide biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13-HPOT 13-LOX and 13-HPL pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.12 O2 + linolenate = 13-HPOT jasmonic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA53 + α-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 chlorophyll b + H2O + NADP+ = 7-hydroxy-chlorophyll a + O2 + NADPH chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 O2 + H+ = trimethylamine + D,L-malic semialdehyde + H2O carnitine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucopelargonidin and leucocyanidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.21 dihydrokaempferol + NADPH + O2 = dihydroquercetin + NADP+ + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA29 + α-ketoglutarate + O2 = GA29-catabolite + succinate + CO2 + H2O gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.11 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 4-coumarate phenylpropanoid biosynthesis, initial reactions
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- α-carotene + NADPH + O2 = zeinoxanthin + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.7.3.3 urate + O2 = allantoin + CO2 + H2O2 purine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.12.1 O2 + L-arginine = 4-guanidinobutyramide + H2O + CO2 arginine degradation X (arginine monooxygenase pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.23 dihydrokaempferol + α-ketoglutarate + O2 = kaempferol + succinate + CO2 + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA12 + O2 + α-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 β-alanine biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.47 (-)-limonene + NADPH + H+ + O2 = (-)-trans-Isopiperitenol + NADP+ + H2O menthol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA24 + α-ketoglutarate + O2 = GA36 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.9 O2 + NADPH + loganin = H2O + NADP+ + secologanin secologanin and strictosidine biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 cotinine + NADPH + O2 = N'-hydroxymethyl-norcotinine + NADP+ + H2O nicotine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA4 + α-ketoglutarate + O2 = GA34 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA9 + α-ketoglutarate + O2 = GA4 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-methyl-cholesta-8-enol + O2 = 4α-hydroxymethyl-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA36 + O2 + α-ketoglutarate = GA4 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA15 + α-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- β-cryptoxanthin + O2 = zeaxanthin + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA19 + O2 + α-ketoglutarate = GA20 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-5-α-cholesta-8,14,24-trien-3-β-ol + NADP+ + H2O + formate cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-5-α-cholesta-8,14,24-trien-3-β-ol + NADP+ + H2O + formate cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol + formate + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + O2 = (+)-7-isojasmonate + acetate jasmonic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.12 GA44 + α-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.30 O2 + neurosporene = H2O + trans-lycopene carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + H2O + NADP+ chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- leucocyanidin + α-ketoglutarate + O2 = cyanidin + succinate + CO2 + H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA20 + α-ketoglutarate + O2 = GA29 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA19 + O2 + α-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.10.3.3 L-ascorbate + O2 = monodehydroascorbate + H2O ascorbate glutathione cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- (5α)-campestan-3-one + O2 + NADPH = (22α)-hydroxy-5α-campestan-3-one + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.11.1.6 H2O2 = H2O + O2 removal of superoxide radicals
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.9 (2S)-pinocembrin + O2 + α-ketoglutarate = (2R,3R)-pinobanksin + CO2 + succinate pinobanksin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.19.2 O2 = H2O stearoyl-ACP desaturation pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.88 dihydroquercetin + NADPH + O2 = dihydromyricetin + NADP+ + H2O leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- palmitate + NADPH + O2 = 16-hydroxypalmitate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 N'-hydroxymethyl-norcotinine + NADPH + O2 = norcotinine + NADP+ + H2O nicotine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- campestanol + O2 + NADPH = 6-deoxocathasterone + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA12 + α-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- tryptamine + H+ + O2 = serotonin + H2 hydroxycinnamic acid serotonin amides biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- β-carotene + O2 = β-cryptoxanthin + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 3-deoxy-capsidiol + O2 + NADPH = capsidiol + H2O + NADP+ capsidiol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation III (to methylglyoxal)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- phytoene + O2 = phytofluene + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.- linolenate + O2 = 9-HPOT 9-LOX and 9-HPL pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 marmesin + NADPH + O2 = psoralen + NADP+ + acetone + H2O linear furanocoumarin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.81 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = divinyl protochlorophyllide a + NADP+ + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.54 1,2-dihydroxy-3-keto-5-methylthiopentene + O2 = 2-oxo-4-methylthiobutanoate + formate methionine salvage pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 L-4-hydroxy-proline + O2 = pyrroline-hydroxy-carboxylate + H2O 4-hydroxyproline degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.15 GA20 + α-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.53 O2 + NADPH + formononetin = H2O + NADP+ + 2-hydroxyformononetin medicarpin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- eriodictyol + NADPH + O2 = 3',4',5'-pentahydroxyflavanone + NADP+ + H2O leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.39 O2 + NADPH + L-arginine = citrulline + NADP+ + nitric oxide citrulline-nitric oxide cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA25 + α-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.21.6 lathosterol + O2 = 7-dehydro-cholesterol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.21.6 lathosterol + O2 = 7-dehydro-cholesterol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 5-epi-aristolochene + O2 + NADPH = 3-deoxy-capsidiol + H2O + NADP+ capsidiol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.15.1.1 O2- + H+ = H2O2 + O2 removal of superoxide radicals
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 cotinine + NADPH + O2 = trans-3'-hydroxycotinine + NADP+ + H2O nicotine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA44 + α-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA12 + α-ketoglutarate + O2 = GA110 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.79 GA12-aldehyde + NADPH + O2 = GA12 + NADP+ + H2O GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O heme biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + H2O GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 bupropion + NADPH + O2 = hydroxybupropion + NADP+ + H2O bupropion degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.15.7 choline + O2 + H+ = betaine aldehyde hydrate + H2O glycine betaine biosynthesis III (plants)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 acetone + NADPH + O2 = acetol + NADP+ + H2O acetone degradation (to methylglyoxal)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- zeinoxanthin + NADPH + O2 = lutein + NADP+ + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.20 O2 + L-cysteine = 3-sulfinoalanine L-cysteine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- 6,7,4'-trihydroxyflavanone + NADPH + O2 = 2,6,7,4'-tetrahydroxyisoflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 cotinine + NADPH + O2 = 5'-hydroxycotinine + NADP+ + H2O nicotine degradation III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 24,25-dihydrolanosterol + O2 + NADPH = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.2.3.14 abscisic aldehyde + H2O + O2 = (+)-abscisate + H2O2 abscisic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-5α-cholesta-8-en-3β-ol + O2 = 4α-carboxy-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4,4-dimethyl-5α-cholesta-8-en-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.4 protoporphyrinogen IX + O2 = protoporphyrin IX + H2O heme biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.4 protoporphyrinogen IX + O2 = protoporphyrin IX + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.-.-.- O2 = H2O aerobic respiration -- electron donor III
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.52 formononetin + NADPH + O2 = calycosin + NADP+ + H2O maackiain biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 diprenylphlorisovalerophenone + O2 = humulone + H2O humulone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.1 O2 + myo-inositol = H2O + glucuronate UDP-D-glucuronate biosynthesis (from myo-inositol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA9 + α-ketoglutarate + O2 = GA51 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 3',4',5'-pentahydroxyflavanone + α-ketoglutarate + O2 = dihydromyricetin + succinate + CO2 leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.3 indole-3-ethanol + O2 = indole-3-glycol tryptophan degradation V (side chain pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.4.3.- O2 + L-aspartate = H2O2 + iminoaspartate NAD biosynthesis I (from aspartate)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 NADPH + O2 + obtusifoliol + H+ = H2O + NADP+ + formate + (4α)-methyl-(5α)-ergosta-8,14,24(28)-trien-3β-ol sterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 GA12 + O2 = GA53 + H2O gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 ferulate + NADPH + O2 = 5-hydroxy-ferulic-acid + H2O + NADP+ free phenylpropanoid acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.-.- sphinganine + O2 + NADPH = 4-hydroxysphinganine + H2O + NADP+ sphingolipid metabolism
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 demethylsuberosin + O2 + NADPH = marmesin + NADP+ + H2O linear furanocoumarin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.3 indole-3-acetate + O2 = indole-3-glycolate tryptophan degradation V (side chain pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate vitamin E biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate tyrosine degradation I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.27 p-hydroxyphenylpyruvate + O2 = CO2 + homogentisate plastoquinone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- campesterol + O2 + NADPH = (22α)-hydroxy-campesterol + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.90 zeaxanthin + H+ + O2 = antheraxanthin + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.90 zeaxanthin + H+ + O2 = antheraxanthin + H2O xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.13 GA1 + α-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.78 ent-kaur-16-en-19-al + NADPH + H+ + O2 = ent-kaurenoate + NADP+ + H2O GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.- linoleate + O2 = 9-HPOD 9-LOX and 9-HPL pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.89 genistein + NADPH + O2 = 2'-hydroxygenistein + NADP+ + H2O wighteone and luteone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.23 dihydroquercetin + α-ketoglutarate + O2 = succinate + CO2 + H2O flavonol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucopelargonidin and leucocyanidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.9 eriodictyol + O2 + α-ketoglutarate = dihydroquercetin + CO2 + succinate leucodelphinidin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.79 ent-7-α-hydroxykaurenoate + NADPH + H+ + O2 = GA12-aldehyde + NADP+ + H2O GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.2.3.7 indole acetaldehyde + O2 + H2O = indole-3-acetate + H2O2 IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- benzoate + NADPH + O2 = salicylate + NADP+ + H2O salicylate biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 18-hydroxyoleate + NADPH + O2 = 9,10-epoxy-18-hydroxystearate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 lanosterol + NADPH + O2 = 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.81 Mg-protoporphyrin monomethyl ester + NADPH + H+ + O2 = 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.14 trans-cinnamate + O2 + NADPH = H2O + NADP+ + 2-coumarate coumarin biosynthesis (via 2-coumarate)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.12 linoleate + O2 = 13-HPOD 13-LOX and 13-HPL pathway
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.12 linoleate + O2 = 13-HPOD divinyl ether biosynthesis II (13-LOX)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.21.6 5α-cholesta-7,24-dien-3β-ol + O2 = 7-dehydrodesmosterol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-formyl-4β-methyl-5α-cholesta-8-en-3β-ol + O2 = 4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.51 9'-cis-neoxanthin + O2 = xanthoxin + C25-allenic-apo-aldehyde abscisic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = H2O + ethylene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.14.1 nicotine + NADPH + O2 = 2'-hydroxynicotine + NADP+ + H2O nicotine degradation II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.3 indole acetaldehyde + O2 = indole-3-glycol aldehyde tryptophan degradation V (side chain pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22α)-hydroxy-campest-4-en-3-one + H2O + NADP+ brassinosteroid biosynthesis II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.53 pseudobaptigenin + NADPH + O2 = 2'-hydroxypseudobaptigenin + NADP+ + H2O maackiain biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA53 + O2 + α-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.9.3.1 O2 = H2O aerobic respiration -- electron donor II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.7 O2 + squalene = (S)-2,3-Epoxysqualene + H2O sterol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA37 + α-ketoglutarate + O2 = GA36 + succinate + CO2 + H2O gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- ε-carotene + O2 = ε,ε-carotene-3-diol + H2O lactucaxanthin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 diprenylphlorisobutyrophenone + O2 = cohumulone + H2O cohumulone biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- zeaxanthin + O2 = crocetin dialdehyde + hydroxy-β-cyclocitral crocetin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA24 + O2 + α-ketoglutarate = GA9 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- ε,ε-carotene-3-diol + O2 = lactucaxanthin + H2O lactucaxanthin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.9 naringenin + O2 + α-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA15 + α-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 5-epi-aristolochene + O2 + NADPH = 1-deoxy-capsidiol + H2O + NADP+ capsidiol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.74 O2 + NADPH + 7-deoxyloganin = H2O + NADP+ + loganin secologanin and strictosidine biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA44 + α-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 (+)-pulegone + NADPH + O2 = (+)-menthofuran + NADP+ + H2O menthol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- leucodelphinidin + O2 + α-ketoglutarate = delphinidin + H2O + CO2 + succinate anthocyanin biosynthesis (delphinidin 3-O-glucoside)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 4-coumarate + NADPH + O2 = H2O + NADP+ suberin biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 4-coumarate + NADPH + O2 = H2O + NADP+ free phenylpropanoid acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.- phytofluene + O2 = ζ-carotene + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.3 O2 + L-tryptophan = ammonia + CO2 + indole-3-glycol aldehyde tryptophan degradation V (side chain pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.90 antheraxanthin + H+ + O2 = violaxanthin + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.90 antheraxanthin + H+ + O2 = violaxanthin + H2O xanthophyll cycle
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.99.3 L-tryptophan + O2 = indole acetaldehyde + ammonia + CO2 tryptophan degradation V (side chain pathway)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 H2O = H+ + O2 photosynthesis, light reaction
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + NADPH + O2 = 4,4-dimethyl-14α-formyl-5α-cholesta-8,24-dien-3β-ol + NADP+ + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.93 (+)-abscisate + NADPH + O2 = 8'-hydroxyabscisate + NADP+ + H2O phaseic acid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.-.-.- pheophorbide a + O2 = RCC + H2O chlorophyll a degradation
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.36 4-coumaroylshikimate + NADPH + O2 = caffeoylshikimate + NADP+ + H2O phenylpropanoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4α-hydroxymethyl-5α-cholesta-8-en-3β-ol + O2 = 4α-formyl-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA24 + O2 + α-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- GA14 + O2 + α-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.13.12.3 O2 + L-tryptophan = indole-3-acetamide + H2O + CO2 IAA biosynthesis VI (via indole-3-acetamide)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.81 131-hydroxy-magnesium-protoporphyrin IX 13-monomethyl ester + NADPH + H+ + O2 = 131-oxo-magnesium-protoporphyrin IX 13-monomethyl ester + NADP+ + H2O chlorophyllide a biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.48 (-)-limonene + O2 + NADPH + H+ = H2O + NADP+ + (-)-trans-carveol menthol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1-deoxy-capsidiol + O2 + NADPH = capsidiol + H2O + NADP+ capsidiol biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.5.3.11 spermine + O2 + H2O = 1-(3-aminopropyl)-4-aminobutanal + 1,3-diaminopropane + H2O2 β-alanine biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.8 nicotine + NADPH + O2 = nicotine-1'-N-oxide + NADP+ + H2O nicotine degradation II
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4-α-methyl zymosterol + O2 = 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.13.72 4-α-methyl zymosterol + O2 = 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.3.3.6 O2 = H2O2 fatty acid β-oxidation II (plant, saturated)
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.99.30 ζ-carotene + O2 = neurosporene + H2O carotenoid biosynthesis
O2 oxygen*oxygen molecule 31.999 O2 O=O LIGAND-CPD:C00007:*CAS:7782-44-7 1.14.11.- leucopelargonidin + α-ketoglutarate + O2 = pelargonidin + succinate + CO2 + H2O anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
trans-zeatin riboside triphosphate ZTP*zeatin triphosphate*tZRTP 591.301 C15 H24 N5 O14 P3 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O3) trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate trans-zeatin biosynthesis
trans-zeatin riboside triphosphate ZTP*zeatin triphosphate*tZRTP 591.301 C15 H24 N5 O14 P3 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O3) isopentenyladenosine-5'-triphosphate + NADPH + H2O = trans-zeatin riboside triphosphate + NADP+ trans-zeatin biosynthesis
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(C(C(C(C(C(O)=O)O)O)O)O)OP(O)(O)=O PUBCHEM:5459869:*LIGAND-CPD:C00345: 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP L-idonate degradation
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(C(C(C(C(C(O)=O)O)O)O)O)OP(O)(O)=O PUBCHEM:5459869:*LIGAND-CPD:C00345: 3.1.1.31 D-glucono-δ-lactone-6-phosphate + H2O = 6-phospho-D-gluconate pentose phosphate pathway (oxidative branch)
6-phospho-D-gluconate 6-p-gluconate*6-phospho-gluconate*6-phosphogluconic acid 276.136 C6 H13 O10 P1 C(C(C(C(C(C(O)=O)O)O)O)O)OP(O)(O)=O PUBCHEM:5459869:*LIGAND-CPD:C00345: 1.1.1.44 6-phospho-D-gluconate = D-ribulose-5-phosphate + CO2 pentose phosphate pathway (oxidative branch)
cyanidin-3-O-β-D-glucoside cyanidin-3-O-glucoside 449.39 C21 H21 O11 C4(OC1(=Cc3(c(cc(cc(O=C1c2(cc(c(cc2)O)O))3)O)O)))(OC(C(C(C4O)O)O)CO) 2.4.1.115 UDP-D-glucose + cyanidin = UDP + cyanidin-3-O-β-D-glucoside anthocyanin biosynthesis (pelargonidin 3-O-glucoside, cyanidin 3-O-glucoside)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.2 L-proline = pyrroline 5-carboxylate + H+ proline biosynthesis V (from arginine)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.2 L-proline = pyrroline 5-carboxylate + H+ proline biosynthesis II
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.2 L-proline = pyrroline 5-carboxylate + H+ arginine degradation VI (arginase 2 pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.2 L-proline = pyrroline 5-carboxylate + H+ proline biosynthesis I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis II
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation VI (arginase 2 pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation I (arginase pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate citrulline biosynthesis
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 proline degradation I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.99.8 L-proline + FAD = pyrroline 5-carboxylate + FADH2 citrulline biosynthesis
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.99.8 L-proline = pyrroline 5-carboxylate proline degradation II
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH proline degradation I
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH arginine degradation I (arginase pathway)
pyrroline 5-carboxylate L-Δ1-pyrroline-5-carboxylate*(S)-1-pyrroline-5-carboxylate*1-pyrroline-5-carboxylate*L-1-pyrroline-5-carboxylate*δ-1-pyrroline-5-carboxylic acid*δ-1-pyrroline-5-carboxylate 113.116 C5 H7 N1 O2 C1(CCC(N=1)C(=O)O) LIGAND-CPD:C03912:*CAS:2906-39-0 1.5.1.12 pyrroline 5-carboxylate + H2O = L-glutamate + H+ proline degradation II
L-galactose 180.157 C6 H12 O6 C1(OC(C(C(C1O)O)O)CO)O GDP-L-galactose + H2O = L-galactose + GMP ascorbate biosynthesis
L-galactose 180.157 C6 H12 O6 C1(OC(C(C(C1O)O)O)CO)O 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
feruloylserotonin ferulic acid serotonin amide 352.389 C20 H20 N2 O4 C2(NC3(C=CC(O)=CC(C(CCNC(C=CC1(=CC=C(C(=C1)OC)O))=O)=2)=3)) PUBCHEM:5969616: feruloyl-CoA + serotonin = H+ + feruloylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C([O-])(=O)O CAS:71-52-3:*LIGAND-CPD:C00288:*CAS:144-55-8 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + HCO3- = N5-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis I
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C([O-])(=O)O CAS:71-52-3:*LIGAND-CPD:C00288:*CAS:144-55-8 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + 3-methylglutaconyl-CoA leucine degradation I
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C([O-])(=O)O CAS:71-52-3:*LIGAND-CPD:C00288:*CAS:144-55-8 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + malonyl-CoA fatty acid biosynthesis - initial steps
HCO3- HCO3*bicarbonate*CO32-*CO3-2*carbonate 61.017 C1 H1 O3 C([O-])(=O)O CAS:71-52-3:*LIGAND-CPD:C00288:*CAS:144-55-8 4.3.99.1 HCO3- + cyanate = carbamate + CO2 cyanate degradation
indole-3-ethanol Tryptophol 161.203 C10 H11 N1 O1 c2(c(CCO)c1(ccccc1[nH]2)) CAS:526-55-6 1.13.99.3 indole-3-ethanol + O2 = indole-3-glycol tryptophan degradation V (side chain pathway)
indole-3-ethanol Tryptophol 161.203 C10 H11 N1 O1 c2(c(CCO)c1(ccccc1[nH]2)) CAS:526-55-6 1.1.99.8 indole-3-ethanol = indole acetaldehyde tryptophan degradation V (side chain pathway)
dimethylglycine N,N-dimethylglycine 103.121 C4 H9 N1 O2 C(N(C)C)C(O)=O CAS:1118-68-9 2.1.1.5 L-homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
dimethylglycine N,N-dimethylglycine 103.121 C4 H9 N1 O2 C(N(C)C)C(O)=O CAS:1118-68-9 1.5.99.2 dimethylglycine + H2O = formaldehyde + sarcosine glycine betaine degradation
GA17 gibberellin A17*gibberellin A17*GA17 378.421 C20 H26 O7 CC2(CCCC3([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O))C(O)=O)C(O)=O 1.14.11.- GA19 + O2 + α-ketoglutarate = GA17 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
kinetin 215.214 C10 H9 N5 O1 c1(c2(c(ncn1)N=CN2))NCc3(ccco3) 2.4.1.- kinetin + UDP-D-glucose = kinetin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
kinetin 215.214 C10 H9 N5 O1 c1(c2(c(ncn1)N=CN2))NCc3(ccco3) 2.4.1.- kinetin + UDP-D-glucose = kinetin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
2-hydroxyformononetin 284.268 C16 H12 O5 C2(Oc3(c(C(C(c1(ccc(cc(O)1)OC))=2)=O)ccc(O)c3)) CAS:1890-99-9 1.14.13.53 O2 + NADPH + formononetin = H2O + NADP+ + 2-hydroxyformononetin medicarpin biosynthesis
2-hydroxyformononetin 284.268 C16 H12 O5 C2(Oc3(c(C(C(c1(ccc(cc(O)1)OC))=2)=O)ccc(O)c3)) CAS:1890-99-9 1.3.1.45 2-hydroxyformononetin + NADPH = (-)-vestitone + NADP+ medicarpin biosynthesis
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(OCC(C)(C)C(C(=O)NCCC(=O)NCCSC(=O)C=C)O)(=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:5776-58-9 1.3.99.3 FADH2 + acrylyl-CoA = FAD + propionyl-CoA β-alanine biosynthesis II
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(OCC(C)(C)C(C(=O)NCCC(=O)NCCSC(=O)C=C)O)(=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:5776-58-9 1.3.99.3 NADH + acrylyl-CoA = NAD+ + propionyl-CoA D-lactate fermentation to propionate and acetate
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(OCC(C)(C)C(C(=O)NCCC(=O)NCCSC(=O)C=C)O)(=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:5776-58-9 4.2.1.54 D-lactoyl-CoA = H2O + acrylyl-CoA D-lactate fermentation to propionate and acetate
acrylyl-CoA acryloyl-CoA*acryloyl-coenzyme A*acrylyl-CoA 821.582 C24 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(OCC(C)(C)C(C(=O)NCCC(=O)NCCSC(=O)C=C)O)(=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:5776-58-9 4.2.1.17 acrylyl-CoA + H2O = 3-hydroxypropionyl-CoA β-alanine biosynthesis II
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C(C)C)=O)=O)O)(C)C)(=O)O)))N CAS:15621-60-0 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C(C)C)=O)=O)O)(C)C)(=O)O)))N CAS:15621-60-0 2.3.1.156 malonyl-CoA + isobutyryl-CoA = phlorisobutyrophenone + CO2 + coenzyme A cohumulone biosynthesis
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C(C)C)=O)=O)O)(C)C)(=O)O)))N CAS:15621-60-0 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
isobutyryl-CoA 2-methylpropanoyl-CoA*isobutyryl-coenzyme A*2-methylpropionyl-CoA*S-(2-methylpropanoyl)-CoA 837.625 C25 H42 N7 O17 P3 S1 c1(ncnc2(c1ncn2C3(OC(C(C3O)OP(O)(O)=O)COP(O)(=O)OP(OCC(C(C(=O)NCCC(NCCSC(C(C)C)=O)=O)O)(C)C)(=O)O)))N CAS:15621-60-0 2.3.1.168 coenzyme A = isobutyryl-CoA branched-chain α-keto acid dehydrogenase complex
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 1.1.2.4 D-lactate = pyruvate aerobic respiration -- electron donors reaction list
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 1.1.2.4 D-lactate = pyruvate methylglyoxal degradation I
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate mixed acid fermentation
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate D-lactate fermentation to propionate and acetate
D-lactate (R)-2-hydroxypropanate*(R)-lactate*lactate 90.079 C3 H6 O3 C(C(C)O)(=O)O LIGAND-CPD:C00256:*CAS:10326-41-7 2.8.3.- D-lactate + propionyl-CoA = D-lactoyl-CoA + propionate D-lactate fermentation to propionate and acetate
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc(O)1)[CH]2(CC(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-41-1 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
