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17215925 ChemSpider SubPathwayInteraction2417 SubPathway2417Reaction SubPathwayReaction PGP(14:0/14:0) 937 ChemSpider 439162 PubChem-compound HMDB00250 HMDB Cytidine triphosphate SMILES O PGP(18:1(9Z)/18:1(9Z)) PG(14:0/16:0) Pyrophosphate 1.0 Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 PE(17:0cycw7c/17:0cycw7c) HMDB00149 HMDB 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB ReactionCatalysis3878 ACTIVATION Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 559142 ChemSpider SMP01362 SMPDB CDP-diacylglycerol--serine O-phosphatidyltransferase C41H78NO8P PE(17:0cycw7c/17:0cycw7c) 743.5465 ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 700 PubChem-compound 1038 PubChem-compound PS(19:iso/18:1(9Z)) CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider C36H71O10P PG(14:0/16:0) 694.47845 C34H68O13P2 PGP(14:0/14:0) 746.4135 5736 ChemSpider HMDB00126 HMDB 1.0 O4P Phosphate 94.95342 NADPH CHEBI:16000 ChEBI 1010 ChemSpider 1.0 SER BioCyc SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS Acyl carrier protein NADP PPI BioCyc C21H30N7O17P3 NADPH 745.0911 1.0 C21H29N7O17P3 NADP 744.08325 Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 1.0 NADPH BioCyc HMDB01423 HMDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT Ethanolamine CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase Phosphatidate cytidylyltransferase Phosphatidylglycerophosphatase A SMILES [O-]P([O-])([O-])=O HMDB13536 HMDB 1.0 C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 1.0 5311263 PubChem-compound HMDB00221 HMDB C00009 KEGG Compound C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3905 false Hydrogen Ion + PS(17:0/17:0) → Carbon dioxide + PE(17:0cycw7c/17:0cycw7c) LEFT_TO_RIGHT CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound CHEBI:18367 ChEBI 1032 ChemSpider SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O C3H9O6P Glycerol 3-phosphate 172.01367 CDP-diacylglycerol--serine O-phosphatidyltransferase ReactionCatalysis3837 ACTIVATION SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O 13835336 ChemSpider HMDB01429 HMDB 57-04-5 CAS Glycerol 3-phosphate cardiolipin synthase c 1.0 53-57-6 CAS Reaction3819 false Cytidine triphosphate + DG(19:1(9Z)/18:1(9Z)/0:0) + Hydrogen Ion → CDP-DG(19:1(9Z)/18:1(9Z)) + Pyrophosphate LEFT_TO_RIGHT LPA(18:1(9Z)/0:0) C39H64N7O17P3S Octadecenoyl-CoA (N-C18:1CoA) 1027.3292 SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3818 false LPA(18:1(9Z)/0:0) + Stearoyl-CoA → Coenzyme A + DG(19:1(9Z)/18:1(9Z)/0:0) LEFT_TO_RIGHT Reaction3817 false LPA(18:1(9Z)/0:0) + acyl-[acp] → DG(19:1(9Z)/18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3816 false Glycerol 3-phosphate + acyl-[acp] → LPA(18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3815 false Glycerol 3-phosphate + Octadecenoyl-CoA (N-C18:1CoA) → Coenzyme A + LPA(18:1(9Z)/0:0) LEFT_TO_RIGHT CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 5951 PubChem-compound SMP00807 SMPDB C00013 KEGG Compound 1.0 L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 H Hydrogen Ion 1.007825 1.0 388308 ChemSpider 1.0 Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O glycolysis and pyruvate dehydrogenase SubPathway 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 P0A6A8 UniProt CPD-8587 BioCyc HMDB00095 HMDB CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase CHEBI:1146900 ChEBI Water 7826066 ChemSpider SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O C73H138O17P2 CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1348.9409 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCCCC STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC 14000-31-8 CAS 1.0 HMDB07855 HMDB SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC CO-A BioCyc 5675 ChemSpider 648 ChemSpider cardiolipin