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17215925 ChemSpider 2.0 PGP(14:0/14:0) 937 ChemSpider 1.0 439162 PubChem-compound HMDB00250 HMDB HMDB00131 HMDB L-1-PHOSPHATIDYL-ETHANOLAMINE BioCyc Cytidine triphosphate 56-81-5 CAS SMILES O PGP(18:1(9Z)/18:1(9Z)) PG(14:0/14:0) C69H130O17P2 CL(16:1(9Z)/14:0/16:1(9Z)/14:0) 1292.8783 Pyrophosphate 1.0 HMDB12366 HMDB Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 HMDB00149 HMDB 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB 52926071 PubChem-compound Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 Putative cardiolipin synthase ybhO SMILES [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O 559142 ChemSpider CL(14:0/14:0/14:0/14:0) SMILES [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC C65H126O17P2 CL(14:0/14:0/14:0/14:0) 1240.847 CDP-diacylglycerol--serine O-phosphatidyltransferase 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 CDP-DG(16:1(9Z)/14:0) C34H70NO10P PG(14:0/14:0) 683.47375 C34H68O13P2 PGP(14:0/14:0) 746.4135 5736 ChemSpider HMDB00126 HMDB 1.0 Cardiolipin synthase 1.0 O4P Phosphate 94.95342 NADPH CHEBI:16000 ChEBI 1010 ChemSpider SER BioCyc 1.0 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 C21H29N7O17P3 NADP 744.08325 Glycerol-3-phosphate acyltransferase 63-37-6 CAS 1.0 1.0 1.0 NADPH BioCyc HMDB01423 HMDB C00116 KEGG Compound SMP01435 SMPDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound C00350 KEGG Compound 53478033 PubChem-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 Phosphatidylglycerophosphatase A Phosphatidate cytidylyltransferase 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 CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc ReactionCatalysis3829 ACTIVATION 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 Glycerol C3H9O6P Glycerol 3-phosphate 172.01367 ReactionCatalysis3832 ACTIVATION CDP-diacylglycerol--serine O-phosphatidyltransferase 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 C3H8O3 Glycerol 92.04734 1.0 53-57-6 CAS 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 HMDB08957 HMDB 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 Putative cardiolipin synthase ybhO 5951 PubChem-compound SMP00807 SMPDB 1.0 C00013 KEGG Compound L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA ReactionCatalysis3848 ACTIVATION SMILES [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 CL(16:1(9Z)/14:0/16:1(9Z)/14:0) P0A8K1 UniProt C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 H Hydrogen Ion 1.007825 1.0 P0A6H8 UniProt 388308 ChemSpider 1.0 1.0 Acyl carrier protein Cytidine monophosphate 9546809 PubChem-compound Reaction4334 false PE(16:1(9Z)/16:1(9Z)) + PG(14:0/14:0) → CL(16:1(9Z)/14:0/16:1(9Z)/14:0) + Ethanolamine LEFT_TO_RIGHT Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O 2.0 1.0 24765938 ChemSpider C9H14N3O8P Cytidine monophosphate 323.05185 1.0 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 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 SMILES N.