naringenin pelargidanon*salipurpol*naringetol*4;,5',7-trihydroxyflavanone*4',5,7-Trihydroxyflavanone*flavanone naringenin 272.257 C15 H12 O5 c1(cc(ccc(O)1)[CH]2(CC(=O)c3(c(O)cc(O)cc(O2)3))) CAS:480-41-1 1.14.11.9 naringenin + O2 + α-ketoglutarate = CO2 + succinate + dihydrokaempferol flavonoid biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 2.3.1.46 homoserine + succinyl-CoA = O-succinyl-L-homoserine + coenzyme A methionine biosynthesis I
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 2.3.1.31 homoserine + acetyl-CoA = O-acetyl-L-homoserine + coenzyme A homocysteine biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: 1.1.1.3 homoserine = L-aspartate-semialdehyde + H+ homoserine biosynthesis
homoserine homo-ser*L-homoserine 119.12 C4 H9 N1 O3 C(O)([CH](CCO)N)=O CAS:672-15-1:*LIGAND-CPD:C00263: homoserine + ammonia = L-canaline canavanine biosynthesis
2,6,7,4'-tetrahydroxyisoflavanone 288.256 C15 H12 O6 C2(Oc1(cc(c(cc1C(C2c3(ccc(cc3)O))=O)O)O))O 1.14.13.- 6,7,4'-trihydroxyflavanone + NADPH + O2 = 2,6,7,4'-tetrahydroxyisoflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
2,6,7,4'-tetrahydroxyisoflavanone 288.256 C15 H12 O6 C2(Oc1(cc(c(cc1C(C2c3(ccc(cc3)O))=O)O)O))O 4.2.1.- 2,6,7,4'-tetrahydroxyisoflavanone = 6,7,4'-trihydroxyisoflavone + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis I
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine degradation
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine methionine biosynthesis II
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine degradation
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
cystathionine DL-cystathionine*L-cystathionine 222.259 C7 H14 N2 O4 S1 C(SCC(C(O)=O)N)CC(N)C(=O)O LIGAND-CPD:C00542:*CAS:56-88-2 2.5.1.48 L-cysteine + O-succinyl-L-homoserine = succinate + cystathionine methionine biosynthesis I
adenosine-3',5'-bisphosphate PAP*phosphoadenosine phosphate*adenosine 3',5'-bisphosphate 427.203 C10 H15 N5 O10 P2 C([CH]1(C(OP(O)(=O)O)C(O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))OP(O)(=O)O CAS:1053-73-2:*LIGAND-CPD:C00054: 1.8.4.8 sulfite + adenosine-3',5'-bisphosphate = phosphoadenosine-5'-phosphosulfate sulfate reduction I (assimilatory)
D-ononitol 1D-4-O-methyl-myo-inositol*4-methyl-myo-inositol 194.184 C7 H14 O6 C1(C(C(C(C(C1OC)O)O)O)O)O 2.4.1.- D-ononitol + galactinol = D-galactosylononitol + myo-inositol galactosylcyclitol biosynthesis
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(O)=O)C(C(C(=O)NCCC(=O)O)O)(C)C LIGAND-CPD:C03492: 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
D-4'-phosphopantothenate 4'-phosphopantothenate*4'-P-Pantothenate*(R)-4'-phosphopantothenate 299.217 C9 H18 N1 O8 P1 C(OP(O)(O)=O)C(C(C(=O)NCCC(=O)O)O)(C)C LIGAND-CPD:C03492: 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 6.4.1.2 acetyl-CoA = malonyl-CoA biotin-carboxyl carrier protein
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP glutamate degradation VII (to butyrate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.- acetyl-CoA = coenzyme A + CO2 fatty acid biosynthesis - initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.89 acetyl-CoA + tetrahydrodipicolinate + H2O = coenzyme A + L-2-acetamido-6-oxoheptanedioate lysine biosynthesis II
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.12 acetyl-CoA = coenzyme A pyruvate dehydrogenase complex
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA mixed acid fermentation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.8 acetyl-CoA = acetylphosphate + coenzyme A mixed acid fermentation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.8 acetyl-CoA = acetylphosphate + coenzyme A D-lactate fermentation to propionate and acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.8 acetyl-CoA = acetylphosphate + coenzyme A ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.8 acetyl-CoA = acetylphosphate + coenzyme A gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.54 formate + acetyl-CoA = pyruvate + coenzyme A mixed acid fermentation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.54 formate + acetyl-CoA = pyruvate + coenzyme A respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA mevalonate degradation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.8 oxaloacetate + acetyl-CoA + ADP = citrate + coenzyme A + ATP reductive TCA cycle I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.- 3-hydroxy-5- oxohexanoyl-CoA + coenzyme A = 3-hydroxybutyryl-CoA + acetyl-CoA gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.80 acetyl-CoA = coenzyme A glutathione-mediated detoxification
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.14 α-ketoglutarate + H2O + acetyl-CoA = homocitrate + coenzyme A lysine biosynthesis IV
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A ornithine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.1 L-glutamate + acetyl-CoA = N-acetyl-L-glutamate + coenzyme A arginine biosynthesis II (acetyl cycle)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle variation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.1 oxaloacetate + acetyl-CoA + H2O = citrate + coenzyme A TCA cycle
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.9 acetyl-CoA = acetoacetyl-CoA + coenzyme A acetyl CoA fermentation to butyrate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.9 acetyl-CoA = acetoacetyl-CoA + coenzyme A mevalonate pathway
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.9 acetyl-CoA = acetoacetyl-CoA + coenzyme A glutaryl-CoA degradation
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.9 acetyl-CoA = acetoacetyl-CoA + coenzyme A ethanol fermentation to acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.31 homoserine + acetyl-CoA = O-acetyl-L-homoserine + coenzyme A homocysteine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 reductive TCA cycle I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 D-lactate fermentation to propionate and acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.7.1 pyruvate + coenzyme A = acetyl-CoA + CO2 glutamate degradation VII (to butyrate)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.9 2-methylacetoacetyl-CoA + coenzyme A = propionyl-CoA + acetyl-CoA isoleucine degradation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.4 D-glucosamine-6-phosphate + acetyl-CoA = N-acetyl-D-glucosamine-6-phosphate + coenzyme A UDP-N-acetylgalactosamine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.16 acetyl-CoA = coenzyme A fatty acid β-oxidation IV (plant, unsaturated, even number)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.16 acetyl-CoA = coenzyme A fatty acid β-oxidation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.16 acetyl-CoA = coenzyme A fatty acid β-oxidation II (plant, saturated)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + malonyl-CoA fatty acid biosynthesis - initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.13 2-keto-isovalerate + acetyl-CoA + H2O = 2-isopropylmalate + coenzyme A leucine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.8.3.1 propionate + acetyl-CoA = propionyl-CoA + acetate D-lactate fermentation to propionate and acetate
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.38 acetyl-CoA = coenzyme A fatty acid biosynthesis - initial steps
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: oxocinnamoyl-CoA + coenzyme A = benzoyl-CoA + acetyl-CoA salicylate biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.30 L-serine + acetyl-CoA = O-acetyl-L-serine + coenzyme A cysteine biosynthesis I
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine biosynthesis
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
acetyl-CoA acetyl coenzyme-A*ac-CoA*acetylcoenzyme-A*acetyl-S-CoA*ac-S-CoA 809.571 C23 H38 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:72-89-9*UM-BBD-CPD:c0031:*LIGAND-CPD:C00024: 2.3.1.29 glycine + acetyl-CoA = 2-amino-3-oxobutanoate + coenzyme A threonine degradation II
N-hydroxyl-tryptamine 176.218 C10 H12 N2 O1 c1(c(c2(c([nH]1)cccc2))CCNO) tryptamine + O2 + NADPH = N-hydroxyl-tryptamine + H2O + NADP+ IAA biosynthesis I
N-hydroxyl-tryptamine 176.218 C10 H12 N2 O1 c1(c(c2(c([nH]1)cccc2))CCNO) N-hydroxyl-tryptamine = indole-3-acetaldoxime IAA biosynthesis I
3-phospho-hydroxypyruvate 3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(OP(O)(=O)O)C(=O)C(=O)O LIGAND-CPD:C03232:*CAS:3913-50-6 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
3-phospho-hydroxypyruvate 3-phosphonooxypyruvate*3-P-hydroxypyruvate*3-p-OH-pyr*3-phosphohydroxypyruvate*3-p-OH-pyruvate*3-p-hydroxy-pyr*3-phosphohydroxy-pyr*phosphohydroxypyruate 184.042 C3 H5 O7 P1 C(OP(O)(=O)O)C(=O)C(=O)O LIGAND-CPD:C03232:*CAS:3913-50-6 2.6.1.52 3-phospho-serine + α-ketoglutarate = L-glutamate + 3-phospho-hydroxypyruvate serine biosynthesis
UDP-D-galacturonate UDP-galacturonate 580.289 C15 H22 N2 O18 P2 c1(cc(=O)[nH]c(=O)n1C3(OC(COP(=O)(O)OP(=O)(O)OC2(OC(C(=O)O)C(O)C(O)C(O)2))C(O)C(O)3)) 5.1.3.6 UDP-D-glucuronate = UDP-D-galacturonate UDP-D-galacturonate biosynthesis I (from UDP-D-glucuronate)
kynurenine L-kynurenine 208.216 C10 H12 N2 O3 C(=O)(O)C(N)CC(=O)c1(ccccc(N)1) CAS:343-65-7 1.14.13.9 O2 + NADPH + kynurenine = H2O + NADP+ + 3-hydroxy-L-kynurenine tryptophan degradation III (eukaryotic)
kynurenine L-kynurenine 208.216 C10 H12 N2 O3 C(=O)(O)C(N)CC(=O)c1(ccccc(N)1) CAS:343-65-7 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCC=C(C)C)C)C 1.3.1.- dihydrogeranylgeranyl-chlorophyll a + NADPH = tetrahydrogeranylgeranyl-chlorophyll a + NADP+ chlorophyll a biosynthesis II
tetrahydrogeranylgeranyl-chlorophyll a tetrahydroGG-chlorophyll a*tetrahydroGG-chl a*tetrahydrogeranylgeranyl-chl a 891.487 C55 H70 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCC=C(C)C)C)C 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
selenide Hydrogen selenide 80.976 H2 SE1 [SeH2] CAS:531-44-2:*LIGAND-CPD:C01528: 2.7.9.3 H2O + selenide + ATP = selenophosphate + AMP selenocysteine biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(CC(CC1(C)O2)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC34(C(CC(CC3(C)C)O)(C)O4))C)C 1.14.13.90 antheraxanthin + H+ + O2 = violaxanthin + H2O carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(CC(CC1(C)O2)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC34(C(CC(CC3(C)C)O)(C)O4))C)C 1.14.13.90 antheraxanthin + H+ + O2 = violaxanthin + H2O xanthophyll cycle
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(CC(CC1(C)O2)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC34(C(CC(CC3(C)C)O)(C)O4))C)C 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(CC(CC1(C)O2)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC34(C(CC(CC3(C)C)O)(C)O4))C)C 1.10.99.3 violaxanthin + L-ascorbate = antheraxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
violaxanthin 5,6,5',6'-diepoxy-5,6,5',6'-tetrahydro-β,β-carotene-3,3'-diol 600.88 C40 H56 O4 CC(C=CC12(C(CC(CC1(C)O2)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC34(C(CC(CC3(C)C)O)(C)O4))C)C 5.3.99.9 violaxanthin = trans-neoxanthin carotenoid biosynthesis
(-)-jasmonic acid methyl ester jasmonic acid methyl ester*methyl jasmonate 224.299 C13 H20 O3 CCC=CC[CH]1([CH](CCC1=O)CC(OC)=O) 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
(E)-β-caryophyllene caryophyllene*L-caryophyllene*(E)-β-caryophylene*8-methylene-4,11,11-(trimethyl)bicyclo[7.2.0]undec-4-ene*trans-β-caryophyllene 204.355 C15 H24 CC1(CCC2(C(CC(C(CCC=1)=C)2)(C)C)) 4.2.3.- trans, trans-farnesyl diphosphate = (E)-β-caryophyllene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation I
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine biosynthesis from threonine
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 2.6.1.42 L-isoleucine + α-ketoglutarate = L-glutamate + 2-keto-3-methyl-valerate isoleucine degradation II
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 4.1.1.72 2-keto-3-methyl-valerate = 2-methylbutanal + CO2 isoleucine degradation II
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis from threonine
2-keto-3-methyl-valerate (3S)-3-Methyl-2-oxopentanoate*α-keto-methylvalerate*2-oxo-3-methylvalerate*(S)-2-oxo-3-methylpentanoate*(S)-3-methyl-2-oxopentanoate*2-oxo-3-methylpentanoate*3-methyl-2-oxopentanoate*α-keto-β-methyl-valerate 130.143 C6 H10 O3 CCC(C(C(O)=O)=O)C LIGAND-CPD:C00671:*CAS:1460-34-0 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
(+)-isomenthol 156.267 C10 H20 O1 CC(C1(CCC(CC1O)C))C (+)-isomenthone + NADPH = (+)-isomenthol + NADP+ menthol biosynthesis
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide NAD salvage pathway I
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.2.2.14 nicotinamide mononucleotide + H2O = D-ribose-5-phosphate + nicotinamide pyridine nucleotide cycling (plants)
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 4.2.1.84 3-cyanopyridine + H2O = nicotinamide aldoxime degradation
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.2.2.5 H2O + NAD+ = ADP-ribose + nicotinamide NAD salvage pathway I
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate NAD salvage pathway I
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
nicotinamide 6-aminonicotinamide*vitamin PP*niacinamide 122.126 C6 H6 N2 O1 c1(ncc(C(=O)N)cc1) LIGAND-CPD:C00153:*CAS:98-92-0 3.2.2.1 nicotinamide riboside + H2O = nicotinamide pyridine nucleotide cycling (plants)
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(=O)CCC1CC(O)=O) 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + O2 = (+)-7-isojasmonate + acetate jasmonic acid biosynthesis
(+)-7-isojasmonate (+)-7-isojasmonic acid*isojasmonic acid*(3R,7S)-(+)-7-isojasmonate 210.272 C12 H18 O3 CCC=CCC1(C(=O)CCC1CC(O)=O) (+)-7-isojasmonate = (-)-jasmonate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 292.417 C18 H28 O3 CCC=CCC1(OC1=CC=CCCCCCCCC(=O)O) 5.3.99.6 12,13(S)-epoxylinolenate = 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
12,13(S)-epoxylinolenate 12,13(S)-epoxylinolenic acid*epoxylinolenic acid*12,13-epoxy-octadecatrienoic acid*(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate 292.417 C18 H28 O3 CCC=CCC1(OC1=CC=CCCCCCCCC(=O)O) 4.2.1.92 13-HPOT = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP glycolate and glyoxylate degradation I
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP allantoin degradation I
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 1.1.1.60 glycerate = tartronate semialdehyde + H+ glycolate and glyoxylate degradation I
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 1.1.1.60 glycerate = tartronate semialdehyde + H+ allantoin degradation I
glycerate (R)-glycerate*D-glycerate 106.078 C3 H6 O4 C(C(O)C(=O)O)O CAS:473-81-4:*LIGAND-CPD:C00258:*CAS:6000-40-4 1.1.1.29 glycerate + NAD+ = hydroxypyruvate + NADH photorespiration
CMP-3-deoxy-D-manno-octulosonate CMP-2-dehydro-3-deoxy-D-octonate*CMP-KDO 543.377 C17 H26 N3 O15 P1 C(C(=O)CC(C(C(C(O)COP(OCC1(OC(C(C1O)O)n2(c(nc(cc2)N)=O)))(=O)O)O)O)O)(O)=O 2.7.7.38 3-deoxy-D-manno-octulosonate + CTP = CMP-3-deoxy-D-manno-octulosonate + diphosphate CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
methylacrylyl-CoA methacrylyl-CoA*2-methylprop-2-enoyl-CoA*methacrylyl-coenzyme A 835.609 C25 H40 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(C(NCCC(NCCSC(=O)C(=C)C)=O)=O)O)O)O1)OP(=O)(O)O)(n3(cnc2(c(N)ncnc23))) CAS:6008-91-9 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation I
methylacrylyl-CoA methacrylyl-CoA*2-methylprop-2-enoyl-CoA*methacrylyl-coenzyme A 835.609 C25 H40 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(C(NCCC(NCCSC(=O)C(=C)C)=O)=O)O)O)O1)OP(=O)(O)O)(n3(cnc2(c(N)ncnc23))) CAS:6008-91-9 1.3.99.12 isobutyryl-CoA + FAD = methylacrylyl-CoA + FADH2 valine degradation I
3-hydroxy-isobutyryl-CoA 3-Hydroxy-2-methylpropanoyl-CoA*3-hydroxy-isobutyryl-coenzyme A*3-Hydroxy-2-methylpropionyl-CoA 853.624 C25 H42 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(=O)C(C)CO)=O)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) 4.2.1.17 methylacrylyl-CoA + H2O = 3-hydroxy-isobutyryl-CoA valine degradation I
3-hydroxy-isobutyryl-CoA 3-Hydroxy-2-methylpropanoyl-CoA*3-hydroxy-isobutyryl-coenzyme A*3-Hydroxy-2-methylpropionyl-CoA 853.624 C25 H42 N7 O18 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(=O)(OCC(C)(C)C(O)C(NCCC(NCCSC(=O)C(C)CO)=O)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) 3.1.2.4 H2O + 3-hydroxy-isobutyryl-CoA = 3-hydroxy-isobutyrate + coenzyme A valine degradation I
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(c1(c(cccn1)C(O)=O))=O LIGAND-CPD:C03722:*CAS:89-00-9 iminoaspartate + dihydroxy-acetone-phosphate = quinolinate + H2O NAD biosynthesis I (from aspartate)
quinolinate 2,3-pyridinedicarboxylic acid*2,3-pyridinedicarboxylate*quinolinic acid*pyridine-2,3-dicarboxylic acid*pyridine-2,3-dicarboxylate 167.121 C7 H5 N1 O4 C(O)(c1(c(cccn1)C(O)=O))=O LIGAND-CPD:C03722:*CAS:89-00-9 2.4.2.19 CO2 + diphosphate + nicotinate nucleotide = 5-phosphoribosyl 1-pyrophosphate + quinolinate NAD biosynthesis I (from aspartate)
16:0-18:1-PC 1-16:0-2-18:1-phosphatidylcholine*1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine 761.093 C42 H83 N1 O8 P1 C(C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC)OP(=O)(O)OCC[N+](C)(C)C PUBCHEM:5282288: 1.14.99.- 16:0-18:1-PC = 16:0-18:2-PC phospholipid desaturation
sulfoquinovosyldiacylglycerol SQDG C11 H16 O12 R11 R21 S1 C1(OC(C(C(O)C1O)O)CS(O)(=O)=O)(OCC(COC(=O)[R1])OC(=O)[R2]) PUBCHEM:448048: UDP-sulfoquinovose = sulfoquinovosyldiacylglycerol + UDP glycolipid biosynthesis
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)COC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)O)))O))O)OC9(C(C(C(C(O9)CO)O)O)OC%10(C(C(C(C(O%10)CO)O)O)OC%11(C(C(C(C(O%11)CO)O)OC%12(C(C(C(C(O%12)CO)O)OC%13(C(C(C(C(O%13)CO)O)O)O))O))O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 3459.833 C162 H270 N2 O72 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)COC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)O)))O))O)OC9(C(C(C(C(O9)CO)O)O)OC%10(C(C(C(C(O%10)CO)O)O)OC%11(C(C(C(C(O%11)CO)O)OC%12(C(C(C(C(O%12)CO)O)OC%13(C(C(C(C(O%13)CO)O)O)O))O))O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 1.1.1.34 NADP+ + coenzyme A + (R)-mevalonate = NADPH + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 4.2.1.18 3-hydroxy-3-methyl-glutaryl-CoA = H2O + 3-methylglutaconyl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 2.3.3.10 acetoacetyl-CoA + H2O + acetyl-CoA = coenzyme A + 3-hydroxy-3-methyl-glutaryl-CoA mevalonate pathway
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA mevalonate degradation
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 4.1.3.4 3-hydroxy-3-methyl-glutaryl-CoA = acetoacetate + acetyl-CoA leucine degradation I
3-hydroxy-3-methyl-glutaryl-CoA (S)-3-hydroxy-3-methylglutaryl-CoA*HMG-CoA*hydroxymethylglutaryl-CoA*3-hydroxy-3-methylglutaryl-coenzyme A*3-Hydroxy-3-methylglutaryl-CoA 911.661 C27 H44 N7 O20 P3 S1 [CH]1([CH](O)[CH]([CH](COP(=O)(OP(O)(OCC(C(O)C(=O)NCCC(=O)NCCSC(=O)CC(C)(O)CC(=O)O)(C)C)=O)O)O1)OP(O)(=O)O)(n3(cnc2(c(N)ncnc23))) CAS:1553-55-5 1.1.1.88 (R)-mevalonate + NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + NADH + H+ mevalonate degradation
leucodelphinidin leucoefdin*leucodelfinidin 322.271 C15 H14 O8 c1(c(cc(c2(c1OC(C(C2O)O)c3(cc(c(c(c3)O)O)O)))O)O) 1.14.11.- leucodelphinidin + O2 + α-ketoglutarate = delphinidin + H2O + CO2 + succinate anthocyanin biosynthesis (delphinidin 3-O-glucoside)
leucodelphinidin leucoefdin*leucodelfinidin 322.271 C15 H14 O8 c1(c(cc(c2(c1OC(C(C2O)O)c3(cc(c(c(c3)O)O)O)))O)O) 1.1.1.219 dihydromyricetin + NADPH = leucodelphinidin + NADP+ leucodelphinidin biosynthesis
(+)-neomenthol 156.267 C10 H20 O1 CC(C1(CCC(CC1O)C))C 1.1.1.208 NADP+ + (+)-neomenthol = NADPH + (-)-menthone menthol biosynthesis
S-hydroxymethylglutathione glycine, N-(N-L-γ-S-(hydroxymethyl)-L-cysteinyl)-*HMGSH*HM-GSH*GS-CH2-OH*hydroxymethylglutathione 337.347 C11 H19 N3 O7 S1 C(NC(=O)C(CSCO)NC(=O)CCC(N)C(=O)O)C(=O)O 1.1.1.284 S-hydroxymethylglutathione = S-formylglutathione + H+ formaldehyde oxidation II (glutathione-dependent)
S-hydroxymethylglutathione glycine, N-(N-L-γ-S-(hydroxymethyl)-L-cysteinyl)-*HMGSH*HM-GSH*GS-CH2-OH*hydroxymethylglutathione 337.347 C11 H19 N3 O7 S1 C(NC(=O)C(CSCO)NC(=O)CCC(N)C(=O)O)C(=O)O 4.4.1.22 S-hydroxymethylglutathione = formaldehyde + glutathione formaldehyde oxidation II (glutathione-dependent)
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(CCCC(=CCc1(cc(O)c(C)c(c(O)1)C))C)C)CCCC(C)C 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
2,3-dimethyl-6-phytyl-1,4-benzoquinone 416.686 C28 H48 O2 CC(CCCC(CCCC(=CCc1(cc(O)c(C)c(c(O)1)C))C)C)CCCC(C)C 2,3-dimethyl-6-phytyl-1,4-benzoquinone = γ-tocopherol vitamin E biosynthesis
(3Z)-nonenal 140.225 C9 H16 O1 CCCCCC=CCC=O 9-HPOD = (3Z)-nonenal + 9-oxo-nonanoate 9-LOX and 9-HPL pathway
GA97 gibberellin A97*gibberellin A97*GA97 364.438 C20 H28 O6 CC2(CC(CC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))O)C(O)=O 1.14.11.- GA53 + α-ketoglutarate + O2 = GA97 + succinate + CO2 gibberellin inactivation
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 1.3.1.26 tetrahydrodipicolinate = L-2,3-dihydrodipicolinate + H+ lysine biosynthesis VI
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 1.3.1.26 tetrahydrodipicolinate = L-2,3-dihydrodipicolinate + H+ lysine biosynthesis II
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 1.3.1.26 tetrahydrodipicolinate = L-2,3-dihydrodipicolinate + H+ lysine biosynthesis I
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis VI
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis II
L-2,3-dihydrodipicolinate 2,3-dihydrodipicolinate*dihydrodipicolinate*2,3-di-H-dipicolinate 169.137 C7 H7 N1 O4 C(=O)(O)C1(C=CCC(N=1)C(=O)O) LIGAND-CPD:C03340: 4.2.1.52 pyruvate + L-aspartate-semialdehyde = H2O + L-2,3-dihydrodipicolinate lysine biosynthesis I
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)O)O))O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2486.981 C126 H210 N2 O42 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)O)O))O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)OC7(C(C(C(C(O7)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)4-(N-acetylglucosaminyl)2-diphosphodolichol + GDP-D-mannose = (mannosyl)5-(N-acetylglucosaminyl)2-diphosphodolichol + GDP dolichyl-diphosphooligosaccharide biosynthesis
5-dehydroavenasterol 410.682 C29 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CC=C(C(CC2)3)4)O)C))(C)))C)=CC)C 1.3.3.- avenasterol = 5-dehydroavenasterol sterol biosynthesis
5-dehydroavenasterol 410.682 C29 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CC=C(C(CC2)3)4)O)C))(C)))C)=CC)C 1.3.1.21 5-dehydroavenasterol + NADPH = isofucosterol + NADP+ sterol biosynthesis
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 1.14.14.1 cotinine + NADPH + O2 = trans-3'-hydroxycotinine + NADP+ + H2O nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 2.4.1.17 cotinine + UDP-D-glucuronate = cotinine-glucuronide + UDP nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 1.14.14.1 cotinine + NADPH + O2 = 5'-hydroxycotinine + NADP+ + H2O nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 1.14.14.1 cotinine + NADPH + O2 = N'-hydroxymethyl-norcotinine + NADP+ + H2O nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) cotinine = cotinine N-oxide nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation II
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) 1.2.3.1 nicotine-Δ1'5'-iminium ion + O2 + H2O = cotinine + H2O2 nicotine degradation III
cotinine 176.218 C10 H12 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)N(C)2)) cotinine = cotinine methonium ion nicotine degradation III
9,10,18-trihydroxystearate 332.479 C18 H36 O5 C(CCCCCCCC(C(CCCCCCCCO)O)O)(O)=O 9,10-epoxy-18-hydroxystearate + H2O = 9,10,18-trihydroxystearate cutin biosynthesis
propionate propionic acid*ethylformic acid*methylacetic acid*propanoate 74.079 C3 H6 O2 C(CC)(=O)O LIGAND-CPD:C00163:*CAS:79-09-4: 2.8.3.1 propionate + acetyl-CoA = propionyl-CoA + acetate D-lactate fermentation to propionate and acetate
propionate propionic acid*ethylformic acid*methylacetic acid*propanoate 74.079 C3 H6 O2 C(CC)(=O)O LIGAND-CPD:C00163:*CAS:79-09-4: 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + AMP β-alanine biosynthesis II
propionate propionic acid*ethylformic acid*methylacetic acid*propanoate 74.079 C3 H6 O2 C(CC)(=O)O LIGAND-CPD:C00163:*CAS:79-09-4: 2.8.3.- D-lactate + propionyl-CoA = D-lactoyl-CoA + propionate D-lactate fermentation to propionate and acetate
N'-hydroxymethyl-norcotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)[CH]2(CCC(=O)N(CO)2)) 1.14.14.1 cotinine + NADPH + O2 = N'-hydroxymethyl-norcotinine + NADP+ + H2O nicotine degradation III
N'-hydroxymethyl-norcotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)[CH]2(CCC(=O)N(CO)2)) 1.14.14.1 N'-hydroxymethyl-norcotinine + NADPH + O2 = norcotinine + NADP+ + H2O nicotine degradation III
nornicotine 148.207 C9 H12 N2 c1(ccc(cn1)[CH]2(CCC[NH]2)) nornicotine + H2O = norcotinine nicotine degradation II
nornicotine 148.207 C9 H12 N2 c1(ccc(cn1)[CH]2(CCC[NH]2)) nicotine + H2O = nornicotine + formaldehyde nicotine degradation II
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1(C(c2(c(C(C=1C)=O)cccc2))=O))C)C)C)C)C)C)C CAS:84-81-1:*LIGAND-CPD:C00828: 1.3.5.- fumarate + menaquinol + H+ = succinate + menaquinone-8 mixed acid fermentation
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1(C(c2(c(C(C=1C)=O)cccc2))=O))C)C)C)C)C)C)C CAS:84-81-1:*LIGAND-CPD:C00828: 1.3.5.- fumarate + menaquinol + H+ = succinate + menaquinone-8 respiration (anaerobic)
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1(C(c2(c(C(C=1C)=O)cccc2))=O))C)C)C)C)C)C)C CAS:84-81-1:*LIGAND-CPD:C00828: demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone biosynthesis
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1(C(c2(c(C(C=1C)=O)cccc2))=O))C)C)C)C)C)C)C CAS:84-81-1:*LIGAND-CPD:C00828: 1.2.1.2 formate + menaquinone-8 = CO2 + menaquinol respiration (anaerobic)-- electron donors reaction list
menaquinone-8 vitamin K2*MK-8*menaquinone 717.129 C51 H72 O2 CC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1(C(c2(c(C(C=1C)=O)cccc2))=O))C)C)C)C)C)C)C CAS:84-81-1:*LIGAND-CPD:C00828: 1.2.1.2 formate + menaquinone-8 = CO2 + menaquinol formate oxidation to CO2
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- 2-methyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-methionine = 2,3-dimethyl-6-phytyl-1,4-benzoquinone + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- N-methyl-β-alanine + S-adenosyl-L-methionine = N,N-dimethyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- N,N-dimethyl-β-alanine + S-adenosyl-L-methionine = β-alanine betaine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- 2-methyl-6-solanyl-1,4-benzoquinone + S-adenosyl-L-methionine = plastoquinone-9 + S-adenosyl-L-homocysteine plastoquinone biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.49 nicotine + S-adenosyl-L-methionine = nicotine isomethonium ion + S-adenosyl-L-homocysteine nicotine degradation II
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.46 daidzein + S-adenosyl-L-methionine = formononetin + S-adenosyl-L-homocysteine pterocarpan biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.95 δ-tocopherol + S-adenosyl-L-methionine = β-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.37 S-adenosyl-L-methionine = S-adenosyl-L-homocysteine methionine degradation I (to homocysteine)
