17215925
ChemSpider
17220838
ChemSpider
C02737
KEGG Compound
SMILES
[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCC
937
ChemSpider
439162
PubChem-compound
L-1-PHOSPHATIDYL-GLYCEROL-P
BioCyc
Phospholipid Biosynthesis CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z))
Cytidine triphosphate
SMILES
O
56-81-5
CAS
HMDB0000095
HMDB
Pyrophosphate
1.0
Phosphatidylglycerophosphatase A
6131
PubChem-compound
CHEBI:17115
ChEBI
1.0
1.0
1-acyl-sn-glycerol-3-phosphate acyltransferase
C00681
KEGG Compound
C61H114O19P2
CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z))
1212.7429
Dihydroxyacetone phosphate
SubPathwayOutput
P18200
UniProt
6816
PubChem-compound
ReactionCatalysis170299
ACTIVATION
C3H7O6P
Dihydroxyacetone phosphate
169.99803
Putative cardiolipin synthase ybhO
559142
ChemSpider
CDP-diacylglycerol--serine O-phosphatidyltransferase
LPA(10:0(3-OH)/0:0)
ReactionCatalysis3084
ACTIVATION
53-59-8
CAS
700
PubChem-compound
SMILES
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
HMDB0003938
HMDB
1038
PubChem-compound
18198-76-0
CAS
CHEBI:16474
ChEBI
P26647
UniProt
274
ChemSpider
SMILES
CCCCCCCC(O)CC(=O)OC[C@H](COP([O-])(=O)OCC(N)C([O-])=O)OC(=O)CCCCCCC\C=C/CCCCCC
HMDB0006532
HMDB
CDP-DG(10:0(3-OH)/16:1(9Z))
5736
ChemSpider
CHEBI:18303
ChEBI
Cardiolipin synthase
C37H64N7O17P3S
Palmitoleyl-CoA
1003.3292
O4P
Phosphate
94.95342
NADPH
CHEBI:16000
ChEBI
1010
ChemSpider
SER
BioCyc
C00344
KEGG Compound
CARDIOLIPIN
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@@H](O)C(=O)NCCC(=O)NCCS
NADP
PPI
BioCyc
C21H30N7O17P3
NADPH
745.0911
C21H29N7O17P3
NADP
744.08325
ACYL-SN-GLYCEROL-3P
BioCyc
Glycerol-3-phosphate acyltransferase
63-37-6
CAS
1.0
SMILES
CCCCCCCC(O)CC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C/CCCCCC
NADPH
BioCyc
C00116
KEGG Compound
CHEBI:16975
ChEBI
C32H62O14P2
PGP(10:0(3-OH)/16:1(9Z))
732.36145
Hydrogen Ion
Reaction181589
false
3-Hydroxydecanoyl-CoA + Glycerol 3-phosphate → Coenzyme A + LPA(10:0(3-OH)/0:0)
LEFT_TO_RIGHT
PW000785
PathWhiz
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
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
HMDB0001423
HMDB
CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
SMILES
CCCCCC\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](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
Phosphatidate cytidylyltransferase
Phosphatidylglycerophosphatase A
SMILES
[O-]P([O-])([O-])=O
HMDB0000217
HMDB
1.0
124-38-9
CAS
C32H58NO11P
PS(10:0(3-OH)/16:1(9Z))
663.37476
C00009
KEGG Compound
1.0
a holo-[acyl-carrier protein]
C00006
KEGG Compound
53477852
PubChem-compound
CHEBI:18009
ChEBI
C00001
KEGG Compound
HMDB0001429
HMDB
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
C05264
KEGG Compound
HMDB0000221
HMDB
Glycerol
C3H9O6P
Glycerol 3-phosphate
172.01367
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
1.0