synthase c Phosphatidate cytidylyltransferase Coenzyme A SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O C21H36N7O16P3S Coenzyme A 767.11523 1.0 Reaction3821 false CDP-DG(19:1(9Z)/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(18:1(9Z)/18:1(9Z)) LEFT_TO_RIGHT Reaction3820 false CDP-DG(19:1(9Z)/18:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(19:iso/18:1(9Z)) LEFT_TO_RIGHT 34448616 ChemSpider CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 668 PubChem-compound C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O 1.0 DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS ReactionCatalysis4227 ACTIVATION Reaction4254 false PE(17:0cycw7c/17:0cycw7c) + PG(14:0/16:0) → CL(16:0/17:0cycw7c/17:0cycw7c/14:0) + Ethanolamine LEFT_TO_RIGHT Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC HMDB01967 HMDB 962 PubChem-compound CDP-DG(19:1(9Z)/18:1(9Z)) SMILES [H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 Phosphate 1.0 HMDB02111 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase P0A924 UniProt CHEBI:17677 ChEBI CHEBI:15377 ChEBI PW001346 PathWhiz CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound 14265-44-2 CAS CHEBI:16108 ChEBI 17989-41-2 CAS 56-45-1 CAS C43H80NO10P PS(19:iso/18:1(9Z)) 801.552 5886 PubChem-compound HMDB00187 HMDB 1.0 GLYCEROL-3P BioCyc 280 PubChem-compound phosphatidylglycerophosphatase C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION PS(17:0/17:0) ReactionCatalysis3793 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION C40H79O10P PS(17:0/17:0) 750.5411 C3H7NO3 L-Serine 105.042595 Reaction3864 false PGP(14:0/14:0) + Water → PG(14:0/16:0) + Phosphate LEFT_TO_RIGHT ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION 1.0 C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt C00412 KEGG Compound 22833512 PubChem-compound P0ABF8 UniProt H2O Water 18.010565 SMILES CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 1.0 CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1061 PubChem-compound C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 phospholipid biosynthesis CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) 53481854 PubChem-compound 141-43-5 CAS Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O P75919 UniProt 2.0 85-61-0 CAS SMILES [H][C@@](COC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC SMILES OC[C@@H](O)COP(O)(O)=O Glycerol-3- phosphate dehydrogenase [NAD(P)+] Acyl carrier protein Acyl carrier protein Glycerol-3- phosphate acyltransferase Glycerol-3- phosphate acyltransferase Acyl carrier protein Acyl carrier protein 1-acyl-sn- glycerol-3- phosphate acyltransferase 1-acyl-sn- glycerol-3- phosphate acyltransferase Phosphatidate cytidylyltransferase CDP- diacylglycerol- -serine O- phosphatidyltransferase CDP- diacylglycerol- -glycerol-3- phosphate 3- phosphatidyltransferase Phosphatidylserine decarboxylase proenzyme Phosphatidylglycerophosphatase B Phosphatidylglycerophosphatase A cardiolipin synthase c Dihydroxyacetone phosphate H + NADPH NADP Glycerol 3-phosphate LPA(18:1(9Z)/0:0) Octadecenoyl- CoA (N-C18:1CoA) LPA(18:1(9Z)/0:0) CoA DG(19:1(9Z)/18:1(9Z)/0:0) Stearoyl-CoA DG(19:1(9Z)/18:1(9Z)/0:0) CoA H + Cytidine triphosphate PP i CDP- DG(19:1(9Z)/18:1(9Z)) L-Serine H + Cytidine monophosphate PS(19:iso/18:1(9Z)) Glycerol 3-phosphate H + Cytidine monophosphate PGP(18:1(9Z)/18:1(9Z)) PS(17:0/17:0) H + PE(17:0cycw7c/17:0cycw7c) CO 2 PGP(14:0/14:0) H 2 O P i PG(14:0/16:0) PE(17:0cycw7c/17:0cycw7c) Ethanolamine CL(16:0/17:0cycw7c/17:0cycw7c/14:0) glycolysis and pyruvate dehydrogenase