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 demethylmenaquinone-8 + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + menaquinone-8 menaquinone biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty acid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.79 S-adenosyl-L-methionine = S-adenosyl-L-homocysteine cyclopropane fatty acid (CFA) biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.68 S-adenosyl-L-methionine = ferulate + S-adenosyl-L-homocysteine suberin biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.68 S-adenosyl-L-methionine = ferulate + S-adenosyl-L-homocysteine free phenylpropanoid acid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.141 (-)-jasmonate + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + (-)-jasmonic acid methyl ester jasmonic acid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.68 5-hydroxy-ferulic-acid + S-adenosyl-L-methionine = sinapate + S-adenosyl-L-homocysteine free phenylpropanoid acid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate methionine salvage pathway
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 4.4.1.14 S-adenosyl-L-methionine = 5'-methylthioadenosine + 1-aminocyclopropane-1-carboxylate ethylene biosynthesis from methionine
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermidine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 4.1.1.50 S-adenosyl-L-methionine = CO2 + S-adenosyl-L-methioninamine spermine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.41 S-adenosyl-L-methionine + cycloartenol = S-adenosyl-L-homocysteine + 24-methylenecycloartenol sterol biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.95 γ-tocopherol + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + α-tocopherol vitamin E biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-L-homocysteine pinobanksin biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.103 N-methylethanolamine phosphate + S-adenosyl-L-methionine = N-dimethylethanolamine phosphate + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.103 N-dimethylethanolamine phosphate + S-adenosyl-L-methionine = phosphoryl-choline + S-adenosyl-L-homocysteine choline biosynthesis I
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.143 24-methylenelophenol + S-adenosyl-L-methionine = 24-ethylidenelophenol + S-adenosyl-L-homocysteine sterol biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.12 L-methionine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + S-methyl-L-methionine S-methylmethionine cycle
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine salvage pathway
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis I
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.69 bergaptol + S-adenosyl-L-methionine = bergapten + S-adenosyl-L-homocysteine linear furanocoumarin biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.49 β-alanine + S-adenosyl-L-methionine = N-methyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine flavonol biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2-hydroxyisoflavanone + S-adenosyl-L-methionine = 2,7-dihydroxy-4'-methoxyisoflavanone + S-adenosyl-L-homocysteine pterocarpan biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA suberin biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.104 caffeoyl-CoA + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + feruloyl-CoA phenylpropanoid biosynthesis
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.1.1.- S-adenosyl-L-methionine = S-adenosyl-L-homocysteine S-adenosyl-L-methionine cycle
S-adenosyl-L-methionine S-adenosylmethionine*S-adenosyl-methionine*2-S-adenosyl-L-methionine*AdoMet*SAM*2-S-adenosyl-L-methionine*S-adenosyl-methionine*adenosylmethionine*S-adenosylmethionine 399.444 C15 H23 N6 O5 S1 C(CC(N)C(=O)O)[S+](C)CC3(O[CH](N2(C=Nc1(c(N)ncnc12)))[CH](O)[CH](O)3) LIGAND-CPD:C00019:*CAS:29908-03-0 2.8.1.6 dethiobiotin + S-adenosyl-L-methionine = biotin + 5'-deoxyadenosine + L-methionine biotin biosynthesis I
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(C4(C(C(C(n3(c1(c(c(n(cn1)C2(OC(C(C2O)O)COP(O)(O)=O))=N)nc3)))O4)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C02739: 2.4.2.17 phosphoribosyl-ATP + diphosphate = ATP + 5-phosphoribosyl 1-pyrophosphate histidine biosynthesis I
phosphoribosyl-ATP 1-(5-Phosphoribosyl)-ATP*N1-(5-phospho-D-ribosyl)-ATP*5-phosphoribosyl-ATP*1-(5-phospho-D-ribosyl)-ATP 719.279 C15 H25 N5 O20 P4 C(C4(C(C(C(n3(c1(c(c(n(cn1)C2(OC(C(C2O)O)COP(O)(O)=O))=N)nc3)))O4)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C02739: 3.6.1.31 phosphoribosyl-ATP + H2O = phosphoribosyl-AMP + diphosphate histidine biosynthesis I
sterculate sterculic acid 294.476 C19 H34 O2 CCCCCCCCC1(CC(CCCCCCCC(=O)O)=1) dihydrosterculate = sterculate cyclopropane and cyclopropene fatty acid biosynthesis
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(C=CC(CC(CC(=O)O)=O)=O)(=O)O 5.2.1.2 4-maleyl-acetoacetate = 4-fumaryl-acetoacetate tyrosine degradation I
4-maleyl-acetoacetate 200.148 C8 H8 O6 C(C=CC(CC(CC(=O)O)=O)=O)(=O)O 1.13.11.5 O2 + homogentisate = 4-maleyl-acetoacetate tyrosine degradation I
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O))O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)OC9(C(C(C(C(O9)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)6-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
(mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol {α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol 2811.265 C138 H230 N2 O52 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)CO)O)OC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O))O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)OC9(C(C(C(C(O9)CO)O)O)O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C (mannosyl)7-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-mannosyl phosphate = (mannosyl)8-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
oligosaccharide-diphosphodolichol (glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-PP-Dol*{α-D-glucosyl-(1->2)-α-D-glucosyl-(1->3)-α-D-glucosyl-(1->3)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1->3)-[α-D-mannosyl-(1->2)-α-D-mannosyl-(1,6)]-α-D-mannosyl-(1,6)]-β-D-mannosyl-(1->4)-N-acetyl-β-D-glucosaminyl-(1->4)-N-acetyl-D-glucosaminyl}diphosphodolichol*dolichyl diphosphooligosaccharide*(glucosyl)3-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol 3621.975 C168 H280 N2 O77 P2 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OP(OC1(OC(CO)C(C(O)C(NC(C)=O)1)OC2(C(C(C(C(O2)CO)OC3(C(C(C(C(O3)COC4(C(C(C(C(O4)COC5(C(C(C(C(O5)CO)O)O)OC6(C(C(C(C(O6)CO)O)O)O)))O)OC7(C(C(C(C(O7)CO)O)O)OC8(C(C(C(C(O8)CO)O)O)O)))O))O)OC9(C(C(C(C(O9)CO)O)O)OC%10(C(C(C(C(O%10)CO)O)O)OC%11(C(C(C(C(O%11)CO)O)OC%12(C(C(C(C(O%12)CO)O)OC%13(C(C(C(C(O%13)CO)O)O)OC%14(C(C(C(C(O%14)CO)O)O)O)))O))O))))O))O)NC(=O)C)))(=O)O)(=O)O)C)C LIGAND-CPD:C04213: (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 4.1.2.4 deoxyribose-5-phosphate = acetaldehyde + D-glyceraldehyde-3-phosphate (deoxy)ribose phosphate degradation
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA mixed acid fermentation
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.11.1.6 ethanol + H2O2 = H2O + acetaldehyde oxidative ethanol degradation III
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ mixed acid fermentation
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ oxidative ethanol degradation I
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 4.1.1.1 pyruvate = acetaldehyde + CO2 sucrose degradation to ethanol and lactate (anaerobic)
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
acetaldehyde acetic aldehyde*ethanal*aldehyde*ethyl aldehyde 44.053 C2 H4 O1 [CH](=O)C LIGAND-CPD:C00084:*UM-BBD-CPD:c0160:*LIGAND-CPD:c00084:*CAS:75-07-0 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation I
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C3(CCC2(C4(CCC1(C(C)(CCC(O)C(C)(CO)1)C(CCC(C)23)=4)))) 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C3(CCC2(C4(CCC1(C(C)(CCC(O)C(C)(CO)1)C(CCC(C)23)=4)))) 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C3(CCC2(C4(CCC1(C(C)(CCC(O)C(C)(CO)1)C(CCC(C)23)=4)))) 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 428.697 C29 H48 O2 CC(C)=CCCC(C)C3(CCC2(C4(CCC1(C(C)(CCC(O)C(C)(CO)1)C(CCC(C)23)=4)))) 1.14.13.72 4,4-dimethyl-5α-cholesta-8,24-dien-3-β-ol + O2 = 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(=O)O 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
2-isopropyl-3-oxosuccinate (2S)-2-isopropyl-3-oxosuccinate 174.153 C7 H10 O5 C(=O)(O)C(C(C)C)C(=O)C(=O)O 2-isopropyl-3-oxosuccinate = 2-ketoisocaproate + CO2 leucine biosynthesis
syn-copalyl diphosphate syn-copalyl diphosphate*syn-CDP 450.448 C20 H36 O7 P2 CC(=CCOP(=O)(O)OP(O)(O)=O)CCC1(C(=C)CC[CH]2(C(C)1CCCC(C)(C)2)) syn-copalyl diphosphate = 9β-pimara-7,15-diene momilactone biosynthesis
syn-copalyl diphosphate syn-copalyl diphosphate*syn-CDP 450.448 C20 H36 O7 P2 CC(=CCOP(=O)(O)OP(O)(O)=O)CCC1(C(=C)CC[CH]2(C(C)1CCCC(C)(C)2)) syn-copalyl diphosphate = stemar-13-ene Oryzalexin S biosynthesis
syn-copalyl diphosphate syn-copalyl diphosphate*syn-CDP 450.448 C20 H36 O7 P2 CC(=CCOP(=O)(O)OP(O)(O)=O)CCC1(C(=C)CC[CH]2(C(C)1CCCC(C)(C)2)) geranylgeranyl diphosphate = syn-copalyl diphosphate momilactone biosynthesis
10-hydroxygeraniol 8-hydroxygeraniol 170.251 C10 H18 O2 CC(CCC=C(CO)C)=CCO geraniol = 10-hydroxygeraniol secologanin and strictosidine biosynthesis
10-hydroxygeraniol 8-hydroxygeraniol 170.251 C10 H18 O2 CC(CCC=C(CO)C)=CCO secologanin and strictosidine biosynthesis
6,7,4'-trihydroxyflavanone 272.257 C15 H12 O5 c1(c(c(cc2(c1OC(CC2=O)c3(ccc(cc3)O)))O)O) liquiritigenin + NADPH + O2 = 6,7,4'-trihydroxyflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
6,7,4'-trihydroxyflavanone 272.257 C15 H12 O5 c1(c(c(cc2(c1OC(CC2=O)c3(ccc(cc3)O)))O)O) 1.14.13.- 6,7,4'-trihydroxyflavanone + NADPH + O2 = 2,6,7,4'-tetrahydroxyisoflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
D-alanyl-D-alanine 160.172 C6 H12 N2 O3 CC(N)C(=O)NC(C)C(=O)O LIGAND-CPD:C00993:*CAS:923-16-0 6.3.2.10 UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + D-alanyl-D-alanine + ATP = ADP peptidoglycan biosynthesis I
D-alanyl-D-alanine 160.172 C6 H12 N2 O3 CC(N)C(=O)NC(C)C(=O)O LIGAND-CPD:C00993:*CAS:923-16-0 6.3.2.4 D-alanine + ATP = D-alanyl-D-alanine + ADP peptidoglycan biosynthesis I
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 O1 CC(CO)=CCNc2(c1(c([nH]cn1)ncn2)) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 O1 CC(CO)=CCNc2(c1(c([nH]cn1)ncn2)) cis-zeatin riboside + H2O = cis-zeatin cis-zeatin biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 O1 CC(CO)=CCNc2(c1(c([nH]cn1)ncn2)) 2.4.1.- cis-zeatin + UDP-D-glucose = cis-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 O1 CC(CO)=CCNc2(c1(c([nH]cn1)ncn2)) 2.4.1.215 cis-zeatin + UDP-D-glucose = cis-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
cis-zeatin (Z)-2-methyl-4-(1H-purin-6-ylamino)but-2-en-1-ol*cZ 219.246 C10 H13 N5 O1 CC(CO)=CCNc2(c1(c([nH]cn1)ncn2)) 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
5'-hydroxycotinine allohydroxycotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)C2(O)(CCC(=O)N(C)2)) 5'-hydroxycotinine = 4-oxo-4-(3-pyridyl)-N-methylbutanamide nicotine degradation III
5'-hydroxycotinine allohydroxycotinine 192.217 C10 H12 N2 O2 c1(ccc(cn1)C2(O)(CCC(=O)N(C)2)) 1.14.14.1 cotinine + NADPH + O2 = 5'-hydroxycotinine + NADP+ + H2O nicotine degradation III
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CC=CCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:2-t16:1-PG = 18:3-t16:1-PG phospholipid desaturation
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CC=CCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:1-t16:1-PG = 18:2-t16:1-PG phospholipid desaturation
18:2-t16:1-PG 1-18:2-2-trans-16:1-phosphatidylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(3E-hexadecenoyl)-sn-glycero-3-phospho-(1'-sn-glycerol) 744.984 C40 H73 O10 P1 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CC=CCCCCCCCCCCCC)OP(=O)(O)OCC(CO)O 1.14.99.- 18:2-16:0-PG = 18:2-t16:1-PG phospholipid desaturation
norcotinine demethylcotinine 162.191 C9 H10 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)[NH]2)) norcotinine = 4-oxo-4-(3-pyridyl)-butanamide nicotine degradation II
norcotinine demethylcotinine 162.191 C9 H10 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)[NH]2)) norcotinine = 4-oxo-4-(3-pyridyl)-butanamide nicotine degradation III
norcotinine demethylcotinine 162.191 C9 H10 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)[NH]2)) nornicotine + H2O = norcotinine nicotine degradation II
norcotinine demethylcotinine 162.191 C9 H10 N2 O1 c1(ccc(cn1)[CH]2(CCC(=O)[NH]2)) 1.14.14.1 N'-hydroxymethyl-norcotinine + NADPH + O2 = norcotinine + NADP+ + H2O nicotine degradation III
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(C(CCCCCC(O)=O)=O)N LIGAND-CPD:C01092: 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis II
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(C(CCCCCC(O)=O)=O)N LIGAND-CPD:C01092: 2.3.1.47 pimeloyl-CoA + L-alanine = CO2 + coenzyme A + 7-keto-8-aminopelargonate biotin biosynthesis I
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(C(CCCCCC(O)=O)=O)N LIGAND-CPD:C01092: 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis II
7-keto-8-aminopelargonate 8-amino-7-oxononanoate*KAPA*7-KAP 187.238 C9 H17 N1 O3 CC(C(CCCCCC(O)=O)=O)N LIGAND-CPD:C01092: 2.6.1.62 S-adenosyl-L-methionine + 7-keto-8-aminopelargonate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminopelargonate biotin biosynthesis I
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.14.99.- zeaxanthin + O2 = crocetin dialdehyde + hydroxy-β-cyclocitral crocetin biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.14.99.- β-cryptoxanthin + O2 = zeaxanthin + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.14.13.90 zeaxanthin + H+ + O2 = antheraxanthin + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.14.13.90 zeaxanthin + H+ + O2 = antheraxanthin + H2O xanthophyll cycle
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O carotenoid biosynthesis
zeaxanthin β,β-carotene-3,3'-diol 568.881 C40 H56 O2 CC(C=CC1(C(CC(CC=1C)O)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CC(CC2(C)C)O)C))C)C 1.10.99.3 antheraxanthin + L-ascorbate = zeaxanthin + L-dehydro-ascorbate + H2O xanthophyll cycle
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate menaquinone biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate phylloquinone biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate enterobactin biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 5.4.4.2 chorismate = isochorismate salicylate biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 3.3.2.1 H2O + isochorismate = pyruvate + 2,3-dihydro-2,3-dihydroxybenzoate enterobactin biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate menaquinone biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 succinate-semialdehyde-thiamine PPi + isochorismate = 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + thiamine diphosphate + pyruvate phylloquinone biosynthesis
isochorismate Isochorismic acid 226.185 C10 H10 O6 C(O)(=O)C1(=CC=CC(C1O)OC(C(O)=O)=C) LIGAND-CPD:C00885:*CAS:22642-82-6 isochorismate = salicylate + pyruvate salicylate biosynthesis
S-2-methyl-butyryl-CoA 2-methylbutyryl-CoA*α-methylbutyryl-CoA*α-methylbutanoyl-CoA*2-methylbutanoyl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C(C)CC)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) 1.3.99.12 S-2-methyl-butyryl-CoA + FAD = tiglyl-CoA + FADH2 isoleucine degradation I
S-2-methyl-butyryl-CoA 2-methylbutyryl-CoA*α-methylbutyryl-CoA*α-methylbutanoyl-CoA*2-methylbutanoyl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)C(C)CC)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
4-prenylphlorisovalerophenone PPIVP*compound-X 278.347 C16 H22 O4 CC(=CCc1(c(cc(c(c1O)C(CC(C)C)=O)O)O))C 2.5.1.- 4-prenylphlorisovalerophenone + dimethylallyl-PP = diprenylphlorisovalerophenone + diphosphate humulone biosynthesis
4-prenylphlorisovalerophenone PPIVP*compound-X 278.347 C16 H22 O4 CC(=CCc1(c(cc(c(c1O)C(CC(C)C)=O)O)O))C 2.5.1.- phlorisovalerophenone + dimethylallyl-PP = 4-prenylphlorisovalerophenone + diphosphate humulone biosynthesis
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis V (from arginine)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis II
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation VI (arginase 2 pathway)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate arginine degradation I (arginase pathway)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate proline biosynthesis I
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate γ-semialdehyde = H2O + pyrroline 5-carboxylate citrulline biosynthesis
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: L-glutamate + ATP + NADPH = ADP + L-glutamate γ-semialdehyde + NADP+ arginine biosynthesis IV
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 1.2.1.41 L-glutamate γ-semialdehyde + NADP+ = L-glutamate-5-phosphate + NADPH + H+ proline biosynthesis II
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 1.2.1.41 L-glutamate γ-semialdehyde + NADP+ = L-glutamate-5-phosphate + NADPH + H+ proline biosynthesis I
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 1.2.1.41 L-glutamate γ-semialdehyde + NADP+ = L-glutamate-5-phosphate + NADPH + H+ citrulline biosynthesis
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde proline biosynthesis V (from arginine)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine degradation VI (arginase 2 pathway)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine biosynthesis IV
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine degradation I (arginase pathway)
L-glutamate γ-semialdehyde glutamic γ-semialdehyde*L-glutamate-5-semialdehyde*glutamate-semialdehyde 131.131 C5 H9 N1 O3 C(=O)(C(CCC=O)N)O LIGAND-CPD:C01165: 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde citrulline biosynthesis
formononetin 7-hydroxy-4'-methoxyisoflavone*4'-O-methyldaidzein 268.268 C16 H12 O4 C2(Oc3(cc(ccc(C(=O)C(c1(ccc(cc1)OC))=2)3)O)) CAS:485-72-3:*NCI:93360: 1.14.13.53 O2 + NADPH + formononetin = H2O + NADP+ + 2-hydroxyformononetin medicarpin biosynthesis
formononetin 7-hydroxy-4'-methoxyisoflavone*4'-O-methyldaidzein 268.268 C16 H12 O4 C2(Oc3(cc(ccc(C(=O)C(c1(ccc(cc1)OC))=2)3)O)) CAS:485-72-3:*NCI:93360: 1.14.13.52 formononetin + NADPH + O2 = calycosin + NADP+ + H2O maackiain biosynthesis
formononetin 7-hydroxy-4'-methoxyisoflavone*4'-O-methyldaidzein 268.268 C16 H12 O4 C2(Oc3(cc(ccc(C(=O)C(c1(ccc(cc1)OC))=2)3)O)) CAS:485-72-3:*NCI:93360: 2.1.1.46 daidzein + S-adenosyl-L-methionine = formononetin + S-adenosyl-L-homocysteine pterocarpan biosynthesis
formononetin 7-hydroxy-4'-methoxyisoflavone*4'-O-methyldaidzein 268.268 C16 H12 O4 C2(Oc3(cc(ccc(C(=O)C(c1(ccc(cc1)OC))=2)3)O)) CAS:485-72-3:*NCI:93360: 2,7-dihydroxy-4'-methoxyisoflavanone = formononetin + H2O pterocarpan biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 6.1.1.16 L-cysteine + ATP = diphosphate + AMP tRNA charging pathway
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 2.6.1.3 α-ketoglutarate + L-cysteine = L-glutamate + 3-mercaptopyruvate L-cysteine degradation III
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 6.3.2.5 D-4'-phosphopantothenate + L-cysteine + CTP = R-4'-phosphopantothenoyl-L-cysteine + diphosphate + CMP coenzyme A biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine γ-glutamyl cycle
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 2.8.1.7 L-cysteine = L-alanine alanine biosynthesis III
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 2.5.1.- L-cysteine + O-phospho-L-homoserine = cystathionine methionine biosynthesis II
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 6.3.2.2 L-cysteine + L-glutamate + ATP = L-γ-glutamylcysteine + ADP glutathione biosynthesis
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine degradation
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 1.13.11.20 O2 + L-cysteine = 3-sulfinoalanine L-cysteine degradation I
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
L-cysteine C*carbocysteine*cysteine*Cys 121.154 C3 H7 N1 O2 S1 C(C(C(O)=O)N)S LIGAND-CPD:C00097:*CAS:52-90-4 2.5.1.48 L-cysteine + O-succinyl-L-homoserine = succinate + cystathionine methionine biosynthesis I
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C=C1CCC(C(CC2)3)4)=O)C))(C)))C)C)C 1.1.1.145 campest-4-en-3β-ol = campest-4-en-3-one brassinosteroid biosynthesis II
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C=C1CCC(C(CC2)3)4)=O)C))(C)))C)C)C 1.14.13.- campest-4-en-3-one + O2 + NADPH = (22α)-hydroxy-campest-4-en-3-one + H2O + NADP+ brassinosteroid biosynthesis II
campest-4-en-3-one methylcholestenone*(24R)-24-methyl-cholest-4-en-3-one*3-dehydro-Δ4-5-campesterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(C=C1CCC(C(CC2)3)4)=O)C))(C)))C)C)C 1.3.99.- campest-4-en-3-one + NADPH = (5α)-campestan-3-one + NADP+ brassinosteroid biosynthesis II
isorhamnetin 3'-methoxyquercetin*3-methylquercetin 316.267 C16 H12 O7 c1(c(cc(c2(c1oc(c(c2=O)O)c3(cc(c(cc3)O)OC)))O)O) PUBCHEM:5281654: 2.1.1.- S-adenosyl-L-methionine = isorhamnetin + S-adenosyl-L-homocysteine flavonol biosynthesis
picrocrocin 330.377 C16 H26 O7 CC2(C)(C(C=O)=C(C)CC(OC1(C(C(C(C(O1)CO)O)O)O))C2) 2.4.1.- hydroxy-β-cyclocitral + UDP-D-glucose = picrocrocin + UDP crocetin biosynthesis
δ-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(CCC2(C(O1)=C(C)C=C(O)C=2)) 2-methyl-6-phytyl-1,4-benzoquinone = δ-tocopherol vitamin E biosynthesis
δ-tocopherol 402.659 C27 H46 O2 CC(C)CCCC(C)CCCC(C)CCCC1(C)(CCC2(C(O1)=C(C)C=C(O)C=2)) 2.1.1.95 δ-tocopherol + S-adenosyl-L-methionine = β-tocopherol + S-adenosyl-L-homocysteine vitamin E biosynthesis
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.4.2.11 nicotinate nucleotide + diphosphate = nicotinate + 5-phosphoribosyl 1-pyrophosphate NAD salvage pathway I
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.4.2.11 nicotinate nucleotide + diphosphate = nicotinate + 5-phosphoribosyl 1-pyrophosphate pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 3.5.1.42 nicotinamide mononucleotide + H2O = ammonia + nicotinate nucleotide NAD salvage pathway I
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD salvage pathway I
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 3.2.2.- nicotinate nucleotide + H2O = nicotinate + D-ribose-5-phosphate pyridine nucleotide cycling (plants)
nicotinate nucleotide nicotinate dinucleotide*β-nicotinate-D-nucleotide*NaMN*nicotinic acid nucleotide*nicotinic acid mononucleotide*nicotinic acid ribonucleotide*nicotinate-D-ribonucleotide*nicotinate ribonucleotide*nicotinate mononucleotide*deamido-nicotinamide mononucleotide*deamido-NMN*β-nicotinate D-ribonucleotide 336.215 C11 H15 N1 O9 P1 [CH]1([CH]([CH]([CH](COP(O)(O)=O)O1)O)O)([n+]2(cc(ccc2)C(O)=O)) LIGAND-CPD:C01185:*CAS:321-02-8 2.4.2.19 CO2 + diphosphate + nicotinate nucleotide = 5-phosphoribosyl 1-pyrophosphate + quinolinate NAD biosynthesis I (from aspartate)
(E)-β-ocimene trans-β-ocimene 136.236 C10 H16 CC(=CCC=C(C)C)C=C 4.2.3.- geranyl-PP = (E)-β-ocimene + diphosphate monoterpene biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD salvage pathway I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.77 NADH + L-lactaldehyde = NAD+ + L-1,2-propanediol fucose degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ mixed acid fermentation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ oxidative ethanol degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate sucrose degradation to ethanol and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate fructose degradation to pyruvate and lactate (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate glucose fermentation to lactate II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 α-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH proline degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH arginine degradation I (arginase pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.3.99.3 NADH + acrylyl-CoA = NAD+ + propionyl-CoA D-lactate fermentation to propionate and acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.2.2.5 H2O + NAD+ = ADP-ribose + nicotinamide NAD salvage pathway I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation III (to methylglyoxal)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH aminopropanol biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ ureide biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.87 homoisocitrate + NAD+ = α-ketoadipate + CO2 + NADH + H+ lysine biosynthesis IV
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.8.1.4 NAD+ = NADH + H+ branched-chain α-keto acid dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.9 H2O + NAD+ + saccharopine = L-glutamate + NADH + 2-aminoadipate-6-semialdehyde lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ aerobic respiration -- electron donors reaction list
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ respiration (anaerobic)-- electron donors reaction list
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.99.8 indole-3-glyoxal + NADH + H+ = indole-3-ketol + NAD+ tryptophan degradation V (side chain pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH UDP-D-xylose biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH galactose degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 3-methylbutanal + NADH = isoamyl alcohol + NAD+ leucine degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.1.3.2 NADP+ + H2O = NAD+ NAD salvage pathway II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.3.1.28 NAD+ + 2,3-dihydro-2,3-dihydroxybenzoate = NADH + 2,3-dihydroxybenzoate enterobactin biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 2-amino-muconate + H2O + NADH = NH(4)OH + α-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.88 (R)-mevalonate + NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + NADH + H+ mevalonate degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.7 H2O + NAD+ + saccharopine = NADH + α-ketoglutarate + L-lysine lysine biosynthesis IV
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 3-methylthiopropanal + NADH + H+ = methionol + NAD+ methionine degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.262 4-(phosphonooxy)-threonine + NAD+ = NADH + (2S)-2-amino-3-oxo-4-phosphonooxybutanoate pyridoxal 5'-phosphate biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.22 H2O + NAD+ + L-lactaldehyde = NADH + L-lactate fucose degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.99.8 indole-3-glycol aldehyde + NADH + H+ = indole-3-glycol + NAD+ tryptophan degradation V (side chain pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.223 NAD+ + (-)-trans-Isopiperitenol = NADH + (-)-isopiperitenone menthol biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.35 NAD+ = NADH fatty acid β-oxidation IV (plant, unsaturated, even number)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.35 NAD+ = NADH fatty acid β-oxidation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.35 NAD+ = NADH fatty acid β-oxidation II (plant, saturated)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.3.1.9 NAD+ = NADH fatty acid elongation -- saturated
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.72 D-erythrose-4-phosphate + NAD+ + H2O = erythronate-4-phosphate + NADH + H+ pyridoxal 5'-phosphate biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.- N2-succinyl-L-glutamate 5-semialdehyde + NAD+ + H2O = N2-succinylglutamate + NADH arginine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.7.1.1 nitrite + H2O + NAD+ = NO3- + NADH nitrate reduction II (assimilatory)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 isobutanal + NADH = isobutanol + NAD+ valine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.8.1.4 NAD+ = NADH + H+ pyruvate dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 4.3.1.12 L-ornithine + NAD+ = NH4+ + L-proline + ammonia + NADH + H+ arginine degradation VII (arginase 3 pathway)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.29 glycerate + NAD+ = hydroxypyruvate + NADH photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine ammonia assimilation cycle II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine glutamate biosynthesis IV