57-04-5
CAS
Glycerol 3-phosphate
cardiolipin synthase c
C3H8O3
Glycerol
92.04734
1.0
53-57-6
CAS
SMILES
[H][C@@](COC(=O)CC(O)CCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCC
Glycolysis and Pyruvate Dehydrogenase
SubPathway
CHEBI:17361
ChEBI
C00011
KEGG Compound
SMILES
O=C=O
C00010
KEGG Compound
CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z))
Putative cardiolipin synthase ybhO
5951
PubChem-compound
C00013
KEGG Compound
1.0
a holo-[acyl-carrier protein]
1.0
L-PHOSPHATIDATE
BioCyc
O7P2
Pyrophosphate
173.91193
NAD(P)
BioCyc
ReactionCatalysis170300
ACTIVATION
CHEBI:15978
ChEBI
C9H16N3O14P3
Cytidine triphosphate
482.9845
P0A8K1
UniProt
562
TAXONOMY
1.0
H
Hydrogen Ion
1.007825
P0A6H8
UniProt
388308
ChemSpider
2.0
L-1-PHOSPHATIDYL-GLYCEROL
BioCyc
C00269
KEGG Compound
C03892
KEGG Compound
Cytidine monophosphate
1.0
Glycerol-3-phosphate acyltransferase
3-Hydroxydecanoyl-CoA
SMILES
N[C@@H](CO)C(O)=O
2.7.8.-
false
2.7.8.-
2 PG(10:0(3-OH)/16:1(9Z)) → CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z)) + Glycerol
LEFT_TO_RIGHT
C31H54N7O18P3S
3-Hydroxydecanoyl-CoA
937.2459
HMDB0000126
HMDB
2.3.1.15
false
2.3.1.15
Glycerol 3-phosphate + acyl-[acp] → LPA(10:0(3-OH)/0:0) + a holo-[acyl-carrier protein]
LEFT_TO_RIGHT
1.0
CHEBI:28494
ChEBI
C9H14N3O8P
Cytidine monophosphate
323.05185
Phosphatidylserine decarboxylase proenzyme
1.0
CPD-8587
BioCyc
SMP0000807
SMPDB
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
HMDB0000250
HMDB
Phosphatidylglycerophosphatase B
SMILES
[O-]P([O-])(=O)OP([O-])([O-])=O
14000-31-8
CAS
HMDB0000131
HMDB
PE(10:0(3-OH)/16:1(9Z))
753
PubChem-compound
CHEBI:17517
ChEBI
CO-A
BioCyc
SubPathwayInteraction110546
SubPathwayReaction
SubPathway110546Reaction
GLYCEROL
BioCyc
16061159
PubChem-compound
5675
ChemSpider
648
ChemSpider
cardiolipin synthase c
1.0
Phosphatidate cytidylyltransferase
Coenzyme A
1.0
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
C05980
KEGG Compound
HMDB0000149
HMDB
SMILES
CCCCCCC[C@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12
HMDB0001473
HMDB
5901
ChemSpider
CHEBI:17962
ChEBI
1.0
C31H60NO9P
PE(10:0(3-OH)/16:1(9Z))
621.4006
6557
ChemSpider
668
PubChem-compound
C00055
KEGG Compound
Escherichia coli
7732-18-5
CAS
SMP0001917
SMPDB
1.0
1.0
C00063
KEGG Compound
CDPDIACYLGLYCEROL
BioCyc
ReactionCatalysis170587
ACTIVATION
P0A6S7
UniProt
ETHANOL-AMINE
BioCyc
SMILES
CCCCCCCC(O)CC(=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/CCCCCC
P0AA84
UniProt
PS(10:0(3-OH)/16:1(9Z))
C13H27O8P
LPA(10:0(3-OH)/0:0)
342.14435
C2H7NO
Ethanolamine
61.052765
SMILES
CCCCCCCC(O)CC(=O)OCC(O)COP(O)(O)=O
PGP(10:0(3-OH)/16:1(9Z))
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
ReactionCatalysis169536
ACTIVATION
CHEBI:16526
ChEBI
ReactionCatalysis169534
ACTIVATION
ReactionCatalysis169533
ACTIVATION
ReactionCatalysis169532
ACTIVATION
C00065
