17215925
ChemSpider
C02737
KEGG Compound
PGP(14:0/14:0)
937
ChemSpider
439162
PubChem-compound
L-1-PHOSPHATIDYL-GLYCEROL-P
BioCyc
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC
Cytidine triphosphate
L-1-PHOSPHATIDYL-ETHANOLAMINE
BioCyc
Oleoyl-CoA
SMILES
O
56-81-5
CAS
PG(14:0/14:0)
HMDB0000095
HMDB
Pyrophosphate
1.0
Phosphatidylglycerophosphatase A
6131
PubChem-compound
CHEBI:17115
ChEBI
1.0
7825707
ChemSpider
1-acyl-sn-glycerol-3-phosphate acyltransferase
C00681
KEGG Compound
PS(18:1(9Z)/18:1(9Z))
Dihydroxyacetone phosphate
SubPathwayOutput
ReactionCatalysis170297
ACTIVATION
P18200
UniProt
6816
PubChem-compound
HMDB0007855
HMDB
CHEBI:62837
ChEBI
C3H7O6P
Dihydroxyacetone phosphate
169.99803
5280355
PubChem-compound
Putative cardiolipin synthase ybhO
559142
ChemSpider
CDP-diacylglycerol--serine O-phosphatidyltransferase
ReactionCatalysis3084
ACTIVATION
53-59-8
CAS
700
PubChem-compound
14268-17-8
CAS
1038
PubChem-compound
CHEBI:16474
ChEBI
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCC\C=C/CCCCCCCC
P26647
UniProt
1.0
274
ChemSpider
HMDB0007865
HMDB
C34H70NO10P
PG(14:0/14:0)
683.47375
C34H68O13P2
PGP(14:0/14:0)
746.4135
5736
ChemSpider
Cardiolipin synthase
O4P
Phosphate
94.95342
70614-14-1
CAS
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
4943103
ChemSpider
C21H29N7O17P3
NADP
744.08325
ACYL-SN-GLYCEROL-3P
BioCyc
Glycerol-3-phosphate acyltransferase
63-37-6
CAS
1.0
CHEBI:83775
ChEBI
1.0
NADPH
BioCyc
C00116
KEGG Compound
Hydrogen Ion
PW000785
PathWhiz
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
C00111
KEGG Compound
1716-06-9
CAS
CPD-8268
BioCyc
C00350
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
Phosphatidate cytidylyltransferase
Phosphatidylglycerophosphatase A
C48H85N3O15P2
CDP-DG(18:1(9Z)/18:1(9Z))
1005.5456
SMILES
[O-]P([O-])([O-])=O
HMDB0000217
HMDB
1.0
124-38-9
CAS
5311263
PubChem-compound
C00009
KEGG Compound
C21H41O7P
LPA(18:1(9Z)/0:0)
436.259
4470776
ChemSpider
C00006
KEGG Compound
CHEBI:15534
ChEBI
CHEBI:18009
ChEBI
14057128
PubChem-compound
C00001
KEGG Compound
HMDB0001429
HMDB
CTP
BioCyc
PA(18:1(9Z)/18:1(9Z))
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
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
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCC)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1O)N1C=CC(N)=NC1=O)OC(=O)CCCCCCCCCCCCC
57-04-5
CAS
Glycerol 3-phosphate
cardiolipin synthase c
C3H8O3
Glycerol
92.04734
1.0
53-57-6
CAS
4444057
ChemSpider
Glycolysis and Pyruvate Dehydrogenase
SubPathway
LPA(18:1(9Z)/0:0)
1.0
SMILES
[H][C@@](O)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
CHEBI:17361
ChEBI
C00011
KEGG Compound
SMILES
O=C=O
C00010
KEGG Compound
Putative cardiolipin synthase ybhO
5951
PubChem-compound
C00013
KEGG Compound
C42H78NO10P
PS(18:1(9Z)/18:1(9Z))
787.5363
1.0
HMDB0001322
HMDB
C39H68N7O17P3S
Oleoyl-CoA
1031.3605
O7P2
Pyrophosphate
173.91193
NAD(P)
BioCyc
CHEBI:15978
ChEBI
C9H16N3O14P3
Cytidine triphosphate
482.9845
P0A8K1
UniProt
562
TAXONOMY
H
Hydrogen Ion
1.007825
P0A6H8
UniProt
388308
ChemSpider
L-1-PHOSPHATIDYL-GLYCEROL
BioCyc
C00269
KEGG Compound
C03892
KEGG Compound
Cytidine monophosphate
Glycerol-3-phosphate acyltransferase
SMILES
N[C@@H](CO)C(O)=O
HMDB0000126
HMDB
1.0
CHEBI:28494
ChEBI
C9H14N3O8P
Cytidine monophosphate
323.05185
1.0
Phosphatidylserine decarboxylase proenzyme
HMDB0009059
HMDB
C73H138O17P2
CL(18:1(9Z)/18:1(9Z)/14:0/14:0)
1348.9409
CPD-8587
BioCyc
SMP0000807
SMPDB
SMILES
[H][C@](N)(COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC)C(O)=O
PE(18:1(9Z)/18:1(9Z))
1.0
24768133
ChemSpider
CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
CHEBI:1146900
ChEBI
Water
SMILES
CCCCCCCC\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
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