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.8.1.4 NAD+ = NADH + H+ glycine cleavage complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 phenylacetaldehyde + NADH = 2-phenylethanol + NAD+ phenylalanine degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.5.3 NADH = NAD+ aerobic respiration -- electron donor II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.5.3 NADH = NAD+ aerobic respiration -- electron donor III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA mixed acid fermentation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP NAD salvage pathway I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.6.1.22 H2O + NAD+ = nicotinamide mononucleotide + AMP pyridine nucleotide cycling (plants)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.57 NAD+ + D-mannonate = NADH + fructuronate β-D-glucuronide degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.21 H2O + NAD+ + glycolaldehyde = NADH + glycolate ethylene glycol degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.35 acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ acetyl CoA fermentation to butyrate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.35 acetoacetyl-CoA + NADH = 3-hydroxybutyryl-CoA + NAD+ glutaryl-CoA degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.59 NAD+ + 3-hydroxy-propionate = NADH + malonate semialdehyde β-alanine biosynthesis II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.- pyruvate + coenzyme A + NAD+ = acetyl-CoA + CO2 + NADH respiration (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 NAD+ + ethylene glycol = glycolaldehyde + NADH ethylene glycol degradation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH mixed acid fermentation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle variation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH reductive TCA cycle I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH gluconeogenesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH respiration (anaerobic)
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH aspartate degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.37 malate + NAD+ = oxaloacetate + NADH TCA cycle
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 3.1.3.- H2O + NADP+ = NAD+ NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.290 erythronate-4-phosphate + NAD+ = 2-oxo-3-hydroxy-4-phosphobutanoate + NADH + H+ pyridoxal 5'-phosphate biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.31 2-aminoadipate-6-semialdehyde + H2O + NAD+ = α-aminoadipate + NADH lysine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.1 2-methylbutanal + NADH = 2-methylbutanol + NAD+ isoleucine degradation II
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.6.1.1 NAD+ + NADPH = NADH + NADP+ NAD/NADH phosphorylation and dephosphorylation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.8.1.4 NAD+ = NADH + H+ 2-keto glutarate dehydrogenase complex
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate mixed acid fermentation
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.28 NAD+ + D-lactate = NADH + pyruvate D-lactate fermentation to propionate and acetate
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.75 1-amino-propan-2-ol + NAD+ = aminoacetone + NADH aminopropanol biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.1.1.95 3-phosphoglycerate + NAD+ = 3-phospho-hydroxypyruvate + NADH serine biosynthesis
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 1.5.1.12 pyrroline-hydroxy-carboxylate + NAD+ + H2O = L-erythro-4-hydroxy-glutamate + NADH 4-hydroxyproline degradation I
NAD+ beta-nicotinamide adenine dinucleotide*coenzyme I*diphosphopyridine nucleotide*diphosphopyridine nucleotide oxidized*nicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide oxidized*NAD-oxidized*NAD-ox*NAD+*DPN+*DPN-ox*DPN*β-nicotinamide adenine dinucleotide*NAD 664.438 C21 H28 N7 O14 P2 c1(ccc(c[n+]1C5(OC(COP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n4(cnc3(c(N)ncnc34))))C(O)C(O)5))C(N)=O) LIGAND-CPD:C00003:*CAS:53-84-9 2.7.7.1 nicotinamide mononucleotide + ATP = NAD+ + diphosphate NAD salvage pathway II
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C(O)C(=O)NCCC(NCCS)=O)(C)COP(O)(O)=O LIGAND-CPD:C01134: 4.1.1.36 R-4'-phosphopantothenoyl-L-cysteine = pantetheine 4'-phosphate + CO2 coenzyme A biosynthesis
pantetheine 4'-phosphate phosphopantotheine*pantotheine-4'-phosphate*4'-phosphopantetheine*phosphopantetheine 358.346 C11 H23 N2 O7 P1 S1 CC(C(O)C(=O)NCCC(NCCS)=O)(C)COP(O)(O)=O LIGAND-CPD:C01134: 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
16:0-18:3-PC 1-16:0-2-18:3-phosphatidylcholine*1-hexadecanoyl-2-(9Z,12Z,15Z-octadecatrienoyl)-sn-glycero-3-phosphocholine 757.062 C42 H79 N1 O8 P1 C(C(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCC=CCC=CCC=CCC)OP(=O)(O)OCC[N+](C)(C)C PUBCHEM:5313197: 16:0-18:2-PC = 16:0-18:3-PC phospholipid desaturation
caffeoylserotonin caffeic acid serotonin amide 338.362 C19 H18 N2 O4 C2(NC3(C=CC(O)=CC(C(CCNC(C=CC1(=CC=C(C(=C1)O)O))=O)=2)=3)) PUBCHEM:16659826: serotonin + caffeoyl-CoA = H+ + caffeoylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
(-)-isopiperitenone 150.22 C10 H14 O1 C=C(C1(CCC(=CC1=O)C))C CAS:529-01-1 (-)-isopiperitenone + NADP+ = (+)-cis-isopulegone + NADPH menthol biosynthesis
(-)-isopiperitenone 150.22 C10 H14 O1 C=C(C1(CCC(=CC1=O)C))C CAS:529-01-1 1.1.1.223 NAD+ + (-)-trans-Isopiperitenol = NADH + (-)-isopiperitenone menthol biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(C=Cc1(ccc(O)c(O)c1))OC2(CC(O)(CC(O)C(O)2)C(=O)O) 3.1.2.- caffeoylquinate + coenzyme A = caffeoyl-CoA + quinate phenylpropanoid biosynthesis
caffeoylquinate chlorogenate*chlorogenic acid 354.313 C16 H18 O9 C(=O)(C=Cc1(ccc(O)c(O)c1))OC2(CC(O)(CC(O)C(O)2)C(=O)O) 1.14.13.36 4-coumaroylquinate + NADPH + O2 = caffeoylquinate + NADP+ + H2O phenylpropanoid biosynthesis
24-methylenecholesterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)=C)C 24-methylenecholesterol = 24-methyldesmosterol sterol biosynthesis
24-methylenecholesterol 398.671 C28 H46 O1 CC(C(CCC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)=C)C 1.3.1.21 5-dehydro episterol + NADPH = 24-methylenecholesterol + NADP+ sterol biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 UTP = dUTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + diphosphate UDP-N-acetylgalactosamine biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.10 α-D-galactose 1-phosphate + UTP = UDP-galactose + diphosphate galactose degradation II
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.44 α-D-glucuronate 1-phosphate + UTP = UDP-D-glucuronate + diphosphate UDP-D-glucuronate biosynthesis (from myo-inositol)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.37 β-L-arabinose 1-phosphate + UTP = UDP-L-arabinose + diphosphate UDP-L-arabinose biosynthesis II (from L-arabinose)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation III
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose degradation to ethanol and lactate (anaerobic)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate galactose degradation II
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-glucose conversion
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.7.9 α-D-glucose 1-phosphate + UTP = UDP-D-glucose + diphosphate sucrose biosynthesis
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + CTP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
UTP uridine-triphosphate*uridine-5'-triphosphate 484.143 C9 H15 N2 O15 P3 c1(cc(=O)[nH]c(=O)n1C2(OC(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C(O)C(O)2)) LIGAND-CPD:C00075:*CAS:63-39-8 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine purine degradation
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.2.2.1 guanosine + H2O = guanine salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 2.4.2.15 guanosine = ribose-1-phosphate + guanine salvage pathways of purine nucleosides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 2.4.2.15 guanosine = ribose-1-phosphate + guanine salvage pathways of purine and pyrimidine nucleotides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine purine degradation
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 3.1.3.5 GMP + H2O = guanosine salvage pathways of purine nucleosides II (plant)
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
guanosine nucleoside Q 283.243 C10 H13 N5 O5 C([CH]3([CH](O)[CH](O)[CH](n2(c1(c(c(=O)[nH]c(N)n1)nc2)))O3))O LIGAND-CPD:C00387:*CAS:118-00-3 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC1(=C(C3(N5(=C1C=c2(n7(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))CO) chlorophyllide a + O2 + NADPH = 7-hydroxy-chlorophyllide a + H2O + NADP+ chlorophyll cycle
7-hydroxy-chlorophyllide a 7-OH-chlorophyllide a 630.982 C35 H34 N4 O6 MG1 CCC1(=C(C3(N5(=C1C=c2(n7(c9(c(c2C)C(C(C(C8(=N6(C(=Cc4(n(c(C=3)c(c4C)C=C)[Mg]567))C(C8CCC(O)=O)C)))=9)C(OC)=O)=O))))))CO) 7-hydroxy-chlorophyllide a + O2 + NADPH = chlorophyllide b + H2O + NADP+ chlorophyll cycle
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 584.956 C34 H32 N4 O4 MG1 Cc1(c6(n8(c(c1CCC(O)=O)=CC2(C(=C(C7(N=2[Mg]5(n3(c(c(c(c3C=C4(C(=C(C(=N45)C=6)C=C)C))C=C)C)C=7))8))C)CCC(=O)O)))) 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + ADP + H+ chlorophyllide a biosynthesis
Mg-protoporphyrin Mg-protoporphyrin IX*Mg-protoporphyrin*magnesium protoporphyrin*MgP 584.956 C34 H32 N4 O4 MG1 Cc1(c6(n8(c(c1CCC(O)=O)=CC2(C(=C(C7(N=2[Mg]5(n3(c(c(c(c3C=C4(C(=C(C(=N45)C=6)C=C)C))C=C)C)C=7))8))C)CCC(=O)O)))) 2.1.1.11 Mg-protoporphyrin + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + Mg-protoporphyrin monomethyl ester chlorophyllide a biosynthesis
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.- adenosine = ribose-1-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.- adenosine = ribose-1-phosphate + adenine salvage pathways of purine nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.- adenosine = ribose-1-phosphate + adenine salvage pathways of purine and pyrimidine nucleotides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 1.5.99.12 isopentenyladenine + FAD + H2O = 3-methyl-2-butenal + adenine + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 1.5.99.12 cis-zeatin + H2O + FAD = 3-methyl-4-cis-hydroxy-2-butenal + adenine + FADH2 cytokinins degradation
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 3.2.2.7 H2O + adenosine = adenine salvage pathways of purine nucleosides II (plant)
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 3.2.2.4 AMP + H2O = D-ribose-5-phosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 3.2.2.16 5'-methylthioadenosine + H2O = 5-methylthioribose + adenine methionine salvage pathway
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 adenine + deoxyribose-1-phosphate = deoxyadenosine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
adenine 6-aminopurine 135.128 C5 H5 N5 c1(c2(c(ncn1)NC=N2))N LIGAND-CPD:C00147:*CAS:73-24-5 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
NH4+ ammonium 18.038 H4 N1 [NH4+] CHEBI:28938:*PUBCHEM:223:*LIGAND-CPD:C01342:*CAS:14798-03-9 4.3.1.12 L-ornithine + NAD+ = NH4+ + L-proline + ammonia + NADH + H+ arginine degradation VII (arginase 3 pathway)
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n2(ccc(N)nc(=O)2)) LIGAND-CPD:C11435: 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol CDP-ME*CDP-methyl-D-erythritol*4-diphosphocytidyl-2C-methyl-D-erythritol*4-diphosphocytidyl-2-C-methylerythritol 521.311 C14 H25 N3 O14 P2 CC(O)(CO)C(O)COP(=O)(O)OP(=O)(O)OCC1(OC(C(O)C(O)1)n2(ccc(N)nc(=O)2)) LIGAND-CPD:C11435: 2.7.7.60 2-C-methyl-D-erythritol-4-phosphate + CTP = 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + diphosphate methylerythritol phosphate pathway
10,16-dihydroxypalmitate 288.426 C16 H32 O4 C(O)CCCCCC(O)CCCCCCCCC(=O)O 16-hydroxypalmitate + NADPH + O2 = 10,16-dihydroxypalmitate + NADP+ + H2O cutin biosynthesis
D-pinitol 6-methoxycyclohexane-1,2,3,4,5-pentaol*inzitol*3-O-methyl-D-chiro-inositol 194.184 C7 H14 O6 C1(C(C(C(C(C1O)O)OC)O)O)O PUBCHEM:439990: 2.4.1.- D-pinitol + galactinol = galactopinitol A + myo-inositol galactosylcyclitol biosynthesis
D-pinitol 6-methoxycyclohexane-1,2,3,4,5-pentaol*inzitol*3-O-methyl-D-chiro-inositol 194.184 C7 H14 O6 C1(C(C(C(C(C1O)O)OC)O)O)O PUBCHEM:439990: 2.4.1.- D-pinitol + galactinol = galactopinitol B + myo-inositol galactosylcyclitol biosynthesis
α-maltose 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(OC(C(C2O)O)O)CO) 3.2.1.2 H2O = α-maltose starch degradation
α-maltose 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(OC(C(C2O)O)O)CO) 3.2.1.20 α-maltose + H2O = α-D-glucose starch degradation
D-arabinose 5-phosphate D-arabinose-5-P*arabinose-5P*D-A-5-P*arabinose 5-phosphate*arabinose-5-P 230.111 C5 H11 O8 P1 C(OP(O)(O)=O)C(C(C(O)C=O)O)O LIGAND-CPD:C01112:*CAS:13137-52-5 2.5.1.55 D-arabinose 5-phosphate + H2O + phosphoenolpyruvate = 3-deoxy-D-manno-octulosonate 8-P CMP-KDO biosynthesis II (from D-arabinose 5-phosphate)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 1.8.4.8 sulfite + adenosine-3',5'-bisphosphate = phosphoadenosine-5'-phosphosulfate sulfate reduction I (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 1.8.1.2 H2O + NADP+ + hydrogen sulfide = sulfite + NADPH sulfate reduction I (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 1.8.4.9 sulfite + AMP + glutathione disulfide = adenosine 5'-phosphosulfate + glutathione sulfate reduction II (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 3.13.1.1 sulfite + UDP-D-glucose = UDP-sulfoquinovose + H2O glycolipid biosynthesis
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 2.8.1.1 thiosulfate + hydrogen cyanide = sulfite + thiocyanate thiosulfate disproportionation III (rhodanese)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 1.8.99.2 sulfite + AMP = adenosine 5'-phosphosulfate sulfite oxidation III
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 1.8.7.1 hydrogen sulfide + H2O = sulfite sulfate reduction II (assimilatory)
sulfite HSO3-*HSO3*bisulfite*SO3*SO3-2 80.058 O3 S1 S([O-])([O-])=O CAS:7782-99-2:*LIGAND-CPD:C00094: 3-sulfinyl-pyruvate + H2O = sulfite + pyruvate L-cysteine degradation I
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.170 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA + NADPH = isoliquiritigenin + coenzyme A + CO2 + NADP+ + H2O flavonoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 1.2.1.44 4-coumaroyl-CoA + coumaroyl-CoA + NADPH = coumaraldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.- 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = bis-noryangonin + coenzyme A + CO2 resveratrol biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.133 4-coumaroyl-CoA + quinate + coumaroyl-CoA = 4-coumaroylquinate + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.133 4-coumaroyl-CoA + shikimate + coumaroyl-CoA = 4-coumaroylshikimate + coenzyme A phenylpropanoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.95 4-coumaroyl-CoA + malonyl-CoA + coumaroyl-CoA = resveratrol + coenzyme A + CO2 resveratrol biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.74 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = naringenin chalcone + CO2 + coenzyme A flavonoid biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 4-coumaroyl-CoA + serotonin = H+ + p-coumaroylserotonin + coenzyme A hydroxycinnamic acid serotonin amides biosynthesis
4-coumaroyl-CoA p-coumaroyl-CoA 909.648 C30 H38 N7 O18 P3 S1 CC(C)(COP(=O)([O-])OP(=O)([O-])OCC3(OC(N2(C=NC1(C(N)=NC=NC=12)))C(O)C(OP(=O)([O-])[O-])3))C(O)C(=O)NCCC(=O)NCCSC(=O)C=CC4(=CC=C(O)C=C4) LIGAND-CPD:C00223:*PUBCHEM:25244633:*CHEBI:15499 2.3.1.- 4-coumaroyl-CoA + H2O + coumaroyl-CoA + malonyl-CoA = coenzyme A + CO2 + p-coumaroyltriacetate resveratrol biosynthesis
humulone (6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclo 362.465 C21 H30 O5 CC(=CCC1(C(=C(C(C(C=1O)(O)CC=C(C)C)=O)C(CC(C)C)=O)O))C diprenylphlorisovalerophenone + O2 = humulone + H2O humulone biosynthesis
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC2(C(CCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA14 + O2 + α-ketoglutarate = GA37 + CO2 + succinate gibberellin biosynthesis II (early C-3 hydroxylation)
GA14 gibberellin A14*gibberellin A14*GA14 348.438 C20 H28 O5 CC2(C(CCC3(C)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))O)C(O)=O 1.14.11.- GA12 + α-ketoglutarate + O2 = GA14 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
(+)-neoisomenthol 156.267 C10 H20 O1 CC(C1(CCC(CC1O)C))C (+)-isomenthone + NADPH = (+)-neoisomenthol + NADP+ menthol biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP glutamate degradation VII (to butyrate)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 1.2.2.2 pyruvate + ubiquinone-8 + H2O = ubiquinol-8 + acetate + CO2 mixed acid fermentation
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine + H2O = UDP-3-O-(3-hydroxymyristoyl)glucosamine + acetate lipid-A-precursor biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.7.2.1 ATP + acetate = ADP + acetylphosphate mixed acid fermentation
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.7.2.1 ATP + acetate = ADP + acetylphosphate D-lactate fermentation to propionate and acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.7.2.1 ATP + acetate = ADP + acetylphosphate ethanol fermentation to acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.7.2.1 ATP + acetate = ADP + acetylphosphate glucose fermentation to lactate II
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.7.2.1 ATP + acetate = ADP + acetylphosphate gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation III
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 1.2.1.3 acetaldehyde + NAD+ + H2O = NADH + acetate oxidative ethanol degradation I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.5.1.49 O-acetyl-L-homoserine + hydrogen sulfide = L-homocysteine + acetate homocysteine biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.8.3.1 propionate + acetyl-CoA = propionyl-CoA + acetate D-lactate fermentation to propionate and acetate
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.5.1.47 O-acetyl-L-serine + hydrogen sulfide = L-cysteine + acetate cysteine biosynthesis I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 indole + acetate = indole-3-acetate IAA biosynthesis I
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + O2 = (+)-7-isojasmonate + acetate jasmonic acid biosynthesis
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 2.8.3.- 3-hydroxy-5-oxohexanoate + acetyl-CoA = 3-hydroxy-5- oxohexanoyl-CoA + acetate gallate degradation III (anaerobic)
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 O-acetyl-L-homoserine + L-cysteine = cystathionine + acetate homocysteine and cysteine interconversion
acetate acet*acetic acid*ethanoic acid 59.044 C2 H3 O2 C(C)([O-])=O CAS:64-19-7:*LIGAND-CPD:C00033:*LIGAND-CPD:c00033:*CAS:71-50-1 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(C1(=[CH][CH](OP(=O)(O)O)[CH]([CH](OC(C(O)=O)=C)[CH2]1)O))(=O)O LIGAND-CPD:C01269: 4.2.3.5 5-enolpyruvyl-shikimate-3-phosphate = chorismate chorismate biosynthesis
5-enolpyruvyl-shikimate-3-phosphate EPSP*3-enolpyruvyl-shikimate-5-phosphate*3-enolpyruvyl-shikimate-5-P*5-O-(1-carboxyvinyl)-3-phosphoshikimate 324.18 C10 H13 O10 P1 C(C1(=[CH][CH](OP(=O)(O)O)[CH]([CH](OC(C(O)=O)=C)[CH2]1)O))(=O)O LIGAND-CPD:C01269: 2.5.1.19 shikimate-3-phosphate + phosphoenolpyruvate = 5-enolpyruvyl-shikimate-3-phosphate chorismate biosynthesis
p-coumaroyltriacetate p-coumaroyltriacetic acid 290.272 C15 H14 O6 C(CC(CC(CC(C=Cc1(ccc(cc1)O))=O)=O)=O)(O)=O p-coumaroyltriacetate = p-coumaroyltriacetic acid lactone + H2O resveratrol biosynthesis
p-coumaroyltriacetate p-coumaroyltriacetic acid 290.272 C15 H14 O6 C(CC(CC(CC(C=Cc1(ccc(cc1)O))=O)=O)=O)(O)=O 2.3.1.- 4-coumaroyl-CoA + H2O + coumaroyl-CoA + malonyl-CoA = coenzyme A + CO2 + p-coumaroyltriacetate resveratrol biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 presqualene diphosphate = squalene + diphosphate cholesterol biosynthesis I
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 presqualene diphosphate = squalene + diphosphate cholesterol biosynthesis III (via desmosterol)
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 presqualene diphosphate = squalene + diphosphate cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 presqualene diphosphate = squalene + diphosphate sterol biosynthesis
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis I
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis III (via desmosterol)
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
presqualene diphosphate 586.684 C30 H52 O7 P2 CC(=CCCC(=CCCC(=C[CH]1(C(CCC=C(CCC=C(C)C)C)([CH]1COP(OP(O)(O)=O)(O)=O)C))C)C)C 2.5.1.21 trans, trans-farnesyl diphosphate = presqualene diphosphate + diphosphate sterol biosynthesis
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.7.8.5 sn-glycerol-3-phosphate = CMP phospholipid biosynthesis I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.7.8.5 sn-glycerol-3-phosphate = CMP phospholipid biosynthesis II
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.7.8.5 sn-glycerol-3-phosphate = CMP cardiolipin biosynthesis
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.3.1.15 sn-glycerol-3-phosphate = coenzyme A phospholipid biosynthesis II
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.3.1.15 sn-glycerol-3-phosphate = coenzyme A triacylglycerol biosynthesis
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 indole-3-glycerol-phosphate = indole + sn-glycerol-3-phosphate IAA biosynthesis I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 aerobic respiration -- electron donors reaction list
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 respiration (anaerobic)-- electron donors reaction list
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + ubiquinone-8 = dihydroxy-acetone-phosphate + ubiquinol-8 glycerol degradation I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 1.1.99.5 sn-glycerol-3-phosphate + FAD = dihydroxy-acetone-phosphate + FADH2 glycerol degradation IV
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 3.1.4.46 H2O = sn-glycerol-3-phosphate glycerol degradation I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 1.1.1.94 sn-glycerol-3-phosphate = dihydroxy-acetone-phosphate + H+ phospholipid biosynthesis I
sn-glycerol-3-phosphate sn-glycerol-3-phosphate*α-glycerophosphoric acid*glycerol-3-P*glycerol-1-phosphate*α-glycerophosphate*D-glycerol-3-phosphate*rac-Glycerol 3-phosphate*glycerol-3-phosphate 172.074 C3 H9 O6 P1 C(O)C(O)COP(=O)(O)O LIGAND-CPD:C00093:*CAS:57-03-4 2.3.1.15 phospholipid biosynthesis I
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP urea cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP citrulline-nitric oxide cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis IV
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 4.3.2.1 L-arginino-succinate = L-arginine + fumarate urea cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis II (acetyl cycle)
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 4.3.2.1 L-arginino-succinate = L-arginine + fumarate citrulline-nitric oxide cycle
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis IV
L-arginino-succinate N-(L-arginino)-succinate*arginino-succinate 290.275 C10 H18 N4 O6 C(C(CCCNC(=N)NC(CC(=O)O)C(=O)O)N)(=O)O PUBCHEM:828:*LIGAND-CPD:C03406: 4.3.2.1 L-arginino-succinate = L-arginine + fumarate arginine biosynthesis I
loganin 390.386 C17 H26 O10 CC2(C(O)C[CH]3(C(=COC(OC1(OC(CO)C(O)C(O)C(O)1))[CH]23)C(=O)OC)) NCI:606403*CAS:18524-94-2 1.14.13.74 O2 + NADPH + 7-deoxyloganin = H2O + NADP+ + loganin secologanin and strictosidine biosynthesis
loganin 390.386 C17 H26 O10 CC2(C(O)C[CH]3(C(=COC(OC1(OC(CO)C(O)C(O)C(O)1))[CH]23)C(=O)OC)) NCI:606403*CAS:18524-94-2 1.3.3.9 O2 + NADPH + loganin = H2O + NADP+ + secologanin secologanin and strictosidine biosynthesis
afzelechin 274.273 C15 H14 O5 c1(ccc(O)cc1)(C2(C(O)Cc3(c(O2)cc(O)cc(O)3))) 1.17.1.3 leucopelargonidin + NADPH = afzelechin + NADP+ + H2O proanthocyanidin biosynthesis from flavanols
afzelechin 274.273 C15 H14 O5 c1(ccc(O)cc1)(C2(C(O)Cc3(c(O2)cc(O)cc(O)3))) afzelechin + 2,3-trans-catechin = 2,3-cis-proanthocyanidin proanthocyanidin biosynthesis from flavanols
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.3.1.129 UDP-N-acetyl-D-glucosamine = UDP-3-O-(3-hydroxymyristoyl)-N-acetylglucosamine lipid-A-precursor biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.4.1.141 N-acetylglucosaminyl-diphosphodolichol + UDP-N-acetyl-D-glucosamine = (N-acetylglucosaminyl)2-diphosphodolichol + UDP dolichyl-diphosphooligosaccharide biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.5.1.7 UDP-N-acetyl-D-glucosamine + phosphoenolpyruvate = UDP-GlcNAc-enolpyruvate peptidoglycan biosynthesis I
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 5.1.3.7 UDP-N-acetyl-D-glucosamine = UDP-N-acetyl-D-galactosamine UDP-N-acetylgalactosamine biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.7.8.15 dolichyl-phosphate + UDP-N-acetyl-D-glucosamine = N-acetylglucosaminyl-diphosphodolichol + UMP dolichyl-diphosphooligosaccharide biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.7.7.23 N-acetyl-glucosamine-1-phosphate + UTP = UDP-N-acetyl-D-glucosamine + diphosphate UDP-N-acetylgalactosamine biosynthesis
UDP-N-acetyl-D-glucosamine UDP-acetyl-D-glucosamine*UDP-GlcNAc*UDP-N-acetyl-glucosamine*uridine diphosphate N-acetylglucosamine*N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide 607.358 C17 H27 N3 O17 P2 C(C1(C(C(C(O1)n2(ccc([nH]c2=O)=O))O)O))OP(OP(OC3(C(C(C(C(O3)CO)O)O)NC(C)=O))(O)=O)(O)=O LIGAND-CPD:C00043:*CAS:528-04-1 2.4.1.227 UDP-N-acetyl-D-glucosamine = UDP peptidoglycan biosynthesis I
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.- D-pinitol + galactinol = galactopinitol A + myo-inositol galactosylcyclitol biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.- galactopinitol A + galactinol = ciceritol + myo-inositol galactosylcyclitol biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.- D-ononitol + galactinol = D-galactosylononitol + myo-inositol galactosylcyclitol biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.- D-pinitol + galactinol = galactopinitol B + myo-inositol galactosylcyclitol biosynthesis
galactinol 1-O-α-D-galactosyl-D-myo-inositol*1-α-D-galactosyl-myo-inositol*α-D-galactosyl-(1->3)-1D-myo-inositol 342.299 C12 H22 O11 C1(OC(C(C(C1O)O)O)CO)OC2(C(C(C(C(C2O)O)O)O)O) 2.4.1.123 myo-inositol + UDP-galactose = galactinol + UDP stachyose biosynthesis
N2-succinyl-L-glutamate 5-semialdehyde N2-succinylglutamic-semialdehyde*N2-succinylglutamate semialdehyde*N2-succinylglutamic semialdehyde 231.205 C9 H13 N1 O6 C(CCC(NC(CCC=O)C(=O)O)=O)(=O)O PUBCHEM:440848:*LIGAND-CPD:C05932: 1.2.1.- N2-succinyl-L-glutamate 5-semialdehyde + NAD+ + H2O = N2-succinylglutamate + NADH arginine degradation II
N2-succinyl-L-glutamate 5-semialdehyde N2-succinylglutamic-semialdehyde*N2-succinylglutamate semialdehyde*N2-succinylglutamic semialdehyde 231.205 C9 H13 N1 O6 C(CCC(NC(CCC=O)C(=O)O)=O)(=O)O PUBCHEM:440848:*LIGAND-CPD:C05932: 2.6.1.11 N2-succinyl-L-ornithine + α-ketoglutarate = L-glutamate + N2-succinyl-L-glutamate 5-semialdehyde arginine degradation II
wighteone 6-isopentenylgenistein*6-prenyl-5,7,4'-trihydroxyisoflavone 338.359 C20 H18 O5 CC(C)=CCc3(c(c1(c(OC=C(C1=O)c2(ccc(O)cc2))cc(O)3))O) 2.5.1.1 genistein + dimethylallyl-PP = wighteone + diphosphate wighteone and luteone biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine urea cycle
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VI (arginase 2 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation VII (arginase 3 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine arginine degradation I (arginase pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.3.1 H2O + L-arginine = urea + L-ornithine citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 4.3.1.12 L-ornithine + NAD+ = NH4+ + L-proline + ammonia + NADH + H+ arginine degradation VII (arginase 3 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine degradation VI (arginase 2 pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine biosynthesis IV