17215925 ChemSpider SubPathwayInteraction2417 SubPathway2417Reaction SubPathwayReaction PGP(14:0/14:0) 937 ChemSpider 439162 PubChem-compound HMDB00250 HMDB Cytidine triphosphate SMILES O PGP(18:1(9Z)/18:1(9Z)) PG(14:0/16:0) Pyrophosphate 1.0 Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 PE(17:0cycw7c/17:0cycw7c) HMDB00149 HMDB 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB ReactionCatalysis3878 ACTIVATION Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 559142 ChemSpider http://identifiers.org/smpdb/SMP01362 SMPDB CDP-diacylglycerol--serine O-phosphatidyltransferase C41H78NO8P PE(17:0cycw7c/17:0cycw7c) 743.5465 ReactionCatalysis3084 ACTIVATION 53-59-8 CAS 700 PubChem-compound 1038 PubChem-compound PS(19:iso/18:1(9Z)) CHEBI:16474 ChEBI P26647 UniProt HMDB59597 HMDB 274 ChemSpider C36H71O10P PG(14:0/16:0) 694.47845 C34H68O13P2 PGP(14:0/14:0) 746.4135 5736 ChemSpider HMDB00126 HMDB 1.0 O4P Phosphate 94.95342 NADPH CHEBI:16000 ChEBI 1010 ChemSpider 1.0 SER BioCyc SMILES CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCS Acyl carrier protein NADP PPI BioCyc C21H30N7O17P3 NADPH 745.0911 1.0 C21H29N7O17P3 NADP 744.08325 glycolysis and pyruvate dehydrogenase SubPathway Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 1.0 NADPH BioCyc HMDB01423 HMDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound 1.1.1.94 false 1.1.1.94 Dihydroxyacetone phosphate + Hydrogen Ion + NADPH → Glycerol 3-phosphate + NADP LEFT_TO_RIGHT Ethanolamine CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase Phosphatidate cytidylyltransferase Phosphatidylglycerophosphatase A SMILES [O-]P([O-])([O-])=O HMDB13536 HMDB 1.0 C39H70N7O17P3S Stearoyl-CoA 1033.3762 124-38-9 CAS 1.0 1.0 5311263 PubChem-compound HMDB00221 HMDB C00009 KEGG Compound C21H41O7P LPA(18:1(9Z)/0:0) 436.259 Octadecenoyl-CoA (N-C18:1CoA) 4470776 ChemSpider C00006 KEGG Compound SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3905 false Hydrogen Ion + PS(17:0/17:0) → Carbon dioxide + PE(17:0cycw7c/17:0cycw7c) LEFT_TO_RIGHT CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc CHEBI:18361 ChEBI C00005 KEGG Compound CHEBI:18367 ChEBI 1032 ChemSpider SMILES NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O C3H9O6P Glycerol 3-phosphate 172.01367 CDP-diacylglycerol--serine O-phosphatidyltransferase ReactionCatalysis3837 ACTIVATION SMILES NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O 13835336 ChemSpider HMDB01429 HMDB 57-04-5 CAS Glycerol 3-phosphate cardiolipin synthase c 1.0 53-57-6 CAS Reaction3819 false Cytidine triphosphate + DG(19:1(9Z)/18:1(9Z)/0:0) + Hydrogen Ion → CDP-DG(19:1(9Z)/18:1(9Z)) + Pyrophosphate LEFT_TO_RIGHT LPA(18:1(9Z)/0:0) C39H64N7O17P3S Octadecenoyl-CoA (N-C18:1CoA) 1027.3292 SMILES CCCCCCCCC\C=C/CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC\C=C/CCCCCCCC Reaction3818 false LPA(18:1(9Z)/0:0) + Stearoyl-CoA → Coenzyme A + DG(19:1(9Z)/18:1(9Z)/0:0) LEFT_TO_RIGHT Reaction3817 false LPA(18:1(9Z)/0:0) + acyl-[acp] → DG(19:1(9Z)/18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3816 false Glycerol 3-phosphate + acyl-[acp] → LPA(18:1(9Z)/0:0) + a holo-[acyl-carrier protein]  LEFT_TO_RIGHT Reaction3815 false Glycerol 3-phosphate + Octadecenoyl-CoA (N-C18:1CoA) → Coenzyme A + LPA(18:1(9Z)/0:0) LEFT_TO_RIGHT CHEBI:17361 ChEBI C00011 KEGG Compound SMILES O=C=O C00010 KEGG Compound 5951 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB C00013 KEGG Compound 1.0 L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 P0A8K1 UniProt SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCC1CC1CCCCCC)OC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCC1CC1CCCCCC C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 H Hydrogen Ion 1.007825 1.0 388308 ChemSpider 1.0 Acyl carrier protein Cytidine monophosphate Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O 1.0 C9H14N3O8P Cytidine monophosphate 323.05185 Phosphatidylserine decarboxylase proenzyme C40H74O5 DG(19:1(9Z)/18:1(9Z)/0:0) 634.55365 P0A6A8 UniProt CPD-8587 BioCyc HMDB00095 HMDB CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase CHEBI:1146900 ChEBI Water 7826066 