HMDB0000250
HMDB
Phosphatidylglycerophosphatase B
SMILES
[O-]P([O-])(=O)OP([O-])([O-])=O
14000-31-8
CAS
HMDB0000131
HMDB
753
PubChem-compound
SMILES
[H][C@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC
CHEBI:17517
ChEBI
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
C05980
KEGG Compound
HMDB0000149
HMDB
HMDB0001473
HMDB
2.7.8.-
false
2.7.8.-
PG(14:0/14:0) + PG(18:1(9Z)/18:1(9Z)) → CL(18:1(9Z)/18:1(9Z)/14:0/14:0) + Glycerol
LEFT_TO_RIGHT
5901
ChemSpider
CHEBI:17962
ChEBI
Reaction180751
false
Cytidine triphosphate + Hydrogen Ion + PA(18:1(9Z)/18:1(9Z)) → CDP-DG(18:1(9Z)/18:1(9Z)) + Pyrophosphate
LEFT_TO_RIGHT
Reaction180750
false
LPA(18:1(9Z)/0:0) + Oleoyl-CoA → Coenzyme A + PA(18:1(9Z)/18:1(9Z))
LEFT_TO_RIGHT
6557
ChemSpider
Reaction180753
false
PE(18:1(9Z)/18:1(9Z)) + PG(14:0/14:0) → CL(18:1(9Z)/18:1(9Z)/14:0/14:0) + Ethanolamine
LEFT_TO_RIGHT
668
PubChem-compound
Reaction180752
false
CDP-DG(18:1(9Z)/18:1(9Z)) + L-Serine → Cytidine monophosphate + Hydrogen Ion + PS(18:1(9Z)/18:1(9Z))
LEFT_TO_RIGHT
Reaction3859
false
PGP(14:0/14:0) + Water → PG(14:0/14:0) + Phosphate
LEFT_TO_RIGHT
HMDB0010634
HMDB
C00055
KEGG Compound
Escherichia coli
7732-18-5
CAS
C39H73O8P
PA(18:1(9Z)/18:1(9Z))
700.50433
1.0
CDP-DG(18:1(9Z)/18:1(9Z))
1.0
C00063
KEGG Compound
CDPDIACYLGLYCEROL
BioCyc
P0A6S7
UniProt
ETHANOL-AMINE
BioCyc
P0AA84
UniProt
Phospholipid Biosynthesis CL(18:1(9Z)/18:1(9Z)/14:0/14:0)
C2H7NO
Ethanolamine
61.052765
PW001649
PathWhiz
1.0
2.7.8.5
false
2.7.8.5
CDP-DG(14:0/14:0) + Glycerol 3-phosphate → Cytidine monophosphate + Hydrogen Ion + PGP(14:0/14:0)
LEFT_TO_RIGHT
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
C42H79O10P
PG(18:1(9Z)/18:1(9Z))
774.5411
65-47-4
CAS
Phosphatidylserine decarboxylase proenzyme
PG(18:1(9Z)/18:1(9Z))
OLEOYL-COA
BioCyc
SMILES
OCC(=O)COP(O)(O)=O
ReactionCatalysis3131
ACTIVATION
1.0
962
PubChem-compound
ReactionCatalysis169529
ACTIVATION
CHEBI:37393
ChEBI
HMDB0012390
HMDB
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC
glycerol-3-phosphate dehydrogenase (aerobic)
CO2
Carbon dioxide
43.98983
C00510
KEGG Compound
Phosphate
1.0
733
ChemSpider
CMP
BioCyc
C00080
KEGG Compound
Phosphatidylglycerophosphatase B
SMILES
NCCO
P23830
UniProt
1-acyl-sn-glycerol-3-phosphate acyltransferase
9546757
PubChem-compound
P0A924
UniProt
CHEBI:60568
ChEBI
HMDB0002111
HMDB
CHEBI:17677
ChEBI
CHEBI:15377
ChEBI
CHEBI:15378
ChEBI
SMILES
[H+]
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
CHEBI:75385
ChEBI
1.0
1.0
GLYCEROL-3P
BioCyc
SMILES
[H][C@](O)(CO)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
280
PubChem-compound
phosphatidylglycerophosphatase
C00093
KEGG Compound
L-Serine
SMP0001664
SMPDB
1.0
C3H7NO3
L-Serine
105.042595
44825325
PubChem-compound
HMDB0000187
HMDB
1.0
C00416
KEGG Compound
644102
PubChem-compound
CHEBI:17522
ChEBI
52927248
PubChem-compound
1.0
5941
ChemSpider
SubPathwayInteraction110412
SubPathwayReaction
SubPathway110412Reaction
P0ABG1
UniProt
P0A7A7
UniProt
Cardiolipin synthase
22833512
PubChem-compound
P0ABF8
UniProt
C41H78NO8P
PE(18:1(9Z)/18:1(9Z))
743.5465
H2O
Water
18.010565
Reaction180670
false
Glycerol 3-phosphate + Oleoyl-CoA → Coenzyme A + LPA(18:1(9Z)/0:0)
LEFT_TO_RIGHT
CL(18:1(9Z)/18:1(9Z)/14:0/14:0)
1061
PubChem-compound
HMDB0059597
HMDB
CDP-DG(14:0/14:0)
1.0
141-43-5
CAS
Carbon dioxide
CHEBI:74986
ChEBI
HMDB0001967
HMDB
Glycerol-3-phosphate dehydrogenase [NAD(P)+]
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O
P75919
UniProt
1.0
2.0
SMILES
OCC(O)CO
cardiolipin synthase
HMDB0000082
HMDB
4446629
ChemSpider
85-61-0
CAS
Reaction3887
false
Hydrogen Ion + PS(18:1(9Z)/18:1(9Z)) → Carbon dioxide + PE(18:1(9Z)/18:1(9Z))
LEFT_TO_RIGHT
21403062
ChemSpider
C40H73N3O15P2
CDP-DG(14:0/14:0)
897.4517
SMILES
OC[C@@H](O)COP(O)(O)=O