KEGG Compound
ReactionCatalysis169531
ACTIVATION
ReactionCatalysis169530
ACTIVATION
C00189
KEGG Compound
65-47-4
CAS
acyl-[acp]
Phosphatidylserine decarboxylase proenzyme
SMILES
OCC(=O)COP(O)(O)=O
ReactionCatalysis3131
ACTIVATION
962
PubChem-compound
Reaction181624
false
PE(10:0(3-OH)/16:1(9Z)) + PG(10:0(3-OH)/16:1(9Z)) → CL(10:0(3-OH)/16:1(9Z)/10:0(3-OH)/16:1(9Z)) + Ethanolamine
LEFT_TO_RIGHT
Reaction181623
false
PGP(10:0(3-OH)/16:1(9Z)) + Water → PG(10:0(3-OH)/16:1(9Z)) + Phosphate
LEFT_TO_RIGHT
ReactionCatalysis169529
ACTIVATION
2.3.1.51
false
2.3.1.51
LPA(10:0(3-OH)/0:0) + acyl-[acp] → PA(10:0(3-OH)/16:1(9Z)) + a holo-[acyl-carrier protein]
LEFT_TO_RIGHT
Reaction181620
false
Cytidine triphosphate + Hydrogen Ion + PA(10:0(3-OH)/16:1(9Z)) → CDP-DG(10:0(3-OH)/16:1(9Z)) + Pyrophosphate
LEFT_TO_RIGHT
CHEBI:16337
ChEBI
CHEBI:37393
ChEBI
2.7.8.5
false
2.7.8.5
CDP-DG(10:0(3-OH)/16:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(10:0(3-OH)/16:1(9Z))
LEFT_TO_RIGHT
Reaction181621
false
CDP-DG(10:0(3-OH)/16:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(10:0(3-OH)/16:1(9Z))
LEFT_TO_RIGHT
glycerol-3-phosphate dehydrogenase (aerobic)
CO2
Carbon dioxide
43.98983
Palmitoleyl-CoA
Phosphate
1.0
733
ChemSpider
CMP
BioCyc
C00080
KEGG Compound
Phosphatidylglycerophosphatase B
CHEBI:28325
ChEBI
SMILES
NCCO
P23830
UniProt
1-acyl-sn-glycerol-3-phosphate acyltransferase
PW001903
PathWhiz
P0A924
UniProt
Reaction4847
false
Hydrogen Ion + PS(10:0(3-OH)/16:1(9Z)) → Carbon dioxide + PE(10:0(3-OH)/16:1(9Z))
LEFT_TO_RIGHT
C38H67N3O16P2
CDP-DG(10:0(3-OH)/16:1(9Z))
883.39966
HMDB0002111
HMDB
1.0
CHEBI:17677
ChEBI
CHEBI:15377
ChEBI
PG(10:0(3-OH)/16:1(9Z))
CHEBI:15378
ChEBI
SMILES
[H+]
6245-70-1
CAS
6176
PubChem-compound
14265-44-2
CAS
L-1-PHOSPHATIDYL-SERINE
BioCyc
CHEBI:16108
ChEBI
17989-41-2
CAS
56-45-1
CAS
5886
PubChem-compound
Reaction181619
false
LPA(10:0(3-OH)/0:0) + Palmitoleyl-CoA → Coenzyme A + PA(10:0(3-OH)/16:1(9Z))
LEFT_TO_RIGHT
1.0
GLYCEROL-3P
BioCyc
280
PubChem-compound
phosphatidylglycerophosphatase
C00093
KEGG Compound
L-Serine
1.0
1.0
C3H7NO3
L-Serine
105.042595
HMDB0000187
HMDB
C00416
KEGG Compound
644102
PubChem-compound
CHEBI:17522
ChEBI
5941
ChemSpider
C32H61O11P
PG(10:0(3-OH)/16:1(9Z))
652.39514
P0ABG1
UniProt
P0A7A7
UniProt
Cardiolipin synthase
22833512
PubChem-compound
P0ABF8
UniProt
H2O
Water
18.010565
PA(10:0(3-OH)/16:1(9Z))
1061
PubChem-compound
SMILES
[H]C(O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CC(O)CCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC
HMDB0059597
HMDB
1.0
141-43-5
CAS
Carbon dioxide
HMDB0001967
HMDB
CHEBI:53152
ChEBI
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
P75919
UniProt
acyl-[acp]
2.0
SMILES
OCC(O)CO
cardiolipin synthase
HMDB0000082
HMDB
85-61-0
CAS
C29H55O9P
PA(10:0(3-OH)/16:1(9Z))
578.3584
SMILES
OC[C@@H](O)COP(O)(O)=O