ChemSpider SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O C73H138O17P2 CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1348.9409 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](O)COP(=O)(O)O)OC(=O)CCCCCCC\C=C/CCCCCCCC STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC 14000-31-8 CAS 1.0 HMDB07855 HMDB SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC CO-A BioCyc 5675 ChemSpider 648 ChemSpider cardiolipin synthase c Phosphatidate cytidylyltransferase Coenzyme A SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O C21H36N7O16P3S Coenzyme A 767.11523 1.0 Reaction3821 false CDP-DG(19:1(9Z)/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(18:1(9Z)/18:1(9Z)) LEFT_TO_RIGHT Reaction3820 false CDP-DG(19:1(9Z)/18:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(19:iso/18:1(9Z)) LEFT_TO_RIGHT 34448616 ChemSpider CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 668 PubChem-compound C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O 1.0 DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS ReactionCatalysis4227 ACTIVATION Reaction4254 false PE(17:0cycw7c/17:0cycw7c) + PG(14:0/16:0) → CL(16:0/17:0cycw7c/17:0cycw7c/14:0) + Ethanolamine LEFT_TO_RIGHT Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O SMILES [H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCC HMDB01967 HMDB 962 PubChem-compound CDP-DG(19:1(9Z)/18:1(9Z)) SMILES [H]C(O)(C([O-])=NCCC([O-])=NCCSC(=O)C=CCCCCCCCCCCCCCCC)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O glycerol-3-phosphate dehydrogenase (aerobic) CO2 Carbon dioxide 43.98983 Phosphate 1.0 HMDB02111 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase P0A924 UniProt CHEBI:17677 ChEBI CHEBI:15377 ChEBI PW001346 PathWhiz CHEBI:15378 ChEBI SMILES [H+] 6176 PubChem-compound 14265-44-2 CAS CHEBI:16108 ChEBI 17989-41-2 CAS 56-45-1 CAS C43H80NO10P PS(19:iso/18:1(9Z)) 801.552 5886 PubChem-compound HMDB00187 HMDB 1.0 GLYCEROL-3P BioCyc 280 PubChem-compound phosphatidylglycerophosphatase C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION PS(17:0/17:0) ReactionCatalysis3793 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION C40H79O10P PS(17:0/17:0) 750.5411 C3H7NO3 L-Serine 105.042595 Reaction3864 false PGP(14:0/14:0) + Water → PG(14:0/16:0) + Phosphate LEFT_TO_RIGHT ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION 1.0 C00416 KEGG Compound 362-66-3 CAS 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt C00412 KEGG Compound 22833512 PubChem-compound P0ABF8 UniProt H2O Water 18.010565 SMILES CCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N 1.0 CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1061 PubChem-compound C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 phospholipid biosynthesis CL(16:0/17:0cycw7c/17:0cycw7c/14:0) 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) 53481854 PubChem-compound 141-43-5 CAS Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O P75919 UniProt 2.0 85-61-0 CAS SMILES [H][C@@](COC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCC1([H])CC1([H])CCCCCCC SMILES OC[C@@H](O)COP(O)(O)=O gpsA acpP acpP plsB plsB acpP acpP plsC plsC cdsA pssA pgsA psd pgpB pgpA clsC Dihydroxyacetone phosphate Hydrogen Ion NADPH NADP Glycerol 3-phosphate LPA(18:1(9Z)/0:0) Octadecenoyl- CoA (N-C18:1CoA) LPA(18:1(9Z)/0:0) Coenzyme A DG(19:1(9Z)/18:1(9Z)/0:0) Stearoyl-CoA DG(19:1(9Z)/18:1(9Z)/0:0) Coenzyme A Hydrogen Ion Cytidine triphosphate Pyrophosphate CDP- DG(19:1(9Z)/18:1(9Z)) L-Serine Hydrogen Ion Cytidine monophosphate PS(19:iso/18:1(9Z)) Glycerol 3-phosphate Hydrogen Ion Cytidine monophosphate PGP(18:1(9Z)/18:1(9Z)) PS(17:0/17:0) Hydrogen Ion PE(17:0cycw7c/17:0cycw7c) Carbon dioxide PGP(14:0/14:0) Water Phosphate PG(14:0/16:0) PE(17:0cycw7c/17:0cycw7c) Ethanolamine CL(16:0/17:0cycw7c/17:0cycw7c/14:0) glycolysis and pyruvate dehydrogenase