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde arginine degradation I (arginase pathway)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.6.1.13 L-ornithine + α-ketoglutarate = L-glutamate + L-glutamate γ-semialdehyde citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.3.1.35 L-glutamate + N-acetyl-L-ornithine = N-acetyl-L-glutamate + L-ornithine arginine biosynthesis II (acetyl cycle)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 4.1.1.17 L-ornithine = CO2 + putrescine putrescine biosynthesis III
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline urea cycle
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline proline biosynthesis V (from arginine)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis II (acetyl cycle)
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis IV
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline citrulline degradation
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline arginine biosynthesis I
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 2.1.3.3 L-ornithine + carbamoyl-phosphate = citrulline citrulline biosynthesis
L-ornithine Ornithine*2, 5-diaminovaleric acid*2, 5-diaminopentanoic acid*2, 5-diaminopentanoate*α,δ-diaminovaleric acid 132.162 C5 H12 N2 O2 C(N)CCC(N)C(=O)O LIGAND-CPD:C01602:*CAS:70-26-8 3.5.1.16 N-acetyl-L-ornithine + H2O = L-ornithine + acetate ornithine biosynthesis
4-(methylamino)-1-(3-pyridyl)-1-butanone pseudooxynicotine*1-butanone, 4-(methylamino)-1-(3-pyridinyl)- 178.233 C10 H14 N2 O1 c1(ccc(cn1)C(=O)CCCNC) 4-(methylamino)-1-(3-pyridyl)-1-butanone = 4-oxo-4-(3-pyridyl)-butanoate nicotine degradation II
4-(methylamino)-1-(3-pyridyl)-1-butanone pseudooxynicotine*1-butanone, 4-(methylamino)-1-(3-pyridinyl)- 178.233 C10 H14 N2 O1 c1(ccc(cn1)C(=O)CCCNC) 2'-hydroxynicotine = 4-(methylamino)-1-(3-pyridyl)-1-butanone nicotine degradation II
ent-kaur-16-en-19-ol 288.472 C20 H32 O1 C=C3(CC24(CCC1(C(C)(CO)CCCC(C)1C(CCC(C2)3)4))) 1.14.13.78 ent-kaur-16-en-19-ol + NADPH + H+ + O2 = ent-kaur-16-en-19-al + NADP+ + H2O GA12 biosynthesis
ent-kaur-16-en-19-ol 288.472 C20 H32 O1 C=C3(CC24(CCC1(C(C)(CO)CCCC(C)1C(CCC(C2)3)4))) 1.14.13.78 ent-kaur-16-ene + O2 + NADPH = H2O + NADP+ + ent-kaur-16-en-19-ol GA12 biosynthesis
2-amino-3-carboxymuconate semialdehyde 2-amino-3-carboxymuconate-6-semialdehyde*ACS 185.136 C7 H7 N1 O5 [CH](=O)C=CC(=C(C(=O)O)N)C(O)=O 4.1.1.45 2-amino-3-carboxymuconate semialdehyde = CO2 + 2-aminomuconate semialdehyde tryptophan degradation III (eukaryotic)
2-amino-3-carboxymuconate semialdehyde 2-amino-3-carboxymuconate-6-semialdehyde*ACS 185.136 C7 H7 N1 O5 [CH](=O)C=CC(=C(C(=O)O)N)C(O)=O 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(NC(=O)N)CC(O)=O 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + β-alanine β-alanine biosynthesis III
3-ureidopropionate 3-Ureidopropanoate*β-Ureidopropionic acid*N-Carbamoyl-β-alanine 132.119 C4 H8 N2 O3 C(NC(=O)N)CC(O)=O 3.5.2.2 H2O + dihydrouracil = 3-ureidopropionate β-alanine biosynthesis III
1-amino-propan-2-ol (R)-1-aminopropan-2-ol*D-1-amino-2-propanol*D-1-aminopropan-2-ol*aminopropanol 75.11 C3 H9 N1 O1 C(N)C(O)C CAS:78-96-6 1.1.1.75 1-amino-propan-2-ol + NAD+ = aminoacetone + NADH aminopropanol biosynthesis
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 3.1.1.14 chlorophyll a + H2O = chlorophyllide a + phytol chlorophyll a degradation
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 1.3.1.- tetrahydrogeranylgeranyl-chlorophyll a + NADPH = chlorophyll a + NADP+ chlorophyll a biosynthesis II
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 7-hydroxy-chlorophyll a + H2O + NADP+ = chlorophyll a + O2 + NADPH chlorophyll cycle
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate chlorophyll cycle
chlorophyll a chlorophyll a 893.503 C55 H72 N4 O5 MG1 CC(=CCOC(CCC9(C5(=N3(C(=Cc8(n2(c(C=C1(C(=C(C4(=N1[Mg]23n6(c(=C4)c(c7(C(C(C5=c67)C(OC)=O)=O))C)))CC)C))c(c8C)C=C)))C9C))))=O)CCCC(CCCC(CCCC(C)C)C)C 2.5.1.62 chlorophyllide a + phytyl-PP = chlorophyll a + diphosphate chlorophyll a biosynthesis I
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis VI
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis II
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 5.1.1.7 L,L-diaminopimelate = meso-diaminopimelate lysine biosynthesis I
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 3.5.1.47 H2O + N-acetyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + acetate lysine biosynthesis II
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 2.6.1.- tetrahydrodipicolinate + L-glutamate + H2O = L,L-diaminopimelate + α-ketoglutarate lysine biosynthesis VI
L,L-diaminopimelate L,L-A2pm*L,L-DAP*L,L-2,6-diaminopimelate*L,L-2,6-diaminoheptanedioate 190.199 C7 H14 N2 O4 C(C(CCCC(C(O)=O)N)N)(O)=O CAS:583-93-7:*LIGAND-CPD:C00666:*CAS:14289-34-0 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
hydroxybupropion 255.744 C13 H18 N1 O2 CL1 CC(NC(C)(C)CO)C(=O)c1(cccc(Cl)c1) 1.14.14.1 bupropion + NADPH + O2 = hydroxybupropion + NADP+ + H2O bupropion degradation
pinostrobin (S)-2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4-benzopyrone 270.284 C16 H14 O4 c1(c(cc(c2(c1OC(CC2=O)c3(ccccc3)))O)OC) (2S)-pinocembrin + S-adenosyl-L-methionine = pinostrobin + S-adenosyl-L-homocysteine pinobanksin biosynthesis
4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol 442.724 C30 H50 O2 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))(CC4)C=O)C))C)C 1.14.13.70 4,4-dimethyl-14α-hydroxymethyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol 442.724 C30 H50 O2 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)(C)C)CC2)C)CC3))(CC4)C=O)C))C)C 1.14.13.70 4,4-dimethyl-14α-formyl-5α-cholesta-8-en-3β-ol + O2 + NADPH = 4,4-dimethyl-5-α-cholesta-8,14-dien-3-β-ol + formate + H2O + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(CCC)O LIGAND-CPD:C00246:*UM-BBD-CPD:c0035:*CAS:107-92-6 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA ethanol fermentation to acetate
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(CCC)O LIGAND-CPD:C00246:*UM-BBD-CPD:c0035:*CAS:107-92-6 2.8.3.8 butyryl-CoA + acetate = butyrate + acetyl-CoA gallate degradation III (anaerobic)
butyrate Butyrate (n-C4:0)*2-butanoate*butyric acid*butanoic acid*ethylacetic acid*butanoate*1-propanecarboxylic acid*propylformic acid 88.106 C4 H8 O2 C(=O)(CCC)O LIGAND-CPD:C00246:*UM-BBD-CPD:c0035:*CAS:107-92-6 2.7.2.7 butyrate + ATP = butyryl phosphate + ADP acetyl CoA fermentation to butyrate
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: 1.2.1.22 H2O + NAD+ + L-lactaldehyde = NADH + L-lactate fucose degradation
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: L-lactate = pyruvate fucose degradation
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: L-lactate = pyruvate aerobic respiration -- electron donors reaction list
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: L-lactate = pyruvate respiration (anaerobic)-- electron donors reaction list
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate sucrose degradation to ethanol and lactate (anaerobic)
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate fructose degradation to pyruvate and lactate (anaerobic)
L-lactate lactic acid*L(+)-lactate*(S)-lactate*L-lactate*lactasol*lac*2-hydroxypropanoic acid*2-hydroxypropionic acid 90.079 C3 H6 O3 CC(C(O)=O)O CAS:79-33-4:*LIGAND-CPD:C00186: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate glucose fermentation to lactate II
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(C=CC=CCCCCCCCC(O)=O)OO 1.13.11.12 O2 + linolenate = 13-HPOT 13-LOX and 13-HPL pathway
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(C=CC=CCCCCCCCC(O)=O)OO 1.13.11.12 O2 + linolenate = 13-HPOT jasmonic acid biosynthesis
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(C=CC=CCCCCCCCC(O)=O)OO 13-HPOT = 12-oxo-cis-9-dodecenoate + cis-3-hexenal 13-LOX and 13-HPL pathway
13-HPOT 13(S)-hydroperoxylinolenic acid*hydroperoxylinolenic acid*13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid*13(S)-hydroperoxylinolenate 310.433 C18 H30 O4 CCC=CCC(C=CC=CCCCCCCCC(O)=O)OO 4.2.1.92 13-HPOT = H2O + 12,13(S)-epoxylinolenate jasmonic acid biosynthesis
3-aminopropionaldehyde 3-APA 73.094 C3 H7 N1 O1 C(N)CC=O 1.2.1.3 3-aminopropionaldehyde + H2O = β-alanine β-alanine biosynthesis I
3-aminopropionaldehyde 3-APA 73.094 C3 H7 N1 O1 C(N)CC=O 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 β-alanine biosynthesis I
ethylene olefiant gas*elayl*ethene 28.054 C2 H4 C=C 1.14.17.4 L-ascorbate + 1-aminocyclopropane-1-carboxylate + O2 = H2O + ethylene + L-dehydro-ascorbate + hydrogen cyanide + CO2 ethylene biosynthesis from methionine
ent-sandaracopimaradiene 272.473 C20 H32 CC1(CCCC2(C3(CCC(C=C(CC[CH]12)3)(C)C=C))C)C ent-sandaracopimaradiene = ent-sandaracopimaradiene-3α-ol oryzalexin A-F biosynthesis
ent-sandaracopimaradiene 272.473 C20 H32 CC1(CCCC2(C3(CCC(C=C(CC[CH]12)3)(C)C=C))C)C ent-copalyl diphosphate = ent-sandaracopimaradiene + diphosphate oryzalexin A-F biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 5-phosphoribosyl 1-pyrophosphate + hypoxanthine = inosine-5'-phosphate + diphosphate salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.8 5-phosphoribosyl 1-pyrophosphate + guanine = diphosphate + GMP salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis II
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.14 5-phospho-β-D-ribosyl-amine + diphosphate + L-glutamate = 5-phosphoribosyl 1-pyrophosphate + L-glutamine + H2O purine nucleotides de novo biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.9 diphosphate + UMP = 5-phosphoribosyl 1-pyrophosphate + uracil salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.9 diphosphate + UMP = 5-phosphoribosyl 1-pyrophosphate + uracil salvage pathways of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.11 nicotinate nucleotide + diphosphate = nicotinate + 5-phosphoribosyl 1-pyrophosphate NAD salvage pathway I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.11 nicotinate nucleotide + diphosphate = nicotinate + 5-phosphoribosyl 1-pyrophosphate pyridine nucleotide cycling (plants)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.18 N-(5'-phosphoribosyl)-anthranilate + diphosphate = anthranilate + 5-phosphoribosyl 1-pyrophosphate tryptophan biosynthesis
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.8 diphosphate + inosine-5'-phosphate = 5-phosphoribosyl 1-pyrophosphate + hypoxanthine salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.8 diphosphate + inosine-5'-phosphate = 5-phosphoribosyl 1-pyrophosphate + hypoxanthine salvage pathways of purine nucleosides II (plant)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.10 orotidine-5'-phosphate + diphosphate = 5-phosphoribosyl 1-pyrophosphate + orotate de novo biosynthesis of pyrimidine ribonucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.17 phosphoribosyl-ATP + diphosphate = ATP + 5-phosphoribosyl 1-pyrophosphate histidine biosynthesis I
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.19 CO2 + diphosphate + nicotinate nucleotide = 5-phosphoribosyl 1-pyrophosphate + quinolinate NAD biosynthesis I (from aspartate)
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of adenine, hypoxanthine, and their nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine and pyrimidine nucleotides
5-phosphoribosyl 1-pyrophosphate PRPP*5-phospho-α-D-ribose 1-diphosphate*5-phosphoribosyl diphosphate*5-phosphoribosyl-1-PP*5-phosphoribosyl-PP*5-phosphoribosyl-1-pyrophosphate*5-phosphoribosylpyrophosphate*phosphoribosylpyrophosphate*5-phospho-ribosyl-pyrophosphate*α-D-5-phosphoribosylPP*α-D-5-P-RibosylPP*5-phospho-α-D-ribose-1-diphosphate 390.071 C5 H13 O14 P3 C(OP(=O)(O)O)C1(OC(OP(=O)(O)OP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00119:*CAS:13270-65-0 2.4.2.7 AMP + diphosphate = 5-phosphoribosyl 1-pyrophosphate + adenine salvage pathways of purine nucleosides II (plant)
(-)-limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(CCC(CC=1)C(C)=C) 1.14.13.48 (-)-limonene + O2 + NADPH + H+ = H2O + NADP+ + (-)-trans-carveol menthol biosynthesis
(-)-limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(CCC(CC=1)C(C)=C) 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate oleoresin monoterpene volatiles biosynthesis
(-)-limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(CCC(CC=1)C(C)=C) 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate monoterpene biosynthesis
(-)-limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(CCC(CC=1)C(C)=C) 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate menthol biosynthesis
(-)-limonene (-)-(4S)-limonene*(-)-(S)-limonene 136.236 C10 H16 CC1(CCC(CC=1)C(C)=C) 1.14.13.47 (-)-limonene + NADPH + H+ + O2 = (-)-trans-Isopiperitenol + NADP+ + H2O menthol biosynthesis
N-succinyl-L,L-2,6-diaminopimelate N-succinyl-L-2,6-diaminoheptanedioate*N-succinyl-LL-2,6-diaminoheptanedioate*L,L-SDAP 290.272 C11 H18 N2 O7 C(C(CCCC(C(O)=O)NC(CCC(O)=O)=O)N)(O)=O LIGAND-CPD:C04421:*CAS:26605-36-7 3.5.1.18 H2O + N-succinyl-L,L-2,6-diaminopimelate = L,L-diaminopimelate + succinate lysine biosynthesis I
N-succinyl-L,L-2,6-diaminopimelate N-succinyl-L-2,6-diaminoheptanedioate*N-succinyl-LL-2,6-diaminoheptanedioate*L,L-SDAP 290.272 C11 H18 N2 O7 C(C(CCCC(C(O)=O)NC(CCC(O)=O)=O)N)(O)=O LIGAND-CPD:C04421:*CAS:26605-36-7 2.6.1.17 α-ketoglutarate + N-succinyl-L,L-2,6-diaminopimelate = L-glutamate + N-succinyl-2-amino-6-ketopimelate lysine biosynthesis I
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(=CCCC(=CCCC(=CCCC(=CC=CC=C(CCC=C(CCC=C(CCC=C(C)C)C)C)C)C)C)C)C CAS:540-04-5 1.14.99.- phytoene + O2 = phytofluene + H2O carotenoid biosynthesis
phytoene 7,7',8,8',11,11',12,12'-octahydro-ψ,ψ-caro 544.946 C40 H64 CC(=CCCC(=CCCC(=CCCC(=CC=CC=C(CCC=C(CCC=C(CCC=C(C)C)C)C)C)C)C)C)C CAS:540-04-5 2.5.1.32 prephytoene diphosphate = phytoene + diphosphate carotenoid biosynthesis
naringenin chalcone 2'44'6'-tetrahydroxychalcone 271.249 C15 H11 O5 c2(c(o)c(C(C=Cc1(ccc(cc1)O))=O)c(cc2O)O) CAS:520-36-5 2.3.1.74 4-coumaroyl-CoA + coumaroyl-CoA + malonyl-CoA = naringenin chalcone + CO2 + coenzyme A flavonoid biosynthesis
naringenin chalcone 2'44'6'-tetrahydroxychalcone 271.249 C15 H11 O5 c2(c(o)c(C(C=Cc1(ccc(cc1)O))=O)c(cc2O)O) CAS:520-36-5 5.5.1.6 naringenin chalcone = naringenin flavonoid biosynthesis
stigmasterol 412.698 C29 H48 O1 CC(C(C=CC(C2(C3(CCC4(C1(CCC(CC1=CCC(C(CC2)3)4)O)C))(C)))C)CC)C 1.3.1.- sitosterol + NADP+ = stigmasterol + NADPH sterol biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1([CH2][CH](O)[CH](O)C(=O)[CH]=1) CAS:10457-99-5:*LIGAND-CPD:C02637:*CAS:2922-42-1 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate quinate degradation
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1([CH2][CH](O)[CH](O)C(=O)[CH]=1) CAS:10457-99-5:*LIGAND-CPD:C02637:*CAS:2922-42-1 4.2.1.10 3-dehydroquinate = H2O + 3-dehydro-shikimate chorismate biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1([CH2][CH](O)[CH](O)C(=O)[CH]=1) CAS:10457-99-5:*LIGAND-CPD:C02637:*CAS:2922-42-1 1.1.1.25 NADP+ + shikimate = NADPH + 3-dehydro-shikimate chorismate biosynthesis
3-dehydro-shikimate 3-dehydroshikimic acid*5-dehydroshikimic acid*5-dehydroshikimate 172.137 C7 H8 O5 C(=O)(O)C1([CH2][CH](O)[CH](O)C(=O)[CH]=1) CAS:10457-99-5:*LIGAND-CPD:C02637:*CAS:2922-42-1 3-dehydro-shikimate = protocatechuate + H2O quinate degradation
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(O)=O CAS:1071-23-4:*CAS:1071-23-4 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(O)=O CAS:1071-23-4:*CAS:1071-23-4 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid biosynthesis II
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(O)=O CAS:1071-23-4:*CAS:1071-23-4 2.1.1.103 phosphoryl-ethanolamine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + N-methylethanolamine phosphate choline biosynthesis I
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(O)=O CAS:1071-23-4:*CAS:1071-23-4 2.7.7.14 phosphoryl-ethanolamine + CTP = CDP-ethanolamine + diphosphate phospholipid biosynthesis II
phosphoryl-ethanolamine phosphoethanolamine*ethanolamine phosphate*O-Phosphorylethanolamine*O-Phosphoethanolamine 141.063 C2 H8 N1 O4 P1 C(N)COP(O)(O)=O CAS:1071-23-4:*CAS:1071-23-4 4.1.2.27 sphinganine 1-phosphate = palmitaldehyde + phosphoryl-ethanolamine sphingolipid metabolism
(-)-vestitone (3R)-vestitone 286.284 C16 H14 O5 C2(Oc1(cc(ccc1C([CH]2c3(ccc(cc3O)OC))=O)O)) 1.3.1.45 2-hydroxyformononetin + NADPH = (-)-vestitone + NADP+ medicarpin biosynthesis
(-)-vestitone (3R)-vestitone 286.284 C16 H14 O5 C2(Oc1(cc(ccc1C([CH]2c3(ccc(cc3O)OC))=O)O)) 1.1.1.246 (-)-vestitone + NADPH + H+ = 7,2'-dihydroxy-4'-methoxy-isoflavanol + NADP+ medicarpin biosynthesis
p-aminobenzoate-β-D-glucopyranosyl ester p-PAPA-Glc 299.28 C13 H17 N1 O7 C(OC1(C(O)C(O)C(O)C(CO)O1))(=O)c2(ccc(N)cc2) p-aminobenzoate + UDP-D-glucose = p-aminobenzoate-β-D-glucopyranosyl ester + UDP tetrahydrofolate biosynthesis II
allantoate 176.132 C4 H8 N4 O4 C(C(=O)O)(NC(=O)N)NC(=O)N LIGAND-CPD:C00499:*CAS:99-16-1 3.5.3.4 H2O + allantoate = (S)-ureidoglycolate + urea allantoin degradation I
allantoate 176.132 C4 H8 N4 O4 C(C(=O)O)(NC(=O)N)NC(=O)N LIGAND-CPD:C00499:*CAS:99-16-1 3.5.2.5 H2O + allantoin = allantoate ureide biosynthesis
allantoate 176.132 C4 H8 N4 O4 C(C(=O)O)(NC(=O)N)NC(=O)N LIGAND-CPD:C00499:*CAS:99-16-1 3.5.2.5 H2O + allantoin = allantoate allantoin degradation I
(-)-β-pinene (-)-(1S,5S)-β-pinene 136.236 C10 H16 CC2(C1(CCC(C(C1)2)=C))C 4.2.3.14 geranyl-PP = (-)-β-pinene + diphosphate oleoresin monoterpene volatiles biosynthesis
(-)-β-pinene (-)-(1S,5S)-β-pinene 136.236 C10 H16 CC2(C1(CCC(C(C1)2)=C))C 4.2.3.14 geranyl-PP = (-)-β-pinene + diphosphate monoterpene biosynthesis
2-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(CC(CC(O)=O)(O)C(=O)O)SC 5.4.4.- 2-(2'-methylthio)ethylmalic-acid = 3-(2'-methylthio)ethylmalic-acid homomethionine biosynthesis
2-(2'-methylthio)ethylmalic-acid 208.229 C7 H12 O5 S1 C(CC(CC(O)=O)(O)C(=O)O)SC 2.3.3.- 2-oxo-4-methylthiobutanoate + acetyl-CoA + H2O = 2-(2'-methylthio)ethylmalic-acid + coenzyme A homomethionine biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(C=Cc1(ccc(c(c1)OC)O))=O CAS:458-36-6 1.14.13.- coniferyl aldehyde + NADPH + O2 = 5-hydroxy-coniferaldehyde + NADP+ + H2O phenylpropanoid biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(C=Cc1(ccc(c(c1)OC)O))=O CAS:458-36-6 1.1.1.195 coniferyl aldehyde + NADPH = coniferyl alcohol + NADP+ phenylpropanoid biosynthesis
coniferyl aldehyde 4-hydroxy-3-methoxycinnamaldehyde*4-hydroxy-3-methoxycinnamic aldehyde*coniferaldehyde 178.187 C10 H10 O3 C(C=Cc1(ccc(c(c1)OC)O))=O CAS:458-36-6 1.2.1.44 feruloyl-CoA + NADPH = coniferyl aldehyde + NADP+ + coenzyme A phenylpropanoid biosynthesis
N-methyl-β-alanine 103.121 C4 H9 N1 O2 C(NC)CC(O)=O 2.1.1.- N-methyl-β-alanine + S-adenosyl-L-methionine = N,N-dimethyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
N-methyl-β-alanine 103.121 C4 H9 N1 O2 C(NC)CC(O)=O 2.1.1.49 β-alanine + S-adenosyl-L-methionine = N-methyl-β-alanine + S-adenosyl-L-homocysteine β-alanine betaine biosynthesis
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA15 + α-ketoglutarate + O2 = GA24 + succinate + CO2 + H2O gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA12 + O2 + α-ketoglutarate = GA15 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA15 gibberellin A15*gibberellin A15*GA15 (open lactone form)*gibberellin A15 (open lactone form) 348.438 C20 H28 O5 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))C(O)=O 1.14.11.- GA15 + α-ketoglutarate + O2 = GA37 + succinate + CO2 gibberellin biosynthesis II (early C-3 hydroxylation)
cytosine 4-amino-2-oxo-1,2-dihydropyrimidine 111.103 C4 H5 N3 O1 c1(N)(nc(=O)[nH]cc1) LIGAND-CPD:C00380:*CAS:71-30-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(ncnc1(c(nc[nH]1)2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(ncnc1(c(nc[nH]1)2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-7-N-dihydrozeatin + UDP cytokinins 7-N-glucoside biosynthesis
dihydrozeatin 2-Methyl-4-(1H-purin-6-ylamino)butan-1-ol*N6-(4-Hydroxyisopentanyl)adenine 221.261 C10 H15 N5 O1 C[CH](CO)CCNc2(ncnc1(c(nc[nH]1)2)) CAS:23599-75-9 2.4.1.- dihydrozeatin + UDP-D-glucose = dihydrozeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
aminoacetone 73.094 C3 H7 N1 O1 C(C(=O)C)N LIGAND-CPD:C01888:*CAS:298-08-8 2-amino-3-oxobutanoate = aminoacetone + CO2 threonine degradation III (to methylglyoxal)
aminoacetone 73.094 C3 H7 N1 O1 C(C(=O)C)N LIGAND-CPD:C01888:*CAS:298-08-8 2-amino-3-oxobutanoate = aminoacetone + CO2 aminopropanol biosynthesis
aminoacetone 73.094 C3 H7 N1 O1 C(C(=O)C)N LIGAND-CPD:C01888:*CAS:298-08-8 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation III (to methylglyoxal)
aminoacetone 73.094 C3 H7 N1 O1 C(C(=O)C)N LIGAND-CPD:C01888:*CAS:298-08-8 1.1.1.75 1-amino-propan-2-ol + NAD+ = aminoacetone + NADH aminopropanol biosynthesis
GA51-catabolite gibberellin A51-catabolite*gibberellin A51-catabolite*GA51-catabolite 330.38 C19 H22 O5 CC2(CC(C=C3([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4))))=O)C(O)=O 1.14.11.- GA51 + α-ketoglutarate + O2 = GA51-catabolite + succinate + CO2 + H2O gibberellin inactivation
GA98 gibberellin A98*gibberellin A98*GA98 380.437 C20 H28 O7 CC2(CC(CC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))O)C(O)=O 1.14.11.- GA44 + α-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(CCC(O)=O)=O CAS:5451-09-2:*PUBCHEM:137:*LIGAND-CPD:C00430:*CAS:106-60-5 4.2.1.24 5-amino-levulinate = H2O + porphobilinogen tetrapyrrole biosynthesis I
5-amino-levulinate 5-Amino-4-oxopentanoate*5-amino-4-oxo-pentanoic acid*5-amino-levulinic acid*5-amino-4-oxopentanoic acid*γ-aminolevulinic acid*5-aminolevulinic acid*5-aminolevulinate*ALA*δ-aminolevulinic acid 131.131 C5 H9 N1 O3 C(N)C(CCC(O)=O)=O CAS:5451-09-2:*PUBCHEM:137:*LIGAND-CPD:C00430:*CAS:106-60-5 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate tetrapyrrole biosynthesis I
4α-formyl-5α-cholesta-8,24-dien-3β-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-formyl-5α-cholesta-8,24-dien-3β-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
4α-formyl-5α-cholesta-8,24-dien-3β-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-formyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-formyl-5α-cholesta-8,24-dien-3β-ol 412.654 C28 H44 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-formyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
cis-zeatin riboside monophosphate cZRMP 431.341 C15 H22 N5 O8 P1 C1(O[CH](C(C1O)O)COP(O)(O)=O)N3(c2(ncnc(c2N=C3)NCC=C(C)CO)) cis-zeatin riboside monophosphate + H2O = cis-zeatin riboside cis-zeatin biosynthesis
cis-zeatin riboside monophosphate cZRMP 431.341 C15 H22 N5 O8 P1 C1(O[CH](C(C1O)O)COP(O)(O)=O)N3(c2(ncnc(c2N=C3)NCC=C(C)CO)) cis-zeatin biosynthesis
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(C[CH](N)C=O)nc[nH]1) 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
histidinal L-histidinal 139.157 C6 H9 N3 O1 c1(c(C[CH](N)C=O)nc[nH]1) 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
sinapaldehyde 208.213 C11 H12 O4 C(C=Cc1(cc(OC)c(O)c(c1)OC))=O 2.1.1.68 5-hydroxy-coniferaldehyde + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + sinapaldehyde phenylpropanoid biosynthesis
sinapaldehyde 208.213 C11 H12 O4 C(C=Cc1(cc(OC)c(O)c(c1)OC))=O 1.1.1.195 sinapaldehyde + NADPH = sinapyl-alcohol + NADP+ phenylpropanoid biosynthesis
GA8-catabolite gibberellin A8-catabolite*gibberellin A8-catabolite*GA8-catabolite 362.379 C19 H22 O7 CC2(C(C(C=C3([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))=O)O)C(O)=O 1.14.11.- GA8 + α-ketoglutarate + O2 = GA8-catabolite + succinate + CO2 + H2O gibberellin inactivation
longifolene 204.355 C15 H24 CC1(C3(C2(CCC(C(CCC1)(C2=C)C)3)))C 4.2.3.- trans, trans-farnesyl diphosphate = longifolene + diphosphate oleoresin sesquiterpene volatiles biosynthesis
a lipid hydroperoxide H1 O2 R1 1.11.1.12 glutathione + a lipid hydroperoxide = glutathione disulfide + lipid + H2O glutathione redox reactions I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 4-guanidinobutyramide + H2O = ammonia + 4-guanidinobutyrate arginine degradation X (arginine monooxygenase pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.12 L-ornithine + NAD+ = NH4+ + L-proline + ammonia + NADH + H+ arginine degradation VII (arginase 3 pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of purine and pyrimidine nucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + cytidine = ammonia + uridine salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.7.2.2 ammonia + CO2 + ATP = carbamoyl-phosphate + ADP citrulline degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.6 tryptamine + H2O + O2 = ammonia + indole acetaldehyde + H2O2 IAA biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.1 H2O = pyruvate + ammonia glutathione-mediated detoxification
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + diphosphate + AMP asparagine biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP purine nucleotides de novo biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.5 H2O + urea = ammonia + CO2 canavanine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.5 H2O + urea = ammonia + CO2 arginine degradation VII (arginase 3 pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP glutamine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP nitrate reduction II (assimilatory)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP ammonia assimilation cycle II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 acrylamide + H2O = ammonia + acrylate + H+ acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.5.1.61 H2O + porphobilinogen = ammonia + hydroxymethylbilane tetrapyrrole biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.2 L-glutamine + H2O = L-glutamate + ammonia citrulline biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 H2O + deoxyadenosine = ammonia + deoxyinosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.5 O2 + H2O + pyridoxamine 5'-phosphate = ammonia + H2O2 + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 nicotinamide + H2O = ammonia + nicotinate aldoxime degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.6 H2O + L-arginine = ammonia + citrulline proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate suberin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate phenylpropanoid biosynthesis, initial reactions
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.5 L-phenylalanine = ammonia + trans-cinnamate salicylate biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.6.6.- L-canaline + NADPH = homoserine + ammonia + NADP+ canavanine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.1 cystathionine + H2O = ammonia + 2-oxobutanoate + L-cysteine homocysteine and cysteine interconversion
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.3 H2O + guanine = ammonia + xanthine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.17 L-serine = pyruvate + ammonia glycine betaine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.1.3 H2O + L-glutamate = ammonia + α-ketoglutarate proline biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.1.3 H2O + L-glutamate = ammonia + α-ketoglutarate arginine biosynthesis IV
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.5.1 indole-3-acetonitrile + H2O = ammonia + indole-3-acetate IAA biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.1 L-aspartate = ammonia + fumarate glutamine degradation III
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.5.7 acrylonitrile + H2O = acrylate + ammonia acrylonitrile degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 2.1.2.10 tetrahydrofolate = 5,10-methylene-THF + ammonia glycine cleavage complex
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.20 citrulline + H2O = L-ornithine + CO2 + ammonia proline biosynthesis V (from arginine)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 homoserine + ammonia = L-canaline canavanine biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.13.99.3 O2 + L-tryptophan = ammonia + CO2 + indole-3-glycol aldehyde tryptophan degradation V (side chain pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.3.1.19 L-threonine = 2-oxobutanoate + ammonia isoleucine biosynthesis from threonine
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.1 H2O + cytosine = ammonia + uracil salvage pathways of pyrimidine ribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.13.99.3 L-tryptophan + O2 = indole acetaldehyde + ammonia + CO2 tryptophan degradation V (side chain pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.- N2-succinyl-L-arginine + H2O = ammonia + N2-succinyl-L-ornithine + CO2 arginine degradation II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of adenine, hypoxanthine, and their nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.4 H2O + adenosine = ammonia + inosine salvage pathways of purine nucleosides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.6 AMP + H2O = inosine-5'-phosphate + ammonia salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate NAD salvage pathway I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.19 nicotinamide + H2O = ammonia + nicotinate pyridine nucleotide cycling (plants)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 6.3.4.16 ammonia + H2O + CO2 + ATP = carbamoyl-phosphate + ADP urea cycle
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.6 aminoacetone + H2O + O2 = ammonia + methylglyoxal + H2O2 threonine degradation III (to methylglyoxal)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.42 nicotinamide mononucleotide + H2O = ammonia + nicotinate nucleotide NAD salvage pathway I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 4.4.1.11 L-methionine + H2O = methanethiol + ammonia + 2-oxobutanoate methionine degradation II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine (deoxy)ribose phosphate degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.5 H2O + deoxycytidine = ammonia + deoxyuridine salvage pathways of pyrimidine deoxyribonucleotides
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.3.6 1,3-diaminopropane + H2O + O2 = 3-aminopropionaldehyde + ammonia + H2O2 β-alanine biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.19 H2O + (S)-ureidoglycolate = ammonia + CO2 + glyoxylate allantoin degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine putrescine biosynthesis II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.3.12 H2O + agmatine = ammonia + N-carbamoylputrescine arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.1 L-asparagine + H2O = ammonia + L-aspartate asparagine degradation II
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.6 H2O + 3-ureidopropionate = ammonia + CO2 + β-alanine β-alanine biosynthesis III
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 indole-3-acetamide + H2O = indole-3-acetate + ammonia IAA biosynthesis VI (via indole-3-acetamide)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.1.4 indole-3-acetamide + H2O = indole-3-acetate + ammonia IAA biosynthesis IV
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.26 H2O + 2,5-diamino-6-(ribosylamino)-4-(3H)-pyrimidinone 5'-phosphate = 5-amino-6-(5'-phosphoribosylamino)uracil + ammonia flavin biosynthesis
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine purine degradation
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 3.5.4.15 H2O + guanosine = ammonia + xanthosine salvage pathways of purine nucleosides II (plant)
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.4.1.4 L-glutamate + H2O + NADP+ = ammonia + α-ketoglutarate + NADPH proline biosynthesis I
ammonia NH3 17.03 H3 N1 [NH3] CAS:7664-41-7 1.7.7.- nitrite = ammonia + H2O nitrate reduction II (assimilatory)
2'-hydroxypseudobaptigenin 2',7-dihydroxy-3',4'-methylenedioxyisoflavone*DMI 298.251 C16 H10 O6 C2(=C(C(=O)c1(ccc(cc1O2)O))c3(c(cc4(c(c3)OCO4))O)) 1.14.13.53 pseudobaptigenin + NADPH + O2 = 2'-hydroxypseudobaptigenin + NADP+ + H2O maackiain biosynthesis
2'-hydroxypseudobaptigenin 2',7-dihydroxy-3',4'-methylenedioxyisoflavone*DMI 298.251 C16 H10 O6 C2(=C(C(=O)c1(ccc(cc1O2)O))c3(c(cc4(c(c3)OCO4))O)) 1.3.1.45 2'-hydroxypseudobaptigenin + NADPH = (-)-sophorol + NADP+ maackiain biosynthesis
3-hydroxy-anthranilate 3-hydroxyanthranilate 153.137 C7 H7 N1 O3 C(O)(c1(cccc(O)c(N)1))=O CAS:548-93-6 3.7.1.3 3-hydroxy-L-kynurenine + H2O = 3-hydroxy-anthranilate + L-alanine tryptophan degradation III (eukaryotic)
3-hydroxy-anthranilate 3-hydroxyanthranilate 153.137 C7 H7 N1 O3 C(O)(c1(cccc(O)c(N)1))=O CAS:548-93-6 1.13.11.6 O2 + 3-hydroxy-anthranilate = 2-amino-3-carboxymuconate semialdehyde tryptophan degradation III (eukaryotic)
dolichyl β-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OC1(C(C(C(C(O1)CO)O)O)O))(O)=O)C)C 2.4.1.117 dolichyl-phosphate + UDP-D-glucose = dolichyl β-D-glucosyl phosphate + UDP dolichyl-diphosphooligosaccharide biosynthesis
dolichyl β-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OC1(C(C(C(C(O1)CO)O)O)O))(O)=O)C)C glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl β-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OC1(C(C(C(C(O1)CO)O)O)O))(O)=O)C)C (glucosyl)2(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = oligosaccharide-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
dolichyl β-D-glucosyl phosphate 1352.044 C86 H143 O9 P1 CC(=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(CCOP(OC1(C(C(C(C(O1)CO)O)O)O))(O)=O)C)C (mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl β-D-glucosyl phosphate = glucosyl-(mannosyl)9-(N-acetylglucosaminyl)2-diphosphodolichol + dolichyl-phosphate dolichyl-diphosphooligosaccharide biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 3.5.3.11 H2O + agmatine = urea + putrescine arginine degradation III (arginine decarboxylase/agmatinase pathway)
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 3.5.3.11 H2O + agmatine = urea + putrescine putrescine biosynthesis I
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia putrescine biosynthesis II
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 3.5.1.53 N-carbamoylputrescine + H2O = putrescine + CO2 + ammonia arginine degradation IV (arginine decarboxylase/agmatine deiminase pathway)
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 2.5.1.16 putrescine + S-adenosyl-L-methioninamine = spermidine + 5'-methylthioadenosine spermidine biosynthesis
putrescine 1,4-diaminobutane*1,4-butanediamine*tetramethylenediamine*putrescine 88.152 C4 H12 N2 C(N)CCCN LIGAND-CPD:C00134:*CAS:110-60-1 4.1.1.17 L-ornithine = CO2 + putrescine putrescine biosynthesis III
2,7-dihydroxy-4'-methoxyisoflavanone 286.284 C16 H14 O5 C1(C(C(=O)c2(ccc(O)cc(O1)2))c3(ccc(cc3)OC))O 2-hydroxyisoflavanone + S-adenosyl-L-methionine = 2,7-dihydroxy-4'-methoxyisoflavanone + S-adenosyl-L-homocysteine pterocarpan biosynthesis
2,7-dihydroxy-4'-methoxyisoflavanone 286.284 C16 H14 O5 C1(C(C(=O)c2(ccc(O)cc(O1)2))c3(ccc(cc3)OC))O 2,7-dihydroxy-4'-methoxyisoflavanone = formononetin + H2O pterocarpan biosynthesis
18:2-18:3-MGDG 1-18:2-2-18:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 793.089 C45 H76 O11 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCC=CCC)OC1(OC(C(C(C1O)O)OO)CO) 1.14.99.- 18:2-18:2-MGDG = 18:2-18:3-MGDG glycolipid desaturation
18:2-18:3-MGDG 1-18:2-2-18:3-monogalactosyldiacylglycerol*1-(9Z,12Z-octadecadienoyl)-2-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol 793.089 C45 H76 O11 C(C(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCC=CCC)OC1(OC(C(C(C1O)O)OO)CO) 1.14.99.- 18:2-18:3-MGDG = 18:3-18:3-MGDG glycolipid desaturation
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(C(O)=O)O LIGAND-CPD:C06007: 4.2.1.9 2,3-dihydroxy-3-methylvalerate = 2-keto-3-methyl-valerate + H2O isoleucine biosynthesis from threonine
2,3-dihydroxy-3-methylvalerate (R)-2,3-Dihydroxy-3-methylpentanoate*(R)-2,3-Dihydroxy-3-methylvalerate*2,3-dihydroxy-3-methylpentanoate 148.158 C6 H12 O4 CC(CC)(O)C(C(O)=O)O LIGAND-CPD:C06007: 1.1.1.86 2-aceto-2-hydroxy-butyrate + NADPH = 2,3-dihydroxy-3-methylvalerate + NADP+ isoleucine biosynthesis from threonine
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C 1.5.99.12 trans-zeatin + H2O + FAD = adenine + 3-methyl-4-trans-hydroxy-2-butenal + FADH2 cytokinins degradation
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C isopentenyladenine + H2O = trans-zeatin + H+ trans-zeatin biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C 2.4.1.203 trans-zeatin + UDP-D-glucose = trans-zeatin-O-glucoside + UDP cytokinins-O-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C trans-zeatin riboside monophosphate = trans-zeatin + D-ribose-5-phosphate trans-zeatin biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-9-N-glucoside + UDP cytokinins 9-N-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C 2.4.1.- trans-zeatin + UDP-D-glucose = trans-zeatin-7-N-glucoside + UDP cytokinins 7-N-glucoside biosynthesis
trans-zeatin zeatin*cytokinin*(2E)-2-methyl-4-(1H-purin-6-ylamino)-2-buten-1-ol*t-zeatin 218.238 C10 H12 N5 O1 c1(c2(c(ncn1)ncn2))NCC=C(CO)C trans-zeatin riboside + H2O = trans-zeatin trans-zeatin biosynthesis
dolichol 1109.922 C80 H132 O1 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)CCO 2.7.1.108 dolichol + CTP = dolichyl-phosphate + CDP dolichyl-diphosphooligosaccharide biosynthesis
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C1(Nc2(c(N=C1COP(OP(O)(O)=O)(O)=O)c(nc(n2)N)O)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C1(Nc2(c(N=C1COP(OP(O)(O)=O)(O)=O)c(nc(n2)N)O)) 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis II
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C1(Nc2(c(N=C1COP(OP(O)(O)=O)(O)=O)c(nc(n2)N)O)) 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis I
2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate 6-hydroxymethyl-dihydropterin pyrophosphate*2-amino-7,8-dihydro-4-hydroxy-6-(diphosphooxymethyl)-pteridine*dihydropterin-CH2OH-diphosphate*dihydropterin-CH2OH-pp 355.14 C7 H11 N5 O8 P2 C1(Nc2(c(N=C1COP(OP(O)(O)=O)(O)=O)c(nc(n2)N)O)) 2.5.1.15 p-aminobenzoate + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate = 7,8-dihydropteroate + diphosphate tetrahydrofolate biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.10 L-homocysteine + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine degradation
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 4.2.1.22 L-homocysteine + L-serine = H2O + cystathionine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine methionine degradation I (to homocysteine)
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 3.3.1.1 S-adenosyl-L-homocysteine + H2O = L-homocysteine + adenosine S-adenosyl-L-methionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.5 L-homocysteine + glycine betaine = L-methionine + dimethylglycine glycine betaine degradation
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.5.1.49 O-acetyl-L-homoserine + hydrogen sulfide = L-homocysteine + acetate homocysteine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.10 S-methyl-L-methionine + L-homocysteine = L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.10 S-methyl-L-methionine + L-homocysteine = L-methionine S-methylmethionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine methionine biosynthesis I
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 4.4.1.8 cystathionine + H2O = ammonia + pyruvate + L-homocysteine homocysteine and cysteine interconversion
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosylmethionine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine methionine biosynthesis I
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.14 5-methyltetrahydropteroyltri-L-glutamate + L-homocysteine = tetrahydropteroyltri-L-glutamate + L-methionine S-adenosyl-L-methionine cycle
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate S-adenosylmethionine biosynthesis
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate methionine biosynthesis I
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate folate transformations
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis II
L-homocysteine homo-cys*homocysteine 135.181 C4 H9 N1 O2 S1 C(S)CC(C(=O)O)N CAS:6027-13-0:*LIGAND-CPD:C00155:*CAS:454-28-4 2.1.1.13 L-homocysteine + 5-methyl-THF = L-methionine + tetrahydrofolate formylTHF biosynthesis I
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (partial)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate xylulose-monophosphate cycle
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate Calvin cycle
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.1 D-erythrose-4-phosphate + D-xylulose-5-phosphate = fructose-6-phosphate + D-glyceraldehyde-3-phosphate pentose phosphate pathway (non-oxidative branch)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate sucrose degradation to ethanol and lactate (anaerobic)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate fructose degradation to pyruvate and lactate (anaerobic)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate pentose phosphate pathway (non-oxidative branch)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.2.1.2 D-glyceraldehyde-3-phosphate + D-sedoheptulose-7-phosphate = fructose-6-phosphate + D-erythrose-4-phosphate glucose fermentation to lactate II
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.6.1.16 fructose-6-phosphate + L-glutamine = L-glutamate + D-glucosamine-6-phosphate UDP-N-acetylgalactosamine biosynthesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = fructose-6-phosphate ascorbate biosynthesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = fructose-6-phosphate GDP-mannose metabolism
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.8 mannose-6-phosphate = fructose-6-phosphate mannose degradation
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 4.1.2.22 fructose-6-phosphate = H2O + D-erythrose-4-phosphate + acetylphosphate glucose fermentation to lactate II
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.90 fructose-6-phosphate + diphosphate = fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate ascorbate biosynthesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate sucrose degradation III
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate gluconeogenesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate starch biosynthesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate glucose fermentation to lactate II
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 β-D-glucose-6-phosphate = fructose-6-phosphate glycolysis I
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.4.1.14 fructose-6-phosphate + UDP-D-glucose = sucrose-6-phosphate + UDP sucrose biosynthesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation III
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation I
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.4 ATP = fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate xylulose-monophosphate cycle
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate Calvin cycle
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate gluconeogenesis
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 3.1.3.11 fructose-1,6-bisphosphate + H2O = fructose-6-phosphate glycolysis I
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 2.7.1.69 fructose degradation to pyruvate and lactate (anaerobic)
fructose-6-phosphate fructose-6-phosphate*F6P*fructose-6P*fructose-6-P*fruc6p*fru-6-P*D-fructose-6-phosphate*A-D-fructose-6-P*D-fructose-6-P 260.137 C6 H13 O9 P1 C(O)C1(O)(OC(COP(=O)(O)O)C(O)C(O)1) LIGAND-CPD:C00085:*CAS:643-13-0 5.3.1.9 α-D-glucose 6-phosphate = fructose-6-phosphate sucrose degradation to ethanol and lactate (anaerobic)
5α-cholesta-8-en-3-one 384.644 C27 H44 O1 CC(CCCC(C4(C3(C(C2(=C(C1(C(CC(CC1)=O)CC2)C)CC3))CC4)C))C)C 1.1.1.170 4α-carboxy-5α-cholesta-8-en-3β-ol = 5α-cholesta-8-en-3-one + CO2 cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
5α-cholesta-8-en-3-one 384.644 C27 H44 O1 CC(CCCC(C4(C3(C(C2(=C(C1(C(CC(CC1)=O)CC2)C)CC3))CC4)C))C)C 1.1.1.270 5α-cholesta-8-en-3-one + NADPH = zymostenol + NADP+ cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
β-carotene 536.882 C40 H56 CC(C=CC1(C(CCCC=1C)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CCCC2(C)C)C))C)C CAS:7235-40-7 5.5.1.- γ-carotene = β-carotene carotenoid biosynthesis
β-carotene 536.882 C40 H56 CC(C=CC1(C(CCCC=1C)(C)C))=CC=CC(C)=CC=CC=C(C=CC=C(C=CC2(=C(CCCC2(C)C)C))C)C CAS:7235-40-7 1.14.99.- β-carotene + O2 = β-cryptoxanthin + H2O carotenoid biosynthesis
D-mannonate mannonate 196.157 C6 H12 O7 C(=O)([CH](O)[CH]([CH]([CH](CO)O)O)O)O LIGAND-CPD:C00514: 1.1.1.57 NAD+ + D-mannonate = NADH + fructuronate β-D-glucuronide degradation
D-mannonate mannonate 196.157 C6 H12 O7 C(=O)([CH](O)[CH]([CH]([CH](CO)O)O)O)O LIGAND-CPD:C00514: 4.2.1.8 D-mannonate = H2O + 2-dehydro-3-deoxy-D-gluconate β-D-glucuronide degradation
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c2(n(C1(OC(C(C1)O)COP(OP(OP(O)(O)=O)(O)=O)(O)=O))c(nc(c2)N)=O) LIGAND-CPD:C00458:*CAS:2056-98-6 3.5.4.13 H2O + dCTP = ammonia + dUTP de novo biosynthesis of pyrimidine deoxyribonucleotides
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c2(n(C1(OC(C(C1)O)COP(OP(OP(O)(O)=O)(O)=O)(O)=O))c(nc(c2)N)=O) LIGAND-CPD:C00458:*CAS:2056-98-6 CTP = dCTP + H2O de novo biosynthesis of pyrimidine deoxyribonucleotides
dCTP 2'-deoxycytidine-5'-triphosphate*deoxycytidine-triphosphate*deoxy-CTP 467.159 C9 H16 N3 O13 P3 c2(n(C1(OC(C(C1)O)COP(OP(OP(O)(O)=O)(O)=O)(O)=O))c(nc(c2)N)=O) LIGAND-CPD:C00458:*CAS:2056-98-6 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)OP(=O)(O)O)O3) trans-zeatin riboside triphosphate + H2O = trans-zeatin riboside diphosphate trans-zeatin biosynthesis
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)OP(=O)(O)O)O3) isopentenyladenosine-5'-diphosphate + NADPH + H2O = trans-zeatin riboside diphosphate + NADP+ trans-zeatin biosynthesis
trans-zeatin riboside diphosphate ZDP*zeatin diphosphate*tZRDP 511.321 C15 H23 N5 O11 P2 C3(n1(cnc2(c1ncnc(NCC=C(C)CO)2)))(C(O)C(O)C(COP(=O)(O)OP(=O)(O)O)O3) trans-zeatin riboside diphosphate + H2O = trans-zeatin riboside monophosphate trans-zeatin biosynthesis
1,5-diazabicyclononane 1,5-diazabicyclo[4.3.0]nonane 126.201 C7 H14 N2 C1(N2(CCCNC(CC1)2)) 1-(3-aminopropyl)-pyrrolinium = 1,5-diazabicyclononane β-alanine biosynthesis I
(+)-pulegone 152.236 C10 H16 O1 CC(=C1(CCC(CC1=O)C))C (+)-pulegone + NADPH = (+)-isomenthone + NADP+ menthol biosynthesis
(+)-pulegone 152.236 C10 H16 O1 CC(=C1(CCC(CC1=O)C))C (+)-pulegone + NADPH + O2 = (+)-menthofuran + NADP+ + H2O menthol biosynthesis
(+)-pulegone 152.236 C10 H16 O1 CC(=C1(CCC(CC1=O)C))C (+)-pulegone + NADPH = (-)-menthone + NADP+ menthol biosynthesis
(+)-pulegone 152.236 C10 H16 O1 CC(=C1(CCC(CC1=O)C))C (+)-cis-isopulegone + NADP+ = (+)-pulegone + NADPH menthol biosynthesis
demethylphylloquinone 3-phytyl-1,4-naphtoquinone 436.676 C30 H44 O2 CC(CCCC(CCCC(C)C)C)CCCC(=CCC2(=CC(=O)C1(=C(C=CC=C1)C(=O)2)))C 1,4-dihydroxy-2-naphthoate + phytyl-PP = demethylphylloquinone + CO2 + diphosphate phylloquinone biosynthesis
demethylphylloquinone 3-phytyl-1,4-naphtoquinone 436.676 C30 H44 O2 CC(CCCC(CCCC(C)C)C)CCCC(=CCC2(=CC(=O)C1(=C(C=CC=C1)C(=O)2)))C demethylphylloquinone + S-adenosyl-L-methionine = phylloquinone + S-adenosyl-L-homocysteine phylloquinone biosynthesis
liquiritigenin 7,4'-dihydroxyflavanone 256.257 C15 H12 O4 c1(c(ccc2(c1OC(CC2=O)c3(ccc(cc3)O)))O) liquiritigenin + NADPH + O2 = 6,7,4'-trihydroxyflavanone + NADP+ + H2O 6,7,4'-trihydroxyisoflavone biosynthesis
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(=O)CCC(CCCCCCCC(O)=O)1) 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate + O2 = (+)-7-isojasmonate + acetate jasmonic acid biosynthesis
3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoic acid*oxopentenyl-cyclopentane-octanoic acid*8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate 294.433 C18 H30 O3 CCC=CCC1(C(=O)CCC(CCCCCCCC(O)=O)1) 1.3.1.42 NADP+ + 3-oxo-2-(cis-2'-pentenyl)-cyclopentane-1-octanoate = NADPH + 12-oxo-cis-10,15-phytodienoate jasmonic acid biosynthesis
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C3(C(O)C(O)C(OC2(C(O)C(O)C(O)C(COC1(C(O)C(O)C(O)C(CO)O1))O2))(CO)O3) CAS:512-69-6 2.4.1.67 galactinol + raffinose = myo-inositol + stachyose stachyose biosynthesis
raffinose melitose*melitriose*gossypose*6G-α-D-galactosylsucrose*(2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol*α-D-Galp-(1->6)-α-D-Glcp-(1<->2)-β-D-Fruf*α-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1<->2)-β-D-fructofuranoside 504.441 C18 H32 O16 C(O)C3(C(O)C(O)C(OC2(C(O)C(O)C(O)C(COC1(C(O)C(O)C(O)C(CO)O1))O2))(CO)O3) CAS:512-69-6 2.4.1.82 galactinol + sucrose = myo-inositol + raffinose stachyose biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(O)=O PUBCHEM:445639:*LIGAND-CPD:C00712:*CAS:112-80-1 2.1.1.79 oleate + S-adenosyl-L-methionine = dihydrosterculate + S-adenosyl-L-homocysteine cyclopropane and cyclopropene fatty acid biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(O)=O PUBCHEM:445639:*LIGAND-CPD:C00712:*CAS:112-80-1 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O cutin biosynthesis
oleate octadecenoate (n-C18:1)*oleic acid*9-octadecenoic acid 282.465 C18 H34 O2 CCCCCCCCC=CCCCCCCCC(O)=O PUBCHEM:445639:*LIGAND-CPD:C00712:*CAS:112-80-1 1.14.13.- oleate + NADPH + O2 = 18-hydroxyoleate + NADP+ + H2O suberin biosynthesis
DIMBOA-Glc DIMBOA-glucoside*2-(2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one)-β-D-glucopyranose 373.316 C15 H19 N1 O10 C1(N(c3(ccc(cc(OC1OC2(C(C(C(C(O2)CO)O)O)O))3)OC))O)=O PUBCHEM:441563: 3.2.1.21 DIMBOA-Glc + H2O = DIMBOA + β-D-glucose DIMBOA-glucoside degradation
18:1-16:0-DGDG 1-18:1-2-16:0-digalactosyldiacylglycerol 919.241 C49 H90 O15 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)OC2(OC(COC1(OC(CO)C(O)C(O)C(O)1))C(O)C(O)C(O)2) 1.14.99.- 18:1-16:0-DGDG = 18:2-16:0-DGDG glycolipid desaturation
tropinone 139.197 C8 H13 N1 O1 CN2(C1(CC(=O)CC(CC1)2)) NCI:118012*CAS:532-24-1 1.1.1.236 NADP+ + pseudotropine = NADPH + tropinone calystegine biosynthesis
tropinone 139.197 C8 H13 N1 O1 CN2(C1(CC(=O)CC(CC1)2)) NCI:118012*CAS:532-24-1 calystegine biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = (E)-β-ocimene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = (-)-β-phellandrene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = tricyclene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.16 geranyl-PP = (-)-limonene + diphosphate menthol biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate geranylgeranyldiphosphate biosynthesis II (plastidic)
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate polyisoprenoid biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.10 geranyl-PP + Δ3-isopentenyl-PP = diphosphate + trans, trans-farnesyl diphosphate trans,trans-farnesyl diphosphate biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP + H2O = geraniol + diphosphate secologanin and strictosidine biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = (+)-3-carene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.14 geranyl-PP = (-)-β-pinene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.14 geranyl-PP = (-)-β-pinene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = (Z)-β-ocimene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = sabinene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP geranylgeranyldiphosphate biosynthesis II (plastidic)
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP polyisoprenoid biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP trans,trans-farnesyl diphosphate biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 2.5.1.1 dimethylallyl-PP + Δ3-isopentenyl-PP = diphosphate + geranyl-PP geranyldiphosphate biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.14 geranyl-PP = (-)-α-pinene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.14 geranyl-PP = (-)-α-pinene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.15 geranyl-PP = β-myrcene + diphosphate oleoresin monoterpene volatiles biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.15 geranyl-PP = β-myrcene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP + H2O = (-)-α-terpineol + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = terpinolene + diphosphate monoterpene biosynthesis
geranyl-PP GPP*geranyl-diphosphate*geranyl-pyrophosphate 314.211 C10 H20 O7 P2 C(C=C(C)CCC=C(C)C)OP(O)(OP(=O)(O)O)=O LIGAND-CPD:C00341: 4.2.3.- geranyl-PP = (-)-camphene + diphosphate oleoresin monoterpene volatiles biosynthesis
18:3-16:0-MGDG 1-18:3-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(C(COC(=O)CCCCCCCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:2-16:0-MGDG = 18:3-16:0-MGDG glycolipid desaturation
18:3-16:0-MGDG 1-18:3-2-16:0-monogalactosyldiacylglycerol*1-(9Z,12Z,15Z-octadecatrienoyl)-2-hexadecanoyl-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(C(COC(=O)CCCCCCCC=CCC=CCC=CCC)OC(=O)CCCCCCCCCCCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:3-16:0-MGDG = 18:3-16:1-MGDG glycolipid desaturation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 L-glutamate + ATP = ADP folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 L-glutamate + ATP = ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 L-glutamate + ATP = ADP formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 L-glutamate + ATP + NADPH = ADP + L-glutamate γ-semialdehyde + NADP+ arginine biosynthesis IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.2 ammonia + CO2 + ATP = carbamoyl-phosphate + ADP citrulline degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.12 L-glutamate + 7,8-dihydropteroate + ATP = 7,8-dihydrofolate + ADP tetrahydrofolate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.3 AMP + ATP = ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.3 AMP + ATP = ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.1.1 ammonia + L-aspartate + ATP = L-asparagine + diphosphate + AMP asparagine biosynthesis III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.71 shikimate + ATP = shikimate-3-phosphate + ADP chorismate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.33 pantothenate + ATP = D-4'-phosphopantothenate + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.- nicotinate riboside + ATP = nicotinate nucleotide + ADP pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.15 L-proline + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.- ATP + pyridoxine = ADP + pyridoxine-5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.23 NAD+ + ATP = NADP+ + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.3.3.8 oxaloacetate + acetyl-CoA + ADP = citrate + coenzyme A + ATP reductive TCA cycle I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 L-glutamate + ATP = ADP folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.5 ATP + L-glutamine + CO2 + H2O = L-glutamate + ADP + carbamoyl-phosphate arginine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.15 biotin + ATP = diphosphate + AMP biotin-carboxyl carrier protein
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 ATP + L-glutamate = ADP folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 ATP + L-glutamate = ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 ATP + L-glutamate = ADP tetrahydrofolate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.1.2.- 5-phospho-ribosyl-glycineamide + formate + ATP = 5'-phosphoribosyl-N-formylglycineamide + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 D-myo-inositol (3,4,6)-trisphosphate + ATP = D-myo-inositol (3,4,5,6)-tetrakisphosphate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.2 FMN + ATP = FAD + diphosphate flavin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP proline biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP proline biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.11 L-glutamate + ATP = L-glutamate-5-phosphate + ADP citrulline biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.11 ATP + fructose-6-phosphate = ADP + fructose-1,6-bisphosphate glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = 4-(2'-carboxyphenyl)-4-oxobutyryl-CoA + AMP + diphosphate phylloquinone biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 dCDP + ATP = dCTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.22 nicotinamide riboside + ATP = nicotinamide mononucleotide + ADP NAD salvage pathway II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.2 ATP + UTP + L-glutamine + H2O = ADP + CTP + L-glutamate de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyl-THF + ADP folate transformations
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.2 N5-formyl-THF + ATP = 5,10-methenyl-THF + ADP formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.10 L-methionine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.17 D-xylulose + ATP = D-xylulose-5-phosphate + ADP xylose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.16 L-cysteine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.11 L-serine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate mixed acid fermentation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate respiration (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.40 ATP + pyruvate = ADP + phosphoenolpyruvate glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.64 myo-inositol + ATP = D-myo-inositol (3)-monophosphate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP threonine biosynthesis from homoserine
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.39 homoserine + ATP = O-phospho-L-homoserine + ADP methionine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.9 L-valine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.- ATP + UMP = ADP + UDP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.- ATP + UMP = ADP + UDP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.3 ADP = ATP + formate tetrahydrofolate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.4.2.17 phosphoribosyl-ATP + diphosphate = ATP + 5-phosphoribosyl 1-pyrophosphate histidine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.2 xanthosine-5-phosphate + H2O + L-glutamine + ATP = L-glutamate + GMP + diphosphate + AMP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP GDP-mannose metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.7 mannose + ATP = mannose-6-phosphate + ADP mannose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.5 L-isoleucine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP glutamate degradation VII (to butyrate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.1 coenzyme A + acetate + ATP = acetyl-CoA + diphosphate + AMP oxidative ethanol degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.27 α-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate glycogen biosynthesis I (from ADP-D-Glucose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.27 α-D-glucose 1-phosphate + ATP = ADP-D-glucose + diphosphate starch biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD NAD salvage pathway I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.18 ATP + nicotinate nucleotide = diphosphate + deamido-NAD pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.4.1.4 ATP + 3-methylcrotonyl-CoA + HCO3- = ADP + 3-methylglutaconyl-CoA leucine degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.6 L-lysine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.24 dephospho-CoA + ATP = coenzyme A + ADP coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis VI
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP lysine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.4 L-aspartate + ATP = L-aspartyl-4-phosphate + ADP homoserine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF folate polyglutamylation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF folate transformations
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF formylTHF biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.3 ATP + formate + tetrahydrofolate = ADP + N10-formyl-THF formylTHF biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 dUDP + ATP = dUTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.9.3 H2O + selenide + ATP = selenophosphate + AMP selenocysteine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.32 choline + ATP = phosphoryl-choline + ADP phospholipid biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.1 ammonia + xanthosine-5-phosphate + ATP = AMP + diphosphate + GMP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.48 uridine + ATP = UMP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.17 coenzyme A + propionate + ATP = propionyl-CoA + diphosphate + AMP β-alanine biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.12 coenzyme A + ATP = caffeoyl-CoA + AMP + diphosphate suberin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.18 L-glutamine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.134 D-myo-inositol (3,4,5,6)-tetrakisphosphate + ATP = D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP ornithine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.8 N-acetyl-L-glutamate + ATP = N-acetylglutamyl-phosphate + ADP arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.10 UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + D-alanyl-D-alanine + ATP = ADP peptidoglycan biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.22 L-asparagine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.1 β-alanine + L-pantoate + ATP = pantothenate + diphosphate + AMP pantothenate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.1 β-D-glucose + ATP = β-D-glucose-6-phosphate + ADP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.- D-myo-inositol (1,3,4,5,6)-pentakisphosphate + ATP = phytate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 L-glutamate + ATP = ADP folate polyglutamylation II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.1.5 ammonia + ATP + deamido-NAD = AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 D-myo-inositol (3,4)-bisphosphate + ATP = D-myo-inositol (3,4,6)-trisphosphate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.43 glucuronate + ATP = α-D-glucuronate 1-phosphate + ADP UDP-D-glucuronate biosynthesis (from myo-inositol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.13 UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + meso-diaminopimelate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamyl-meso-2,6-diaminoheptanedioate + ADP peptidoglycan biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.2 mevalonate-5P + ATP = mevalonate-5-PP + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.9 ATP + dTMP = ADP + dTDP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.9 ATP + dTMP = ADP + dTDP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.35 ATP + pyridoxamine = ADP + pyridoxamine 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP Calvin cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis IV (plant cytosol)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.3 3-phosphoglycerate + ATP = 1,3-diphosphateglycerate + ADP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.29 dihydroxy-acetone + ATP = dihydroxy-acetone-phosphate + ADP xylulose-monophosphate cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosylmethionine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine methionine degradation I (to homocysteine)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine ethylene biosynthesis from methionine
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.6 ATP + L-methionine + H2O = diphosphate + S-adenosyl-L-methionine S-adenosyl-L-methionine cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.9 UDP-N-acetylmuramoyl-L-alanine + D-glutamate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + ADP peptidoglycan biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 4.1.1.49 oxaloacetate + ATP = CO2 + phosphoenolpyruvate + ADP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.6.1.1 ATP + protoporphyrin IX + Mg2+ + H2O = Mg-protoporphyrin + ADP + H+ chlorophyllide a biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxal 5'-phosphate salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.35 ATP + pyridoxal = ADP + pyridoxal 5'-phosphate pyridoxamine anabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 4.1.1.33 mevalonate-5-PP + ATP = CO2 + Δ3-isopentenyl-PP + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 ATP = dATP + H2O purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.3 L-threonine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of adenine, hypoxanthine, and their nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.73 inosine + ATP = inosine-5'-phosphate + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.4 L-glutamine + L-aspartate + ATP + H2O = L-glutamate + L-asparagine + diphosphate + AMP asparagine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.1 nicotinamide mononucleotide + ATP = NAD+ + diphosphate NAD salvage pathway II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD biosynthesis I (from aspartate)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ NAD salvage pathway I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.1 ATP + deamido-NAD + L-glutamine + H2O = L-glutamate + AMP + diphosphate + NAD+ pyridine nucleotide cycling (plants)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.4 L-leucine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.3 6-hydroxymethyl-dihydropterin + ATP = 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine diphosphate + AMP tetrahydrofolate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.6 ATP + 4-carboxyaminoimidazole ribonucleotide + L-aspartate = ADP + 5'-phosphoribosyl-4-(N-succinocarboxamide)-5-aminoimidazole purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.3 coenzyme A + ATP = diphosphate + AMP acyl-CoA synthetase pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.5.3 ATP + 5'-phosphoribosyl-N-formylglycineamide + L-glutamine + H2O = L-glutamate + ADP + 5-phosphoribosyl-N-formylglycineamidine purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.26 ATP + O-succinylbenzoate + coenzyme A = AMP + diphosphate + O-succinylbenzoyl-CoA menaquinone biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.1 ATP + acetate = ADP + acetylphosphate mixed acid fermentation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.1 ATP + acetate = ADP + acetylphosphate D-lactate fermentation to propionate and acetate
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.1 ATP + acetate = ADP + acetylphosphate ethanol fermentation to acetate
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.1 ATP + acetate = ADP + acetylphosphate glucose fermentation to lactate II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.1 ATP + acetate = ADP + acetylphosphate gallate degradation III (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.5 ATP + GDP = AMP + guanosine 5'-diphosphate,3'-diphosphate ppGpp biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.5.1.- dimethylallyl-PP + ATP = isopentenyladenosine-5'-triphosphate + diphosphate trans-zeatin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP glutamine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP nitrate reduction II (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.1.2 ammonia + L-glutamate + ATP = L-glutamine + ADP ammonia assimilation cycle II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.45 2-dehydro-3-deoxy-D-gluconate + ATP = 2-keto-3-deoxy-6-phospho-gluconate + ADP β-D-glucuronide degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.15 ATP = D-ribose-5-phosphate + ADP ribose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.14 glycine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.5 GTP + ATP = guanosine 3'-diphosphate 5'-triphosphate + AMP ppGpp biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.49 ATP + hydroxymethylpyrimidine = ADP + hydroxymethylpyrimidine phosphate thiamine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.91 4-hydroxysphinganine + ATP = phytosphingosine-1-P + ADP sphingolipid metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.20 adenosine + ATP = AMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.30 glycerol + ATP = sn-glycerol-3-phosphate + ADP glycerol degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.50 ATP + 4-methyl-5-(β-hydroxyethyl)thiazole = ADP + 4-methyl-5-(β-hydroxyethyl)thiazole phosphate thiamine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP reductive TCA cycle I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.5 succinate + coenzyme A + ATP = succinyl-CoA + ADP TCA cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.2 β-D-glucose + ATP = β-D-glucose-6-phosphate + ADP trehalose degradation II (high osmolarity)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 dGDP + ATP = dGTP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.6.1 ATP + D-ribose-5-phosphate = 5-phosphoribosyl 1-pyrophosphate + AMP PRPP biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.20 L-phenylalanine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.12 ATP + gluconate = 6-phospho-D-gluconate + ADP L-idonate degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.130 lipid A disaccharide + ATP = lipid IVA + ADP lipid-A-precursor biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 CDP + ATP = CTP + ADP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 O-ureidohomoserine + L-aspartate + ATP = canavaninosuccinate + AMP + diphosphate canavanine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP glycolate and glyoxylate degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP allantoin degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.31 glycerate + ATP = 3-phosphoglycerate + ADP photorespiration
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP urea cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis II (acetyl cycle)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP citrulline-nitric oxide cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis IV
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.5 L-aspartate + citrulline + ATP = L-arginino-succinate + diphosphate + AMP arginine biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.4 ATP = fructose-6-phosphate + ADP sucrose degradation to ethanol and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.4 ATP = fructose-6-phosphate + ADP fructose degradation to pyruvate and lactate (anaerobic)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.- cytidine + ATP = CMP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.16 ammonia + H2O + CO2 + ATP = carbamoyl-phosphate + ADP urea cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.3 glycine + L-γ-glutamylcysteine + ATP = glutathione + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.148 4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ATP = 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol + ADP methylerythritol phosphate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.6 ATP = α-D-galactose 1-phosphate + ADP galactose degradation II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.6 ATP = α-D-galactose 1-phosphate + ADP UDP-galactose biosynthesis (salvage pathway from galactose using UDP-glucose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.19 L-arginine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.4 D-alanine + ATP = D-alanyl-D-alanine + ADP peptidoglycan biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.2.7 butyrate + ATP = butyryl phosphate + ADP acetyl CoA fermentation to butyrate
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.1 α-D-glucose + ATP = α-D-glucose 6-phosphate + ADP sucrose degradation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.1 α-D-glucose + ATP = α-D-glucose 6-phosphate + ADP starch degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.46 ATP = β-L-arabinose 1-phosphate + ADP UDP-L-arabinose biosynthesis II (from L-arabinose)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.3 coenzyme A + ATP = diphosphate + AMP fatty acid β-oxidation I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.3 coenzyme A + ATP = diphosphate + AMP fatty acid β-oxidation II (plant, saturated)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.8 GMP + ATP = GDP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.8 GMP + ATP = GDP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP reductive TCA cycle I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP gluconeogenesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.9.2 H2O + pyruvate + ATP = phosphoenolpyruvate + AMP glycolysis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.2 ATP + L-tryptophan = AMP + diphosphate tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.21 thymidine + ATP = dTMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.17 tetrahydrofolate + L-glutamate + ATP = THF-L-glutamate + ADP tetrahydrofolate biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.21 deoxyuridine + ATP = dUMP + ADP salvage pathways of pyrimidine deoxyribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 ATP + L-serine + 2,3-dihydroxybenzoate = enterobactin + diphosphate + AMP enterobactin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.89 thiamin + ATP = thiamine-phosphate + ADP thiamine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 3.5.2.9 5-oxoproline + H2O + ATP = L-glutamate + ADP γ-glutamyl cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.11 L-serine + ATP = diphosphate + AMP selenocysteine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.8 L-alanine + UDP-N-acetylmuramate + ATP = UDP-N-acetylmuramoyl-L-alanine + ADP peptidoglycan biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.21 L-histidine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of purine and pyrimidine nucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.14 ATP + CMP = ADP + CDP salvage pathways of pyrimidine ribonucleotides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.1 ATP + 5-phosphoribosyl-N-formylglycineamidine = ADP + 5-aminoimidazole ribonucleotide purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.3 pantetheine 4'-phosphate + ATP = dephospho-CoA + diphosphate coenzyme A biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 GDP + ATP = GTP + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.19 D-ribulose-5-phosphate + ATP = D-ribulose-1,5-bisphosphate + ADP Calvin cycle
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.36 (R)-mevalonate + ATP = mevalonate-5P + ADP mevalonate pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.91 phytosphingosine-1-P + ADP = ATP + 4-hydroxysphinganine sphingolipid metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.12 L-aspartate + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.1 L-tyrosine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.100 ATP + 5-methylthioribose = ADP + 5-methylthioribose-1-phosphate methionine salvage pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.18 5-aminoimidazole ribonucleotide + ATP + HCO3- = N5-carboxyaminoimidazole ribonucleotide + ADP purine nucleotides de novo biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate reduction I (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.25 adenosine 5'-phosphosulfate + ATP = phosphoadenosine-5'-phosphosulfate + ADP sulfate activation for sulfonation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 D-myo-inositol (3)-monophosphate + ATP = D-myo-inositol (3,4)-bisphosphate + ADP lipid-independent phytate biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.16 thiamine-phosphate + ATP = thiamine diphosphate + ADP thiamine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.4.1.2 ATP + acetyl-CoA + HCO3- + H+ = ADP + malonyl-CoA fatty acid biosynthesis - initial steps
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.7 L-alanine + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP flavonoid biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.12 coenzyme A + 4-coumarate + ATP = 4-coumaroyl-CoA + coumaroyl-CoA + diphosphate + AMP phenylpropanoid biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.73 guanosine + ATP = GMP + ADP salvage pathways of purine nucleosides II (plant)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.2.2 L-cysteine + L-glutamate + ATP = L-γ-glutamylcysteine + ADP glutathione biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + ADP biotin biosynthesis II
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.3.3 CO2 + 7,8-diaminopelargonate + ATP = dethiobiotin + ADP biotin biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.2.1.12 ferulate + coenzyme A + ATP = feruloyl-CoA + AMP + diphosphate suberin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.3.4.14 CO2 + ATP = ADP biotin-carboxyl carrier protein
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.7 hydroxymethylpyrimidine phosphate + ATP = 4-amino-5-hydroxymethyl-2-methylpyrimidine-pyrophosphate + ADP thiamine biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.17 L-glutamate + ATP = diphosphate + AMP tRNA charging pathway
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 6.1.1.17 L-glutamate + ATP = diphosphate + AMP tetrapyrrole biosynthesis I
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.51 L-fuculose + ATP = fuculose-1-phosphate + ADP fucose degradation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.26 riboflavin + ATP = FMN + ADP flavin biosynthesis
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.1.91 sphinganine + ATP = sphinganine 1-phosphate + ADP sphingolipid metabolism
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction II (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfite oxidation III
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate reduction I (assimilatory)
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.7.4 sulfate + ATP = adenosine 5'-phosphosulfate + diphosphate sulfate activation for sulfonation
ATP adenylpyrophosphate*adenosine-triphosphate*adenosine-5'-triphosphate 507.183 C10 H16 N5 O13 P3 C(C3(C(C(C(n2(c1(c(c(ncn1)N)nc2)))O3)O)O))OP(OP(=O)(O)OP(=O)(O)O)(O)=O LIGAND-CPD:C00002:*CAS:56-65-5 2.7.4.6 UDP + ATP = UTP + ADP de novo biosynthesis of pyrimidine ribonucleotides
inositol-P-ceramide IPC 2.4.1.- inositol phosphate = inositol-P-ceramide sphingolipid metabolism
inositol-P-ceramide IPC 2.4.1.- inositol-P-ceramide + GDP-D-mannose = mannosyl-inositol-phosphorylceramide sphingolipid metabolism
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))C(O)=O 1.14.11.- GA44 + α-ketoglutarate + O2 = GA98 + succinate + CO2 gibberellin inactivation
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))C(O)=O 1.14.11.- GA44 + α-ketoglutarate + O2 = GA38 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))C(O)=O 1.14.11.- GA53 + O2 + α-ketoglutarate = GA44 + CO2 + succinate gibberellin biosynthesis III (early C-13 hydroxylation)
GA44 gibberellin A44*gibberellin A44*GA44*GA44 open lactone form*gibberellin A44 open lactone form*GA44 free alcohol form*gibberellin A44 free alcohol form 364.438 C20 H28 O6 CC2(CCCC3(CO)([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)O)))C(O)=O 1.14.11.12 GA44 + α-ketoglutarate + O2 = GA19 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
calycosin 3'-hydroxyformononetin 284.268 C16 H12 O5 C3(=C(c1(cc(O)c(OC)cc1))C(=O)c2(c(cc(cc2)O)O3)) CAS:20575-57-9: 1.14.13.52 formononetin + NADPH + O2 = calycosin + NADP+ + H2O maackiain biosynthesis
calycosin 3'-hydroxyformononetin 284.268 C16 H12 O5 C3(=C(c1(cc(O)c(OC)cc1))C(=O)c2(c(cc(cc2)O)O3)) CAS:20575-57-9: calycosin + NADPH + O2 = pseudobaptigenin + NADP+ + H2O maackiain biosynthesis
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 6.3.2.3 glycine + L-γ-glutamylcysteine + ATP = glutathione + ADP glutathione biosynthesis
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 6.1.1.14 glycine + ATP = diphosphate + AMP tRNA charging pathway
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 3.4.11.2 [Cys-Gly]-S-conjugate + H2O = glycine glutathione-mediated detoxification
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 3.4.11.2 Cys-Gly + H2O = L-cysteine + glycine γ-glutamyl cycle
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.6.1.4 α-ketoglutarate + glycine = L-glutamate + glyoxylate photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 6.3.4.13 5-phospho-β-D-ribosyl-amine + ATP + glycine = ADP + 5-phospho-ribosyl-glycineamide purine nucleotides de novo biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 1.5.3.1 O2 + H2O + sarcosine = H2O2 + formaldehyde + glycine glycine betaine degradation
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 1.4.4.2 glycine = CO2 glycine cleavage complex
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 m-chlorobenzoate + glycine = m-chlorohippurate + H2O bupropion degradation
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate polyglutamylation I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate folate transformations
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate glycine betaine degradation
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis II
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate formylTHF biosynthesis I
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.1.2.1 5,10-methylene-THF + glycine + H2O = L-serine + tetrahydrofolate photorespiration
glycine G*aminoacetic acid*gly 75.067 C2 H5 N1 O2 C(=O)(O)CN LIGAND-CPD:C00037:*CAS:56-40-6 2.3.1.29 glycine + acetyl-CoA = 2-amino-3-oxobutanoate + coenzyme A threonine degradation II
4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis I
4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol 426.681 C29 H46 O2 CC(C)=CCCC(C)C2(CCC1(C3(CCC4(C(C)(C=O)C(O)CCC(C)(C(CCC(C)12)=3)4)))) 1.14.13.72 4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol + O2 = 4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol + H2O cholesterol biosynthesis III (via desmosterol)
3-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(O)=O)C(C)C LIGAND-CPD:C04411: 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
3-isopropylmalate 2-D-threo-hydroxy-3-carboxy-isocaproate*3-carboxy-2-hydroxy-4-methylpentanoate*β-isopropylmalate 176.169 C7 H12 O5 C(O)(=O)C(O)C(C(O)=O)C(C)C LIGAND-CPD:C04411: 4.2.1.33 2-isopropylmalate = 3-isopropylmalate leucine biosynthesis
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c2([nH]c1(ccccc1c2CC=NO)) 1.14.13.- L-tryptophan + NADPH + O2 = indole-3-acetaldoxime + CO2 + NADP+ + H2O IAA biosynthesis I
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c2([nH]c1(ccccc1c2CC=NO)) N-hydroxyl-tryptamine = indole-3-acetaldoxime IAA biosynthesis I
indole-3-acetaldoxime 3-indoleacetaldoxime*indole-3-acetaldehyde oxime 174.202 C10 H10 N2 O1 c2([nH]c1(ccccc1c2CC=NO)) 4.99.1.6 indole-3-acetaldoxime = indole-3-acetonitrile + H2O IAA biosynthesis I
4-hydroxy-4-(3-pyridyl)-butanoate 4-hydroxy-4-(3-pyridyl)-butanoic acid*γ-(3-pyridyl)-γ-hydroxybutyric acid*4-(3-pyridyl)-4-hydroxybutyric acid 181.191 C9 H11 N1 O3 c1(ccc(cn1)C(O)CCC(=O)O) 4-hydroxy-4-(3-pyridyl)-butanoate = 4-(3-pyridyl)-3-butenoate nicotine degradation II
4-hydroxy-4-(3-pyridyl)-butanoate 4-hydroxy-4-(3-pyridyl)-butanoic acid*γ-(3-pyridyl)-γ-hydroxybutyric acid*4-(3-pyridyl)-4-hydroxybutyric acid 181.191 C9 H11 N1 O3 c1(ccc(cn1)C(O)CCC(=O)O) 4-hydroxy-4-(3-pyridyl)-butanoate = 4-(3-pyridyl)-3-butenoate nicotine degradation III
