DIACYLGLYCEROL
BioCyc
1.0
937
ChemSpider
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
CPD-8587
BioCyc
439162
PubChem-compound
5682
ChemSpider
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
Glycerol-3-phosphate acyltransferase 1, mitochondrial
Dihydroxyacetone phosphate
SubPathwayOutput
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
NADH
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
C43H68N7O17P3S
Clupanodonoyl-CoA
1079.3605
P21695
UniProt
439153
PubChem-compound
Oleoyl-CoA
SMILES
O
DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0)
1.0
SMILES
[H][C@](CO)(COC(=O)CCCCCCC\C=C/CCCCCCCC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC
1.0
CO-A
BioCyc
NAD
C00165
KEGG Compound
C00681
KEGG Compound
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCC(=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
[H][C@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COC(=O)CCCCC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC
648
ChemSpider
24766000
ChemSpider
Coenzyme A
Dihydroxyacetone phosphate
Phosphatidate phosphatase LPIN1
C21H36N7O16P3S
Coenzyme A
767.11523
6816
PubChem-compound
HMDB0007855
HMDB
CHEBI:62837
ChEBI
C3H7O6P
Dihydroxyacetone phosphate
169.99803
5280355
PubChem-compound
Glycolysis
SubPathway
1.0
Reaction55814
false
Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
LEFT_TO_RIGHT
CHEBI:15846
ChEBI
C41H71O8P
PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z))
722.48865
Diacylglycerol O-acyltransferase 1
HMDB0001473
HMDB
CHEBI:63541
ChEBI
6557
ChemSpider
668
PubChem-compound
Homo sapiens
1038
PubChem-compound
388299
ChemSpider
7732-18-5
CAS
Eicosatetraenoyl-CoA
HMDB0001487
HMDB
Clupanodonoyl-CoA
GO:0005829
GENE ONTOLOGY
1.0
HMDB0007229
HMDB
C41H66N7O17P3S
Eicosatetraenoyl-CoA
1053.3448
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=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
CHEBI:16908
ChEBI
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
O4P
Phosphate
94.95342
HMDB0050218
HMDB
1.0
1010
ChemSpider
HMDB0114935
HMDB
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
OLEOYL-COA
BioCyc
53478094
PubChem-compound
Reaction63132
false
Clupanodonoyl-CoA + DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) → Coenzyme A + TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z))
LEFT_TO_RIGHT
SMILES
OCC(=O)COP(O)(O)=O
O75907
UniProt
HMDB0006267
HMDB
De Novo Triacylglycerol Biosynthesis TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z))
ACYL-SN-GLYCEROL-3P
BioCyc
1.0
CHEBI:63542
ChEBI
9606
TAXONOMY
962
PubChem-compound
SMP0022513
SMPDB
PW023388
PathWhiz
ReactionCatalysis45943
ACTIVATION
CHEBI:16337
ChEBI
Hydrogen Ion
ReactionCatalysis45941
ACTIVATION
ReactionCatalysis45942
ACTIVATION
PW000146
PathWhiz
C00111
KEGG Compound
1716-06-9
CAS
Cytosol
2.0
C00510
KEGG Compound
Phosphate
5893
PubChem-compound
1.0
58-68-4
CAS
C00080
KEGG Compound
Glycerol-3-phosphate acyltransferase 1, mitochondrial
SMP0000040
SMPDB
HMDB0001423
HMDB
SMILES
[O-]P([O-])([O-])=O
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
Reaction55965
false
Glycerol 3-phosphate + Oleoyl-CoA → Coenzyme A + LPA(18:1(9Z)/0:0)
LEFT_TO_RIGHT
HMDB0002111
HMDB
HMDB0062247
HMDB
5311263
PubChem-compound
CHEBI:15377
ChEBI
C00009
KEGG Compound
56928012
PubChem-compound
C21H41O7P
LPA(18:1(9Z)/0:0)
436.259
56928013
PubChem-compound
4470776
ChemSpider
CHEBI:15378
ChEBI
SMILES
[H+]
PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z))
14265-44-2
CAS
CHEBI:15534
ChEBI
58346-00-2
CAS
CHEBI:16108
ChEBI
17989-41-2
CAS
Q14693
UniProt
Reaction63116
false
PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) + Water → DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0) + Phosphate
LEFT_TO_RIGHT
C00001
KEGG Compound
HMDB0001429
HMDB
1.0
1.0
Reaction63115
false
Eicosatetraenoyl-CoA + LPA(18:1(9Z)/0:0) → Coenzyme A + PA(18:1(9Z)/20:4(8Z,11Z,14Z,17Z))
LEFT_TO_RIGHT
Diacylglycerol O-acyltransferase 1
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
CPD-14394
BioCyc
1032
ChemSpider
Q9HCL2
UniProt
Phosphatidate phosphatase LPIN1
C3H9O6P
Glycerol 3-phosphate
172.01367
1.0
1.0
GLYCEROL-3P
BioCyc
Q99943
UniProt
C00093
KEGG Compound
SubPathwayInteraction14062
SubPathwayReaction
SubPathway14062Reaction
57-04-5
CAS
Glycerol 3-phosphate
1.0
4444057
ChemSpider
C16164
KEGG Compound
C00416
KEGG Compound
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCC\C=C/C\C=C/C\C=C/C\C=C/CC
C16166
KEGG Compound
LPA(18:1(9Z)/0:0)
C21H28N7O14P2
NAD
664.11694
C00010
KEGG Compound
HMDB0000902
HMDB
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
HMDB0001322
HMDB
L-PHOSPHATIDATE
BioCyc
C39H68N7O17P3S
Oleoyl-CoA
1031.3605
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
C21H29N7O14P2
NADH
665.12476
H2O
Water
18.010565
TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z))
CHEBI:15978
ChEBI
C41H70O5
DG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/0:0)
642.52234
NADH
BioCyc
NAD
BioCyc
H
Hydrogen Ion
1.007825
1061
PubChem-compound
HMDB0059597
HMDB
388308
ChemSpider
1.0
53-84-9
CAS
SMILES
CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)COP(O)(O)=O
C63H102O6
TG(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z))
954.76764
ReactionCatalysis45939
ACTIVATION
HMDB0000126
HMDB
ReactionCatalysis45940
ACTIVATION
85-61-0
CAS
SMILES
OC[C@@H](O)COP(O)(O)=O