[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC 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 Reaction5693 false Cytidine triphosphate + 2 DG(16:1(9Z)/14:0/0:0) + Hydrogen Ion → 2 CDP-DG(16:1(9Z)/14:0) + Pyrophosphate LEFT_TO_RIGHT phospholipid biosynthesis CL(16:1(9Z)/14:0/16:1(9Z)/14:0) STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS 753 PubChem-compound 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 GLYCEROL 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 PW001419 PathWhiz 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 ReactionCatalysis5654 ACTIVATION CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 7825759 ChemSpider 668 PubChem-compound Reaction3859 false PGP(14:0/14:0) + Water → PG(14:0/14:0) + Phosphate LEFT_TO_RIGHT C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc P0AA84 UniProt Reaction3856 false PG(14:0/14:0) → CL(14:0/14:0/14:0/14:0) + Glycerol LEFT_TO_RIGHT C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O 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 1.0 733 ChemSpider HMDB02111 HMDB HMDB07124 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase C37H70NO8P PE(16:1(9Z)/16:1(9Z)) 687.4839 P0A924 UniProt Reaction3875 false Hydrogen Ion + PS(16:1(9Z)/16:1(9Z)) → Carbon dioxide + PE(16:1(9Z)/16:1(9Z)) LEFT_TO_RIGHT C42H75N3O15P2 CDP-DG(16:1(9Z)/14:0) 923.46735 CHEBI:15377 ChEBI CHEBI:17677 ChEBI CHEBI:15378 ChEBI SMILES [H+] 14265-44-2 CAS 6176 PubChem-compound 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 phosphatidylglycerophosphatase 280 PubChem-compound C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION 1.0 C3H7NO3 L-Serine 105.042595 ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION 1.0 C00416 KEGG Compound 362-66-3 CAS 1.0 CHEBI:17522 ChEBI 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt Cardiolipin synthase C00412 KEGG Compound PE(16:1(9Z)/16:1(9Z)) 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 SMILES CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC 1061 PubChem-compound C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 1.0 DG(19:1(9Z)/18:1(9Z)/0:0) 53481854 PubChem-compound 141-43-5 CAS glycolysis and pyruvate dehydrogenase SubPathway Carbon dioxide Glycerol-3-phosphate dehydrogenase [NAD(P)+] SMILES CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@](O)([H])COP(O)(=O)O P75919 UniProt ReactionCatalysis4307 ACTIVATION C33H62O5 DG(16:1(9Z)/14:0/0:0) 538.4597 C38H70NO10P PS(16:1(9Z)/16:1(9Z)) 731.47375 2.0 SMILES OCC(O)CO PS(16:1(9Z)/16:1(9Z)) DG(16:1(9Z)/14:0/0:0) SubPathwayInteraction2490 SubPathway2490Reaction SubPathwayReaction cardiolipin synthase 4446629 ChemSpider 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC 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 CDP- diacylglycerol- -serine O- phosphatidyltransferase CDP- diacylglycerol- -glycerol-3- phosphate 3- phosphatidyltransferase Putative cardiolipin synthase ybhO Cardiolipin synthase Phosphatidylglycerophosphatase B Phosphatidylglycerophosphatase A Phosphatidylserine decarboxylase proenzyme cardiolipin synthase c Phosphatidate cytidylyltransferase 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 Stearoyl-CoA CoA L-Serine CDP- DG(19:1(9Z)/18:1(9Z)) H + Cytidine monophosphate PS(19:iso/18:1(9Z)) Glycerol 3-phosphate H + Cytidine monophosphate PGP(18:1(9Z)/18:1(9Z)) PG(14:0/14:0) Glycerol CL(14:0/14:0/14:0/14:0) PGP(14:0/14:0) H 2 O P i H + PS(16:1(9Z)/16:1(9Z)) PE(16:1(9Z)/16:1(9Z)) CO 2 PE(16:1(9Z)/16:1(9Z)) CL(16:1(9Z)/14:0/16:1(9Z)/14:0) Ethanolamine DG(16:1(9Z)/14:0/0:0) Cytidine triphosphate H + CDP- DG(16:1(9Z)/14:0) PP i glycolysis and pyruvate dehydrogenase