4-hydroxy-4-(3-pyridyl)-butanoate 4-hydroxy-4-(3-pyridyl)-butanoic acid*γ-(3-pyridyl)-γ-hydroxybutyric acid*4-(3-pyridyl)-4-hydroxybutyric acid 181.191 C9 H11 N1 O3 c1(ccc(cn1)C(O)CCC(=O)O) 4-oxo-4-(3-pyridyl)-butanoate = 4-hydroxy-4-(3-pyridyl)-butanoate nicotine degradation II
4-hydroxy-4-(3-pyridyl)-butanoate 4-hydroxy-4-(3-pyridyl)-butanoic acid*γ-(3-pyridyl)-γ-hydroxybutyric acid*4-(3-pyridyl)-4-hydroxybutyric acid 181.191 C9 H11 N1 O3 c1(ccc(cn1)C(O)CCC(=O)O) 4-oxo-4-(3-pyridyl)-butanoate = 4-hydroxy-4-(3-pyridyl)-butanoate nicotine degradation III
DIMBOA 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 211.174 C9 H9 N1 O5 C1(N(c2(ccc(cc(OC1O)2)OC))O)=O 3.2.1.21 DIMBOA-Glc + H2O = DIMBOA + β-D-glucose DIMBOA-glucoside degradation
UDP-N-acetylmuramoyl-L-alanine 750.5 C23 H36 N4 O20 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C01212: 6.3.2.9 UDP-N-acetylmuramoyl-L-alanine + D-glutamate + ATP = UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + ADP peptidoglycan biosynthesis I
UDP-N-acetylmuramoyl-L-alanine 750.5 C23 H36 N4 O20 P2 CC(=O)NC1(C(OC(CO)C(O)C(OC(C)C(=O)NC(C)C(=O)O)1)OP(=O)(O)OP(=O)(O)OCC2(OC(C(O)C(O)2)n3(ccc(=O)[nH]c(=O)3))) LIGAND-CPD:C01212: 6.3.2.8 L-alanine + UDP-N-acetylmuramate + ATP = UDP-N-acetylmuramoyl-L-alanine + ADP peptidoglycan biosynthesis I
HX LIGAND-CPD:C01318: 2.5.1.18 glutathione + RX = HX glutathione-mediated detoxification
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(CCCCCC1(NC(NC1CS)=O))(=O)O 2.8.1.6 9-mercaptodethiobiotin = biotin biotin biosynthesis II
9-mercaptodethiobiotin 9-mercaptodesthiobiotin 246.324 C10 H18 N2 O3 S1 C(CCCCCC1(NC(NC1CS)=O))(=O)O 2.8.1.6 dethiobiotin = 9-mercaptodethiobiotin biotin biosynthesis II
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(CN)O LIGAND:C00189:*LIGAND-CPD:C00189:*CAS:141-43-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP choline biosynthesis I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(CN)O LIGAND:C00189:*LIGAND-CPD:C00189:*CAS:141-43-5 2.7.1.82 ethanolamine + ATP = phosphoryl-ethanolamine + ADP phospholipid biosynthesis II
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(CN)O LIGAND:C00189:*LIGAND-CPD:C00189:*CAS:141-43-5 4.1.1.- L-serine = ethanolamine + CO2 choline biosynthesis I
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(CN)O LIGAND:C00189:*LIGAND-CPD:C00189:*CAS:141-43-5 3.5.1.4 anandamide + H2O = arachidonate + ethanolamine anandamide degradation
ethanolamine 2-aminoethanol*monoethanolamine*colamine*ethanol-amine 61.083 C2 H7 N1 O1 C(CN)O LIGAND:C00189:*LIGAND-CPD:C00189:*CAS:141-43-5 2.7.8.- L-serine = ethanolamine phospholipid biosynthesis II
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CC(C)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:6244-91-3 1.3.99.10 isovaleryl-CoA + FAD = 3-methylcrotonyl-CoA + FADH2 leucine degradation I
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CC(C)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:6244-91-3 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
isovaleryl-CoA 3-methylbutyryl-CoA*3-methylbutanoyl-CoA*isovaleryl-coenzyme A*iso-valeryl-CoA 851.652 C26 H44 N7 O17 P3 S1 [CH]1([CH](O)[CH]([CH](COP(O)(=O)OP(O)(OCC(C)(C)C(C(NCCC(=O)NCCSC(=O)CC(C)C)=O)O)=O)O1)OP(O)(=O)O)(n3(cnc2(c(ncnc23)N))) CAS:6244-91-3 2.3.1.156 malonyl-CoA + isovaleryl-CoA = phlorisovalerophenone + CO2 + coenzyme A humulone biosynthesis
O2- Superoxide anion*peroxide radical*O2(.-)*superoxide 31.999 O2 O=[O-] LIGAND-CPD:C00704: 1.15.1.1 O2- + H+ = H2O2 + O2 removal of superoxide radicals
octaprenyl diphosphate farnesylfarnesylgeranyl-PP*octaprenyl pyrophosphate*OPP*farnesylfarnesylgeraniol*all-trans-octaprenyl diphosphate 722.92 C40 H68 O7 P2 CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCOP(=O)(O)OP(=O)(O)O LIGAND-CPD:C04146: octaprenyl diphosphate + 1,4-dihydroxy-2-naphthoate = demethylmenaquinone-8 + diphosphate + CO2 menaquinone biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc1(c2(Cc5(c(CCC(=O)O)c(C)c(Cc4(c(CCC(O)=O)c(C)c(Cc3(c(C)c(CCC(O)=O)c(Cc(c(CCC(O)=O)1)n2)n3))n4))n5))) LIGAND-CPD:C03263:*CAS:2624-63-7 4.1.1.37 uroporphyrinogen-III = CO2 + coproporphyrinogen III heme biosynthesis II
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc1(c2(Cc5(c(CCC(=O)O)c(C)c(Cc4(c(CCC(O)=O)c(C)c(Cc3(c(C)c(CCC(O)=O)c(Cc(c(CCC(O)=O)1)n2)n3))n4))n5))) LIGAND-CPD:C03263:*CAS:2624-63-7 4.1.1.37 uroporphyrinogen-III = CO2 + coproporphyrinogen III chlorophyllide a biosynthesis
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc1(c2(Cc5(c(CCC(=O)O)c(C)c(Cc4(c(CCC(O)=O)c(C)c(Cc3(c(C)c(CCC(O)=O)c(Cc(c(CCC(O)=O)1)n2)n3))n4))n5))) LIGAND-CPD:C03263:*CAS:2624-63-7 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O heme biosynthesis II
coproporphyrinogen III coproporphyrinogen 660.766 C36 H40 N4 O8 Cc1(c2(Cc5(c(CCC(=O)O)c(C)c(Cc4(c(CCC(O)=O)c(C)c(Cc3(c(C)c(CCC(O)=O)c(Cc(c(CCC(O)=O)1)n2)n3))n4))n5))) LIGAND-CPD:C03263:*CAS:2624-63-7 1.3.3.3 coproporphyrinogen III + O2 + H+ = protoporphyrinogen IX + CO2 + H2O chlorophyllide a biosynthesis
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC2(=C(C)N=C1(C(=NC(NC(=O)1)=O)N(CC(O)C(O)C(O)CO)2)) LIGAND-CPD:C04332: 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + 3,4-dihydroxy-2-butanone-4-P = 6,7-dimethyl-8-(1-D-ribityl)lumazine + H2O flavin biosynthesis
6,7-dimethyl-8-(1-D-ribityl)lumazine 326.308 C13 H18 N4 O6 CC2(=C(C)N=C1(C(=NC(NC(=O)1)=O)N(CC(O)C(O)C(O)CO)2)) LIGAND-CPD:C04332: 2.5.1.9 6,7-dimethyl-8-(1-D-ribityl)lumazine = 5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione + riboflavin flavin biosynthesis
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](C(CCC(O)=O)N)=O LIGAND-CPD:C03741: 1.2.1.70 glutamate-1-semialdehyde + NADP+ = NADPH + H+ tetrapyrrole biosynthesis I
glutamate-1-semialdehyde (S)-4-amino-5-oxopentanoate*L-Glutamate 1-semialdehyde 131.131 C5 H9 N1 O3 [CH](C(CCC(O)=O)N)=O LIGAND-CPD:C03741: 5.4.3.8 glutamate-1-semialdehyde = 5-amino-levulinate tetrapyrrole biosynthesis I
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC2(CCCC3([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)))C(O)=O)C(O)=O 1.14.11.- GA25 + α-ketoglutarate + O2 = GA13 + succinate + CO2 gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
GA25 gibberellin A25*gibberellin A25*GA25 362.422 C20 H26 O6 CC2(CCCC3([CH]4(CCC1(CC(CC1=C)(C([CH]23)C(O)=O)4)))C(O)=O)C(O)=O 1.14.11.- GA24 + O2 + α-ketoglutarate = GA25 + CO2 + succinate gibberellin biosynthesis I (non C-3, non C-13 hydroxylation)
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 1.1.3.15 glycolate + O2 = glyoxylate + H2O2 photorespiration
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 3.5.3.19 H2O + (S)-ureidoglycolate = ammonia + CO2 + glyoxylate allantoin degradation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 2.6.1.4 α-ketoglutarate + glycine = L-glutamate + glyoxylate photorespiration
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 4.1.3.16 D-4-hydroxy-2-keto-glutarate = glyoxylate + pyruvate 4-hydroxyproline degradation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 2.3.3.9 acetyl-CoA + H2O + glyoxylate = malate + coenzyme A TCA cycle variation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 1.1.99.14 glycolate = glyoxylate glycolate and glyoxylate degradation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 4.1.1.47 glyoxylate = CO2 + tartronate semialdehyde glycolate and glyoxylate degradation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 4.1.1.47 glyoxylate = CO2 + tartronate semialdehyde allantoin degradation I
glyoxylate glyoxalate*glyox*glyoxylic acid 74.036 C2 H2 O3 C([CH]=O)(=O)O LIGAND-CPD:C00048:*CAS:298-12-4 4.1.3.1 isocitrate = glyoxylate + succinate TCA cycle variation I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 4.4.1.5 S-lactoyl-glutathione = methylglyoxal + glutathione methylglyoxal degradation I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 6.3.2.3 glycine + L-γ-glutamylcysteine + ATP = glutathione + ADP glutathione biosynthesis
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.4.2 glutathione = glutathione disulfide glutathione redox reactions II
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.4.9 sulfite + AMP + glutathione disulfide = adenosine 5'-phosphosulfate + glutathione sulfate reduction II (assimilatory)
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.1.7 glutathione + NADP+ = glutathione disulfide + NADPH + H+ glutathione redox reactions I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.1.7 glutathione + NADP+ = glutathione disulfide + NADPH + H+ glutathione redox reactions II
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.1.7 glutathione + NADP+ = glutathione disulfide + NADPH + H+ ascorbate glutathione cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.11.1.9 H2O2 + glutathione = glutathione disulfide + H2O glutathione redox reactions I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 3.1.2.6 S-lactoyl-glutathione + H2O = glutathione + D-lactate methylglyoxal degradation I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.8.5.1 L-dehydro-ascorbate + glutathione = glutathione disulfide + L-ascorbate ascorbate glutathione cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 1.11.1.12 glutathione + a lipid hydroperoxide = glutathione disulfide + lipid + H2O glutathione redox reactions I
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 2.3.2.2 Cys-Gly = glutathione γ-glutamyl cycle
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 2.5.1.18 glutathione + RX = HX glutathione-mediated detoxification
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 3.1.2.12 S-formylglutathione + H2O = formate + glutathione formaldehyde oxidation II (glutathione-dependent)
glutathione γ-L-glutamyl-L-cysteinyl-glycine*glutathione red*GSH*reduced glutathione 307.321 C10 H17 N3 O6 S1 C(C(N)CCC(NC(CS)C(NCC(=O)O)=O)=O)(=O)O LIGAND-CPD:C00051:*CAS:70-18-8 4.4.1.22 S-hydroxymethylglutathione = formaldehyde + glutathione formaldehyde oxidation II (glutathione-dependent)
ent-cassa-12,15-diene-3α-ol-11-keto ent-cassa-12,15-diene-3alpha-ol-11-keto*ent-cassadiene-3α-ol-11-keto*ent-cassadiene-3alpha-ol-11-keto 302.456 C20 H30 O2 CC3(C)([CH]2(CC[CH]1(C(C(=CC(C1C(C)2CCC(O)3)=O)C=C)C))) ent-cassa-12,15-diene-3α-ol = ent-cassa-12,15-diene-3α-ol-11-keto phytocassane biosynthesis
ent-cassa-12,15-diene-3α-ol-11-keto ent-cassa-12,15-diene-3alpha-ol-11-keto*ent-cassadiene-3α-ol-11-keto*ent-cassadiene-3alpha-ol-11-keto 302.456 C20 H30 O2 CC3(C)([CH]2(CC[CH]1(C(C(=CC(C1C(C)2CCC(O)3)=O)C=C)C))) ent-cassa-12,15-diene-3α-ol-11-keto = phytocassane C phytocassane biosynthesis
ent-cassa-12,15-diene-3α-ol-11-keto ent-cassa-12,15-diene-3alpha-ol-11-keto*ent-cassadiene-3α-ol-11-keto*ent-cassadiene-3alpha-ol-11-keto 302.456 C20 H30 O2 CC3(C)([CH]2(CC[CH]1(C(C(=CC(C1C(C)2CCC(O)3)=O)C=C)C))) ent-cassa-12,15-diene-3α-ol-11-keto = ent-cassa-12,15-diene-2,3α-ol-11-keto phytocassane biosynthesis
dATP 2'-deoxyadenosine triphosphate*deoxy-ATP*deoxyadenosine-triphosphate*2'-deoxyadenosine-5'-triphosphate 491.184 C10 H16 N5 O12 P3 C(C3(C(CC(n2(c1(c(c(ncn1)N)nc2)))O3)O))OP(OP(OP(=O)(O)O)(O)=O)(O)=O LIGAND-CPD:C00131:*CAS:1927-31-7 ATP = dATP + H2O purine nucleotides de novo biosynthesis I
dATP 2'-deoxyadenosine triphosphate*deoxy-ATP*deoxyadenosine-triphosphate*2'-deoxyadenosine-5'-triphosphate 491.184 C10 H16 N5 O12 P3 C(C3(C(CC(n2(c1(c(c(ncn1)N)nc2)))O3)O))OP(OP(OP(=O)(O)O)(O)=O)(O)=O LIGAND-CPD:C00131:*CAS:1927-31-7 2.7.4.6 dADP + ATP = dATP + ADP purine nucleotides de novo biosynthesis I
N-formylkynurenine N-Formyl-L-kynurenine 236.227 C11 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(ccccc(NC=O)1) CAS:1022-31-7 1.13.11.11 O2 + L-tryptophan = N-formylkynurenine tryptophan degradation III (eukaryotic)
N-formylkynurenine N-Formyl-L-kynurenine 236.227 C11 H12 N2 O4 C(=O)(O)C(N)CC(=O)c1(ccccc(NC=O)1) CAS:1022-31-7 3.5.1.9 N-formylkynurenine + H2O = kynurenine + formate tryptophan degradation III (eukaryotic)
GA1 gibberellin A1*gibberellin A1*GA1 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CCC(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))O) 1.14.11.15 GA20 + α-ketoglutarate + O2 = GA1 + succinate + CO2 gibberellin biosynthesis III (early C-13 hydroxylation)
GA1 gibberellin A1*gibberellin A1*GA1 348.395 C19 H24 O6 C=C3(C2(CC[CH]4(C15(CCC(C([CH]1C(C(C2)(C3)4)C(O)=O)(C)C(O5)=O)O)))O) 1.14.11.13 GA1 + α-ketoglutarate + O2 = GA8 + succinate + CO2 gibberellin inactivation
CDP-choline citicoline*citicholine*cidifos*cyticholine*cytidine 5'-diphosphocholine*cytidine diphosphate choline 489.335 C14 H27 N4 O11 P2 C(OP(O)(=O)OP(OCC[N+](C)(C)C)(O)=O)C1(OC(C(O)C(O)1)n2(ccc(nc2=O)N)) CAS:987-78-0 2.7.8.2 CDP-choline = CMP phospholipid biosynthesis II
CDP-choline citicoline*citicholine*cidifos*cyticholine*cytidine 5'-diphosphocholine*cytidine diphosphate choline 489.335 C14 H27 N4 O11 P2 C(OP(O)(=O)OP(OCC[N+](C)(C)C)(O)=O)C1(OC(C(O)C(O)1)n2(ccc(nc2=O)N)) CAS:987-78-0 2.7.8.2 CDP-choline = CMP choline biosynthesis III
CDP-choline citicoline*citicholine*cidifos*cyticholine*cytidine 5'-diphosphocholine*cytidine diphosphate choline 489.335 C14 H27 N4 O11 P2 C(OP(O)(=O)OP(OCC[N+](C)(C)C)(O)=O)C1(OC(C(O)C(O)1)n2(ccc(nc2=O)N)) CAS:987-78-0 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate phospholipid biosynthesis II
CDP-choline citicoline*citicholine*cidifos*cyticholine*cytidine 5'-diphosphocholine*cytidine diphosphate choline 489.335 C14 H27 N4 O11 P2 C(OP(O)(=O)OP(OCC[N+](C)(C)C)(O)=O)C1(OC(C(O)C(O)1)n2(ccc(nc2=O)N)) CAS:987-78-0 2.7.7.15 phosphoryl-choline + CTP = CDP-choline + diphosphate choline biosynthesis III
mannosyl-diinositol-phosphorylceramide MIP2C*M(IP)2C*mannose-(inositol phosphate)2-ceramide 2.4.1.- mannosyl-inositol-phosphorylceramide + inositol phosphate = mannosyl-diinositol-phosphorylceramide sphingolipid metabolism
phytocassane C 318.455 C20 H30 O3 CC2([CH]1(CC[CH]3(C(C(CC(O)C([CH]1C(C=C(C=C)2)=O)3C)O)(C)C))) phytocassane C = phytocassane B phytocassane biosynthesis
phytocassane C 318.455 C20 H30 O3 CC2([CH]1(CC[CH]3(C(C(CC(O)C([CH]1C(C=C(C=C)2)=O)3C)O)(C)C))) ent-cassa-12,15-diene-3α-ol-11-keto = phytocassane C phytocassane biosynthesis
phytocassane C 318.455 C20 H30 O3 CC2([CH]1(CC[CH]3(C(C(CC(O)C([CH]1C(C=C(C=C)2)=O)3C)O)(C)C))) phytocassane C = phytocassane E phytocassane biosynthesis
4α-carboxy-5α-cholesta-8-en-3β-ol 430.67 C28 H46 O3 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)C(O)=O)CC2)C)CC3))CC4)C))C)C 1.1.1.170 4α-carboxy-5α-cholesta-8-en-3β-ol = 5α-cholesta-8-en-3-one + CO2 cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
4α-carboxy-5α-cholesta-8-en-3β-ol 430.67 C28 H46 O3 CC(CCCC(C4(C3(C(C2(=C(C1(C(C(C(CC1)O)C(O)=O)CC2)C)CC3))CC4)C))C)C 1.14.13.72 4α-formyl-5α-cholesta-8-en-3β-ol + O2 = 4α-carboxy-5α-cholesta-8-en-3β-ol + H2O cholesterol biosynthesis II (via 24,25-dihydrolanosterol)
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:1-MGDG = 18:1-16:2-MGDG glycolipid desaturation
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:2-MGDG = 18:2-16:2-MGDG glycolipid desaturation
18:1-16:2-MGDG 1-18:1-2-16:2-monogalactosyldiacylglycerol*1-(9Z-octadecenoyl)-2-(7Z,10Z-hexadecadienoyl)-3-O-beta-D-galactosyl-sn-glycerol 753.067 C43 H76 O10 C(C(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCC=CCC=CCCCCC)OC1(OC(C(C(C1O)O)O)CO) 1.14.99.- 18:1-16:2-MGDG = 18:1-16:3-MGDG glycolipid desaturation
dTTP thymidine triphosphate*thymidine 5'-triphosphate*TTP 482.171 C10 H17 N2 O14 P3 Cc1(cn(c(=O)[nH]c(=O)1)C2(CC(O)C(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)) LIGAND-CPD:C00459:*CAS:365-08-2: 2.7.4.6 dTDP + ATP = dTTP + ADP de novo biosynthesis of pyrimidine deoxyribonucleotides
dTTP thymidine triphosphate*thymidine 5'-triphosphate*TTP 482.171 C10 H17 N2 O14 P3 Cc1(cn(c(=O)[nH]c(=O)1)C2(CC(O)C(COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)) LIGAND-CPD:C00459:*CAS:365-08-2: 2.7.7.24 α-D-glucose 1-phosphate + dTTP = dTDP-D-glucose + diphosphate dTDP-L-rhamnose biosynthesis I
tetrahydromethanopterin THMPT*5,6,7,8-tetrahydromethanopterin*H4MPT 775.682 C30 H44 N6 O16 P1 C[CH](Nc1(ccc(cc1)CC(O)C(O)C(O)COC2(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)2)))[CH]4([NH]c3(c(nc(N)[nH]c(=O)3)[NH][CH](C)4)) 2.3.1.101 tetrahydromethanopterin = 5-formyl-tetrahydromethanopterin methanogenesis from CO2
tetrahydromethanopterin THMPT*5,6,7,8-tetrahydromethanopterin*H4MPT 775.682 C30 H44 N6 O16 P1 C[CH](Nc1(ccc(cc1)CC(O)C(O)C(O)COC2(OC(COP(=O)([O-])OC(CCC(=O)O)C(=O)O)C(O)C(O)2)))[CH]4([NH]c3(c(nc(N)[nH]c(=O)3)[NH][CH](C)4)) 2.1.1.86 5-methyl-tetrahydromethanopterin = tetrahydromethanopterin methanogenesis from CO2
secologanin (-)-secologanin 388.371 C17 H24 O10 C=C[CH]1(C(OC=C(C(=O)OC)[CH](CC=O)1)OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C01852: 4.3.3.2 tryptamine + secologanin = strictosidine + H2O secologanin and strictosidine biosynthesis
secologanin (-)-secologanin 388.371 C17 H24 O10 C=C[CH]1(C(OC=C(C(=O)OC)[CH](CC=O)1)OC2(OC(CO)C(O)C(O)C(O)2)) LIGAND-CPD:C01852: 1.3.3.9 O2 + NADPH + loganin = H2O + NADP+ + secologanin secologanin and strictosidine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis IV (plant cytosol)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH fructose degradation to pyruvate and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glucose fermentation to lactate II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.12 D-glyceraldehyde-3-phosphate + NAD+ = 1,3-diphosphateglycerate + NADH glycolysis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.77 NADH + L-lactaldehyde = NAD+ + L-1,2-propanediol fucose degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ mixed acid fermentation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 acetaldehyde + NADH = ethanol + NAD+ oxidative ethanol degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate sucrose degradation to ethanol and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate fructose degradation to pyruvate and lactate (anaerobic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.27 NAD+ + L-lactate = NADH + pyruvate glucose fermentation to lactate II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: α-ketoglutarate + coenzyme A + NAD+ = succinyl-CoA + CO2 + NADH TCA cycle
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.27 NAD+ + coenzyme A + methylmalonate-semialdehyde = NADH + CO2 + propionyl-CoA valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH proline degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.5.1.12 pyrroline 5-carboxylate + NAD+ + H2O = L-glutamate + NADH arginine degradation I (arginase pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.3.99.3 NADH + acrylyl-CoA = NAD+ + propionyl-CoA D-lactate fermentation to propionate and acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: α-ketoadipate + NAD+ + coenzyme A = CO2 + NADH + glutaryl-CoA tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.8 betaine aldehyde + NAD+ + H2O = glycine betaine + NADH glycine betaine biosynthesis III (plants)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.32 H2O + NAD+ + 2-aminomuconate semialdehyde = NADH + 2-amino-muconate tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH threonine degradation III (to methylglyoxal)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.103 L-threonine + NAD+ = 2-amino-3-oxobutanoate + NADH aminopropanol biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.5.1.15 5,10-methylene-THF + NAD+ = 5,10-methenyl-THF + NADH folate transformations
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.38 NAD+ + malate = NADH + CO2 + pyruvate gluconeogenesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 2-ketoisocaproate + coenzyme A + NAD+ = isovaleryl-CoA + CO2 + NADH leucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ salvage pathways of adenine, hypoxanthine, and their nucleosides
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.17.1.4 xanthine + NAD+ + H2O = urate + NADH + H+ ureide biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.87 homoisocitrate + NAD+ = α-ketoadipate + CO2 + NADH + H+ lysine biosynthesis IV
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.8.1.4 NAD+ = NADH + H+ branched-chain α-keto acid dehydrogenase complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.5.1.9 H2O + NAD+ + saccharopine = L-glutamate + NADH + 2-aminoadipate-6-semialdehyde lysine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ aerobic respiration -- electron donors reaction list
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ respiration (anaerobic)-- electron donors reaction list
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.6.5.3 ubiquinone-8 + NADH = ubiquinol-8 + NAD+ NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 2-keto-3-methyl-valerate + NAD+ + coenzyme A = S-2-methyl-butyryl-CoA + NADH + CO2 isoleucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.99.8 indole-3-glyoxal + NADH + H+ = indole-3-ketol + NAD+ tryptophan degradation V (side chain pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH UDP-D-xylose biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.22 UDP-D-glucose + H2O + NAD+ = UDP-D-glucuronate + NADH galactose degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 3-methylbutanal + NADH = isoamyl alcohol + NAD+ leucine degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.3.1.28 NAD+ + 2,3-dihydro-2,3-dihydroxybenzoate = NADH + 2,3-dihydroxybenzoate enterobactin biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.- L-galactose + NAD+ = L-galactono-1,4-lactone + NADH ascorbate biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 2-amino-muconate + H2O + NADH = NH(4)OH + α-ketoadipate + NAD+ tryptophan degradation III (eukaryotic)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.88 (R)-mevalonate + NAD+ + coenzyme A = 3-hydroxy-3-methyl-glutaryl-CoA + NADH + H+ mevalonate degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.5.1.7 H2O + NAD+ + saccharopine = NADH + α-ketoglutarate + L-lysine lysine biosynthesis IV
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 3-methylthiopropanal + NADH + H+ = methionol + NAD+ methionine degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.262 4-(phosphonooxy)-threonine + NAD+ = NADH + (2S)-2-amino-3-oxo-4-phosphonooxybutanoate pyridoxal 5'-phosphate biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.3.1.- crotonyl-CoA + NADH = butyryl-CoA + NAD+ ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.22 H2O + NAD+ + L-lactaldehyde = NADH + L-lactate fucose degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.25 NAD+ + coenzyme A + 2-keto-isovalerate = NADH + CO2 + isobutyryl-CoA valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.85 3-isopropylmalate + NAD+ = 2-isopropyl-3-oxosuccinate + NADH + H+ leucine biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.99.8 indole-3-glycol aldehyde + NADH + H+ = indole-3-glycol + NAD+ tryptophan degradation V (side chain pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.223 NAD+ + (-)-trans-Isopiperitenol = NADH + (-)-isopiperitenone menthol biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.35 NAD+ = NADH fatty acid β-oxidation IV (plant, unsaturated, even number)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.35 NAD+ = NADH fatty acid β-oxidation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.35 NAD+ = NADH fatty acid β-oxidation II (plant, saturated)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.3.1.9 NAD+ = NADH fatty acid elongation -- saturated
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.72 D-erythrose-4-phosphate + NAD+ + H2O = erythronate-4-phosphate + NADH + H+ pyridoxal 5'-phosphate biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.- N2-succinyl-L-glutamate 5-semialdehyde + NAD+ + H2O = N2-succinylglutamate + NADH arginine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.7.1.1 nitrite + H2O + NAD+ = NO3- + NADH nitrate reduction II (assimilatory)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.178 NAD+ + 2-methyl-3-hydroxybutyryl-CoA = NADH + 2-methylacetoacetyl-CoA isoleucine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.31 NAD+ + 3-hydroxy-isobutyrate = NADH + methylmalonate-semialdehyde valine degradation I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 isobutanal + NADH = isobutanol + NAD+ valine degradation II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.8.1.4 NAD+ = NADH + H+ pyruvate dehydrogenase complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 4.3.1.12 L-ornithine + NAD+ = NH4+ + L-proline + ammonia + NADH + H+ arginine degradation VII (arginase 3 pathway)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.24 H2O + NAD+ + succinate semialdehyde = NADH + succinate glutamate degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.29 glycerate + NAD+ = hydroxypyruvate + NADH photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine ammonia assimilation cycle II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.4.1.14 NAD+ + L-glutamate = NADH + α-ketoglutarate + L-glutamine glutamate biosynthesis IV
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.8.1.4 NAD+ = NADH + H+ glycine cleavage complex
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.23 histidinal + NAD+ + H2O = L-histidine + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.1 phenylacetaldehyde + NADH = 2-phenylethanol + NAD+ phenylalanine degradation III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.6.5.3 NADH = NAD+ aerobic respiration -- electron donor II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.6.5.3 NADH = NAD+ aerobic respiration -- electron donor III
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.17.1.4 hypoxanthine + NAD+ + H2O = xanthine + NADH + H+ salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA mixed acid fermentation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.10 NAD+ + coenzyme A + acetaldehyde = NADH + acetyl-CoA ethanol fermentation to acetate
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.288 xanthoxin + NAD+ = abscisic aldehyde + NADH + H+ abscisic acid biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 2.7.1.86 NADH + ATP = NADPH + ADP NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH folate transformations
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH formylTHF biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: glycine + tetrahydrofolate + NAD+ = ammonia + 5,10-methylene-THF + CO2 + NADH photorespiration
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.23 histidinol + NAD+ = histidinal + NADH histidine biosynthesis I
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.57 NAD+ + D-mannonate = NADH + fructuronate β-D-glucuronide degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.2.1.21 H2O + NAD+ + glycolaldehyde = NADH + glycolate ethylene glycol degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: L-2,3-dihydrodipicolinate + NAD+ = dipicolinate + NADH + H+ lysine biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 3.1.3.- NADPH + H2O = NADH NAD/NADH phosphorylation and dephosphorylation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine degradation
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH ureide biosynthesis
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH salvage pathways of purine nucleosides II (plant)
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH purine nucleotides de novo biosynthesis II
NADH NADH2*NADH2*dihydrodiphosphopyridine nucleotide*diphosphopyridine nucleotide reduced*dihydronicotinamide adenine dinucleotide*nicotinamide adenine dinucleotide reduced*NAD-reduced*NADH+H+*DPNH 665.446 C21 H29 N7 O14 P2 C(OP(=O)(O)OP(=O)(OC[CH]1([CH](O)[CH](O)[CH](O1)n3(c2(c(c(N)ncn2)nc3))))O)[CH]4([CH](O)[CH]([CH](O4)N5(C=C(C(N)=O)[CH2]C=C5))O) CAS:53-84-9:*LIGAND-CPD:C00004: 1.1.1.205 H2O + NAD+ + inosine-5'-phosphate = xanthosine-5-phosphate + NADH p