DIACYLGLYCEROL
BioCyc
1.0
SMILES
CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)OCC(O)COP(O)(O)=O
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
11966132
PubChem-compound
P21695
UniProt
439153
PubChem-compound
SMILES
O
1.0
SubPathwayInteraction16205
SubPathway16205Reaction
SubPathwayReaction
PW025530
PathWhiz
SMILES
[H][C@@](COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC
CO-A
BioCyc
NAD
C00165
KEGG Compound
C00681
KEGG Compound
648
ChemSpider
C39H64N7O17P3S
γ-Linolenoyl-CoA
1027.3292
C03035
KEGG Compound
Coenzyme A
Dihydroxyacetone phosphate
Phosphatidate phosphatase LPIN1
C21H36N7O16P3S
Coenzyme A
767.11523
6816
PubChem-compound
SMILES
[H][C@](CO)(COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC
Reaction65577
false
DG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/0:0) + γ-Linolenoyl-CoA → Coenzyme A + TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))
LEFT_TO_RIGHT
C3H7O6P
Dihydroxyacetone phosphate
169.99803
GAMMA-LINOLENOYL-COA
BioCyc
Reaction65576
false
PA(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) + Water → DG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/0:0) + Phosphate
LEFT_TO_RIGHT
Glycolysis
SubPathway
Reaction65575
false
LPA(18:3(6Z,9Z,12Z)/0:0) + α-Linolenoyl-CoA → Coenzyme A + PA(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z))
LEFT_TO_RIGHT
53477815
PubChem-compound
Reaction55814
false
Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
LEFT_TO_RIGHT
CHEBI:15846
ChEBI
HMDB0006368
HMDB
Diacylglycerol O-acyltransferase 1
HMDB0001473
HMDB
C39H64N7O17P3S
α-Linolenoyl-CoA
1027.3292
6557
ChemSpider
668
PubChem-compound
PA(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z))
Homo sapiens
γ-Linolenoyl-CoA
HMDB0053167
HMDB
1038
PubChem-compound
388299
ChemSpider
7732-18-5
CAS
HMDB0001487
HMDB
18172-33-3
CAS
C57H92O6
TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))
872.6894
GO:0005829
GENE ONTOLOGY
1.0
TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))
Reaction65300
false
Glycerol 3-phosphate + γ-Linolenoyl-CoA → Coenzyme A + LPA(18:3(6Z,9Z,12Z)/0:0)
LEFT_TO_RIGHT
C39H65O8P
PA(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z))
692.4417
30778122
ChemSpider
1.0
CHEBI:16908
ChEBI
1.0
1.0
24766029
ChemSpider
DIHYDROXY-ACETONE-PHOSPHATE
BioCyc
1.0
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
1.0
SMILES
CCCCC\C=C/C\C=C/C\C=C/CCCCC(=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=C(N)N=CN=C12
LPA(18:3(6Z,9Z,12Z)/0:0)
O4P
Phosphate
94.95342
1.0
53478121
PubChem-compound
1010
ChemSpider
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
C21H37O7P
LPA(18:3(6Z,9Z,12Z)/0:0)
432.2277
SMILES
OCC(=O)COP(O)(O)=O
O75907
UniProt
10140126
ChemSpider
ACYL-SN-GLYCEROL-3P
BioCyc
De Novo Triacylglycerol Biosynthesis TG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))
9606
TAXONOMY
962
PubChem-compound
SMILES
CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@](O)([H])C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@H]([C@@H](O)C1OP(=O)(O)O)N1C=NC2=C1N=CN=C2N
ReactionCatalysis45943
ACTIVATION
1.0
CHEBI:16975
ChEBI
CHEBI:16337
ChEBI
Hydrogen Ion
ReactionCatalysis45941
ACTIVATION
ReactionCatalysis45942
ACTIVATION
PW000146
PathWhiz
C00111
KEGG Compound
Cytosol
2.0
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
HMDB0114743
HMDB
SMILES
[H]C(COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC)(COC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC
HMDB0114983
HMDB
SMP0024655
SMPDB
HMDB0002111
HMDB
CHEBI:15377
ChEBI
C00009
KEGG Compound
CHEBI:15378
ChEBI
SMILES
[H+]
14265-44-2
CAS
α-Linolenoyl-CoA
CHEBI:16108
ChEBI
17989-41-2
CAS
Q14693
UniProt
C00001
KEGG Compound
HMDB0001429
HMDB
Diacylglycerol O-acyltransferase 1
C00004
KEGG Compound
CHEBI:18367
ChEBI
C00003
KEGG Compound
1032
ChemSpider
Q9HCL2
UniProt
Phosphatidate phosphatase LPIN1
C3H9O6P
Glycerol 3-phosphate
172.01367
1.0
GLYCEROL-3P
BioCyc
CHEBI:51985
ChEBI
Q99943
UniProt
C00093
KEGG Compound
57-04-5
CAS
Glycerol 3-phosphate
C00416
KEGG Compound
C21H28N7O14P2
NAD
664.11694
HMDB0006290
HMDB
C00010
KEGG Compound
HMDB0000902
HMDB
1-Acyl-sn-glycerol-3-phosphate acyltransferase alpha
L-PHOSPHATIDATE
BioCyc
Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
C21H29N7O14P2
NADH
665.12476
H2O
Water
18.010565
CHEBI:15978
ChEBI
NADH
BioCyc
NAD
BioCyc
C16162
KEGG Compound
H
Hydrogen Ion
1.007825
1061
PubChem-compound
HMDB0059597
HMDB
388308
ChemSpider
1.0
53-84-9
CAS
ReactionCatalysis45939
ACTIVATION
C39H64O5
DG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/0:0)
612.4754
HMDB0000126
HMDB
DG(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)/0:0)
HMDB0007279
HMDB
ReactionCatalysis45940
ACTIVATION
85-61-0
CAS
CHEBI:15508
ChEBI
1.0
SMILES
OC[C@@H](O)COP(O)(O)=O