17215925 ChemSpider 2.0 PGP(14:0/14:0) 937 ChemSpider 1.0 439162 PubChem-compound HMDB00250 HMDB HMDB00131 HMDB L-1-PHOSPHATIDYL-ETHANOLAMINE BioCyc Cytidine triphosphate 56-81-5 CAS SMILES O PGP(18:1(9Z)/18:1(9Z)) PG(14:0/14:0) C69H130O17P2 CL(16:1(9Z)/14:0/16:1(9Z)/14:0) 1292.8783 Pyrophosphate 1.0 HMDB12366 HMDB Phosphatidylglycerophosphatase A 6131 PubChem-compound HMDB01114 HMDB CHEBI:17115 ChEBI 1.0 HMDB00149 HMDB 1-acyl-sn-glycerol-3-phosphate acyltransferase 388366 ChemSpider HMDB01473 HMDB 52926071 PubChem-compound Dihydroxyacetone phosphate P18200 UniProt CHEBI:62837 ChEBI 6816 PubChem-compound C3H7O6P Dihydroxyacetone phosphate 169.99803 Putative cardiolipin synthase ybhO SMILES [H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)C(O)=O 559142 ChemSpider CL(14:0/14:0/14:0/14:0) SMILES [H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC C65H126O17P2 CL(14:0/14:0/14:0/14:0) 1240.847 CDP-diacylglycerol--serine O-phosphatidyltransferase 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 CDP-DG(16:1(9Z)/14:0) C34H70NO10P PG(14:0/14:0) 683.47375 C34H68O13P2 PGP(14:0/14:0) 746.4135 5736 ChemSpider HMDB00126 HMDB 1.0 Cardiolipin synthase 1.0 O4P Phosphate 94.95342 NADPH CHEBI:16000 ChEBI 1010 ChemSpider SER BioCyc 1.0 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 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 C00116 KEGG Compound http://identifiers.org/smpdb/SMP01435 SMPDB Hydrogen Ion PW000785 PathWhiz Glycerol-3-phosphate dehydrogenase [NAD(P)+] HMDB00217 HMDB C00111 KEGG Compound C00350 KEGG Compound 53478033 PubChem-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 Phosphatidylglycerophosphatase A Phosphatidate cytidylyltransferase 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 CHEBI:18009 ChEBI C00001 KEGG Compound CTP BioCyc ReactionCatalysis3829 ACTIVATION 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 Glycerol C3H9O6P Glycerol 3-phosphate 172.01367 ReactionCatalysis3832 ACTIVATION CDP-diacylglycerol--serine O-phosphatidyltransferase 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 C3H8O3 Glycerol 92.04734 1.0 53-57-6 CAS 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 HMDB08957 HMDB 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 Putative cardiolipin synthase ybhO 5951 PubChem-compound http://identifiers.org/smpdb/SMP00807 SMPDB 1.0 C00013 KEGG Compound L-PHOSPHATIDATE BioCyc O7P2 Pyrophosphate 173.91193 NAD(P) BioCyc Stearoyl-CoA ReactionCatalysis3848 ACTIVATION SMILES [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC CHEBI:15978 ChEBI C9H16N3O14P3 Cytidine triphosphate 482.9845 CL(16:1(9Z)/14:0/16:1(9Z)/14:0) P0A8K1 UniProt C42H80O13P2 PGP(18:1(9Z)/18:1(9Z)) 854.5074 H Hydrogen Ion 1.007825 1.0 P0A6H8 UniProt 388308 ChemSpider 1.0 1.0 Acyl carrier protein Cytidine monophosphate 9546809 PubChem-compound Reaction4334 false PE(16:1(9Z)/16:1(9Z)) + PG(14:0/14:0) → CL(16:1(9Z)/14:0/16:1(9Z)/14:0) + Ethanolamine LEFT_TO_RIGHT Glycerol-3-phosphate acyltransferase SMILES N[C@@H](CO)C(O)=O 2.0 1.0 24765938 ChemSpider C9H14N3O8P Cytidine monophosphate 323.05185 1.0 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 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 SMILES N.[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC 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 Reaction5693 false Cytidine triphosphate + 2 DG(16:1(9Z)/14:0/0:0) + Hydrogen Ion → 2 CDP-DG(16:1(9Z)/14:0) + Pyrophosphate LEFT_TO_RIGHT phospholipid biosynthesis CL(16:1(9Z)/14:0/16:1(9Z)/14:0) STEAROYL-COA BioCyc Phosphatidylglycerophosphatase B SMILES [O-]P([O-])(=O)OP([O-])([O-])=O 14000-31-8 CAS 753 PubChem-compound 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 GLYCEROL 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 PW001419 PathWhiz 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 ReactionCatalysis5654 ACTIVATION CHEBI:15541 ChEBI 5901 ChemSpider 6557 ChemSpider 7825759 ChemSpider 668 PubChem-compound Reaction3859 false PGP(14:0/14:0) + Water → PG(14:0/14:0) + Phosphate LEFT_TO_RIGHT C00055 KEGG Compound 7732-18-5 CAS 1.0 1.0 C00063 KEGG Compound P0A6S7 UniProt ETHANOL-AMINE BioCyc P0AA84 UniProt Reaction3856 false PG(14:0/14:0) → CL(14:0/14:0/14:0/14:0) + Glycerol LEFT_TO_RIGHT C2H7NO Ethanolamine 61.052765 SMILES CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O SMILES CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCCC(C)C)COP([O-])(=O)OCC(N)C([O-])=O DIHYDROXY-ACETONE-PHOSPHATE BioCyc 1.0 CHEBI:16526 ChEBI HMDB00082 HMDB C00065 KEGG Compound C00189 KEGG Compound 65-47-4 CAS Phosphatidylserine decarboxylase proenzyme CHEBI:82848 ChEBI SMILES OCC(=O)COP(O)(O)=O 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 1.0 733 ChemSpider HMDB02111 HMDB HMDB07124 HMDB ReactionCatalysis3789 ACTIVATION CMP BioCyc C00080 KEGG Compound Phosphatidylglycerophosphatase B SMILES NCCO P23830 UniProt 1-acyl-sn-glycerol-3-phosphate acyltransferase C37H70NO8P PE(16:1(9Z)/16:1(9Z)) 687.4839 P0A924 UniProt Reaction3875 false Hydrogen Ion + PS(16:1(9Z)/16:1(9Z)) → Carbon dioxide + PE(16:1(9Z)/16:1(9Z)) LEFT_TO_RIGHT C42H75N3O15P2 CDP-DG(16:1(9Z)/14:0) 923.46735 CHEBI:15377 ChEBI CHEBI:17677 ChEBI CHEBI:15378 ChEBI SMILES [H+] 14265-44-2 CAS 6176 PubChem-compound 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 phosphatidylglycerophosphatase 280 PubChem-compound C00093 KEGG Compound L-Serine ReactionCatalysis3792 ACTIVATION ReactionCatalysis3790 ACTIVATION ReactionCatalysis3791 ACTIVATION 1.0 C3H7NO3 L-Serine 105.042595 ReactionCatalysis3794 ACTIVATION 439229 PubChem-compound ReactionCatalysis3795 ACTIVATION 1.0 C00416 KEGG Compound 362-66-3 CAS 1.0 CHEBI:17522 ChEBI 644102 PubChem-compound 5941 ChemSpider P0ABG1 UniProt P0A7A7 UniProt Cardiolipin synthase C00412 KEGG Compound PE(16:1(9Z)/16:1(9Z)) 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 SMILES CCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCCCCCCCC 1061 PubChem-compound C49H87N3O15P2 CDP-DG(19:1(9Z)/18:1(9Z)) 1019.5612 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 ReactionCatalysis4307 ACTIVATION C33H62O5 DG(16:1(9Z)/14:0/0:0) 538.4597 C38H70NO10P PS(16:1(9Z)/16:1(9Z)) 731.47375 2.0 SMILES OCC(O)CO PS(16:1(9Z)/16:1(9Z)) DG(16:1(9Z)/14:0/0:0) SubPathwayInteraction2490 SubPathway2490Reaction SubPathwayReaction cardiolipin synthase 4446629 ChemSpider 85-61-0 CAS SMILES OC[C@@H](O)COP(O)(O)=O SMILES CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)COP(O)(=O)OC[C@@H](COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC