Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

Reference/PubChem-compound 439162
type: UnificationXref
id: 439162
db: PubChem-compound

Reference/UniProt Q5E9R2
type: UnificationXref
id: Q5E9R2
db: UniProt

Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL-P
type: UnificationXref
id: L-1-PHOSPHATIDYL-GLYCEROL-P
db: BioCyc

NADH
type: SmallMolecule
entity reference: NADH

Reference/ChEBI CHEBI 75354
type: UnificationXref
id: CHEBI:75354
db: ChEBI

Cytidine triphosphate
type: SmallMolecule
entity reference: Cytidine triphosphate

Reference/PubChem-compound 439153
type: UnificationXref
id: 439153
db: PubChem-compound

Oleoyl-CoA
type: SmallMolecule
entity reference: Oleoyl-CoA

PGP(18:1(11Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0013521
xref: Reference/ChEBI CHEBI 37393
xref: Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL-P
xref: Reference/KEGG Compound C03892
xref: Reference/PubChem-compound 53481839
chemical formula: C42H80O13P2
molecular weight: 854.5074
structure: ChemicalStructure/PW C008437

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

ChemicalStructure/PW C003040
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000095
type: UnificationXref
id: HMDB0000095
db: HMDB

Compound/PW C003913 Mitochondrial Outer Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Pyrophosphate
type: SmallMolecule
entity reference: Pyrophosphate

Compound/PW C040034/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Reference/ChemSpider 24765829
type: UnificationXref
id: 24765829
db: ChemSpider

CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
type: SmallMolecule
entity reference: CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))

Reference/TAXONOMY 9913
type: UnificationXref
id: 9913
db: TAXONOMY

Reference/HMDB HMDB0058086
type: UnificationXref
id: HMDB0058086
db: HMDB

Reference/PubChem-compound 6131
type: UnificationXref
id: 6131
db: PubChem-compound

Compound/PW C000064/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cytidine monophosphate
stoichiometric coefficient: 1.0

NAD
type: SmallMolecule
entity reference: NAD

Reaction126922
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000081/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C055372/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002789/Stoichiometry/1.0
right: Coenzyme A
right: LPA(18:1(11Z)/0:0)
spontaneous: false
left: Glycerol 3-phosphate
left: cis-Vaccenoyl-CoA
name: Glycerol 3-phosphate + cis-Vaccenoyl-CoA → Coenzyme A + LPA(18:1(11Z)/0:0)
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C00681
type: UnificationXref
id: C00681
db: KEGG Compound

Dihydroxyacetone phosphate
type: SmallMolecule
entity reference: Dihydroxyacetone phosphate

Reference/PubChem-compound 6816
type: UnificationXref
id: 6816
db: PubChem-compound

Dihydroxyacetone phosphate
type: SmallMoleculeReference
xref: Reference/BioCyc DIHYDROXY-ACETONE-PHOSPHATE
xref: Reference/PubChem-compound 668
xref: Reference/ChEBI CHEBI 16108
xref: Reference/KEGG Compound C00111
xref: Reference/CAS 57-04-5
xref: Reference/ChemSpider 648
xref: Reference/HMDB HMDB0001473
chemical formula: C3H7O6P
molecular weight: 169.99803
structure: ChemicalStructure/PW C001134

Reference/PubChem-compound 5280355
type: UnificationXref
id: 5280355
db: PubChem-compound

Reference/ChemSpider 559142
type: UnificationXref
id: 559142
db: ChemSpider

Reference/ChEBI CHEBI 15846
type: UnificationXref
id: CHEBI:15846
db: ChEBI

Reference/HMDB HMDB0006521
type: UnificationXref
id: HMDB0006521
db: HMDB

CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17962
xref: Reference/BioCyc CDPDIACYLGLYCEROL
xref: Reference/KEGG Compound C00269
xref: Reference/HMDB HMDB0116024
chemical formula: C52H85N3O15P2
molecular weight: 1053.5455
structure: ChemicalStructure/PW C063167

Reaction131713
type: BiochemicalReaction
participant stoichiometry: Compound/PW C038540/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000064/Stoichiometry/1.0
participant stoichiometry: Compound/PW C063167/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006627/Stoichiometry/1.0
right: CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
right: Cytidine monophosphate
spontaneous: false
left: CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
left: PG(18:1(11Z)/18:1(9Z))
name: CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) + PG(18:1(11Z)/18:1(9Z)) → CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z)) + Cytidine monophosphate
conversion direction: LEFT_TO_RIGHT

Reference/PathWhiz PW088241
type: UnificationXref
id: PW088241
db: PathWhiz

cis-Vaccenoyl-CoA
type: SmallMoleculeReference
xref: Reference/CAS 13673-88-6
xref: Reference/ChEBI CHEBI 75354
xref: Reference/HMDB HMDB0006521
xref: Reference/PubChem-compound 53477847
chemical formula: C39H68N7O17P3S
molecular weight: 1031.3605
structure: ChemicalStructure/PW C002789

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

Reference/PubChem-compound 53480618
type: UnificationXref
id: 53480618
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0005829
type: UnificationXref
id: GO:0005829
db: GENE ONTOLOGY

Reference/UniProt Q2KJ28
type: UnificationXref
id: Q2KJ28
db: UniProt

PGP(18:1(11Z)/18:1(9Z))
type: SmallMolecule
entity reference: PGP(18:1(11Z)/18:1(9Z))

Reference/HMDB HMDB0007863
type: UnificationXref
id: HMDB0007863
db: HMDB

Reference/HMDB HMDB0116024
type: UnificationXref
id: HMDB0116024
db: HMDB

Reference/ChEBI CHEBI 16908
type: UnificationXref
id: CHEBI:16908
db: ChEBI

Glycolysis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway72478
pathway component: SubPathwayInteraction72478
xref: Reference/SMPDB SMP0087222
xref: Reference/PathWhiz PW088241
name: SubPathway

Transport4059
type: Transport
participant stoichiometry: Compound/PW C003913 Mitochondrial Outer Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003913 Mitochondrial Inner Membrane/Stoichiometry/1.0
right: PA(18:1(11Z)/18:1(9Z))
spontaneous: false
left: PA(18:1(11Z)/18:1(9Z))
name: PA(18:1(11Z)/18:1(9Z)) (→) Transport: Bos taurus, Cell, Mitochondrial Outer Membrane to Bos taurus, Cell, Mitochondrial Inner Membrane
conversion direction: LEFT_TO_RIGHT

Phosphate
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00009
xref: Reference/PubChem-compound 1061
xref: Reference/CAS 14265-44-2
xref: Reference/HMDB HMDB0001429
xref: Reference/BioCyc CPD-8587
xref: Reference/ChEBI CHEBI 18367
xref: Reference/ChemSpider 1032
chemical formula: O4P
molecular weight: 94.95342
structure: ChemicalStructure/PW C001104

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

Compound/PW C002789/Stoichiometry/1.0
type: Stoichiometry
physical entity: cis-Vaccenoyl-CoA
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00344
type: UnificationXref
id: C00344
db: KEGG Compound

Reference/BioCyc CARDIOLIPIN
type: UnificationXref
id: CARDIOLIPIN
db: BioCyc

ChemicalStructure/PW C001099
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc PPI
type: UnificationXref
id: PPI
db: BioCyc

Reference/BioCyc ACYL-SN-GLYCEROL-3P
type: UnificationXref
id: ACYL-SN-GLYCEROL-3P
db: BioCyc

Reference/CAS 63-37-6
type: UnificationXref
id: 63-37-6
db: CAS

Reference/HMDB HMDB0013521
type: UnificationXref
id: HMDB0013521
db: HMDB

Reference/ChEBI CHEBI 16975
type: UnificationXref
id: CHEBI:16975
db: ChEBI

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

ReactionCatalysis113680
type: Catalysis
controller: CRLS1 protein
controlled: Reaction131713
control type: ACTIVATION

Reference/KEGG Compound C00111
type: UnificationXref
id: C00111
db: KEGG Compound

Reference/CAS 1716-06-9
type: UnificationXref
id: 1716-06-9
db: CAS

Cytosol
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005829

ChemicalStructure/PW C002789
type: ChemicalStructure
structure format: SMILES

Reference/CAS 58-68-4
type: UnificationXref
id: 58-68-4
db: CAS

Compound/PW C038540/Stoichiometry/1.0
type: Stoichiometry
physical entity: CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001423
type: UnificationXref
id: HMDB0001423
db: HMDB

ChemicalStructure/PW C001104
type: ChemicalStructure
structure format: SMILES
structure data: [O-]P([O-])([O-])=O

Compound/PW C000057/Stoichiometry/1.0
type: Stoichiometry
physical entity: Cytidine triphosphate
stoichiometric coefficient: 1.0

Reference/PathWhiz PW079870
type: UnificationXref
id: PW079870
db: PathWhiz

PA(18:1(11Z)/18:1(9Z))
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: PA(18:1(11Z)/18:1(9Z))

ReactionCatalysis113675
type: Catalysis
controller: 1-Acyl-sn-glycerol-3-phosphate acyltransferase delta
controlled: Reaction131659
control type: ACTIVATION

Reference/KEGG Compound C00009
type: UnificationXref
id: C00009
db: KEGG Compound

ReactionCatalysis113676
type: Catalysis
controller: Phosphatidate cytidylyltransferase 2
controlled: 2.7.7.41
control type: ACTIVATION

CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
type: SmallMolecule
entity reference: CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))

Reference/ChEBI CHEBI 15534
type: UnificationXref
id: CHEBI:15534
db: ChEBI

PA(18:1(11Z)/18:1(9Z))
type: SmallMolecule
entity reference: PA(18:1(11Z)/18:1(9Z))

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

Reference/HMDB HMDB0001429
type: UnificationXref
id: HMDB0001429
db: HMDB

Reference/BioCyc CTP
type: UnificationXref
id: CTP
db: BioCyc

ChemicalStructure/PW C055372
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(CCCCCC)=C(/[H])CCCCCCCCCC(=O)OCC(O)COP(O)(O)=O

Reference/ChEBI CHEBI 18361
type: UnificationXref
id: CHEBI:18361
db: ChEBI

ReactionCatalysis113679
type: Catalysis
controller: Protein tyrosine phosphatase, mitochondrial 1
controlled: Reaction131662
control type: ACTIVATION

PG(18:1(11Z)/18:1(9Z))
type: SmallMolecule
entity reference: PG(18:1(11Z)/18:1(9Z))

Reference/KEGG Compound C00004
type: UnificationXref
id: C00004
db: KEGG Compound

Reference/ChEBI CHEBI 18367
type: UnificationXref
id: CHEBI:18367
db: ChEBI

Reference/KEGG Compound C00003
type: UnificationXref
id: C00003
db: KEGG Compound

ReactionCatalysis113677
type: Catalysis
controller: CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial
controlled: 2.7.8.5
control type: ACTIVATION

Reference/ChemSpider 1032
type: UnificationXref
id: 1032
db: ChemSpider

Compound/PW C003913/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Cardiolipin Biosynthesis CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
type: Pathway
pathway order: PathwayEnzymeReaction/1478047
pathway order: PathwayEnzymeReaction/1478046
pathway order: PathwayEnzymeReaction/1478041
pathway order: PathwaySubPathway/72478
pathway order: PathwayEnzymeReaction/1478043
pathway order: PathwayTransport/1478040
pathway order: PathwayEnzymeReaction/1478042
pathway order: PathwayEnzymeReaction/1478045
pathway order: PathwayEnzymeReaction/1478044
pathway component: ReactionCatalysis113675
pathway component: ReactionCatalysis113676
pathway component: Glycolysis
pathway component: Transport4059
pathway component: Reaction131662
pathway component: 2.7.8.5
pathway component: ReactionCatalysis113680
pathway component: 2.7.7.41
pathway component: Reaction126922
pathway component: ReactionCatalysis113679
pathway component: Reaction122614
pathway component: ReactionCatalysis112775
pathway component: ReactionCatalysis113677
pathway component: ReactionCatalysis112754
pathway component: Reaction131659
pathway component: Reaction131713
xref: Reference/PathWhiz PW079870
xref: Reference/SMPDB SMP0078854
organism: Bos taurus

Glycerol 3-phosphate
type: SmallMoleculeReference
xref: Reference/BioCyc GLYCEROL-3P
xref: Reference/HMDB HMDB0000126
xref: Reference/ChemSpider 388308
xref: Reference/CAS 17989-41-2
xref: Reference/KEGG Compound C00093
xref: Reference/ChEBI CHEBI 15978
xref: Reference/PubChem-compound 439162
chemical formula: C3H9O6P
molecular weight: 172.01367
structure: ChemicalStructure/PW C000081

Mitochondrial Inner Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005743

Reference/CAS 57-04-5
type: UnificationXref
id: 57-04-5
db: CAS

Glycerol 3-phosphate
type: SmallMolecule
entity reference: Glycerol 3-phosphate

Reference/ChemSpider 4444057
type: UnificationXref
id: 4444057
db: ChemSpider

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H28N7O14P2
molecular weight: 664.11694
structure: ChemicalStructure/PW C000721

Reference/ChEBI CHEBI 17361
type: UnificationXref
id: CHEBI:17361
db: ChEBI

Compound/PW C063167/Stoichiometry/1.0
type: Stoichiometry
physical entity: CDP-DG(22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00010
type: UnificationXref
id: C00010
db: KEGG Compound

Reference/HMDB HMDB0000902
type: UnificationXref
id: HMDB0000902
db: HMDB

CL(18:1(11Z)/18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0058086
xref: Reference/KEGG Compound C05980
xref: Reference/ChEBI CHEBI 28494
xref: Reference/BioCyc CARDIOLIPIN
chemical formula: C85H150O17P2
molecular weight: 1505.0348
structure: ChemicalStructure/PW C038540

Reference/KEGG Compound C00013
type: UnificationXref
id: C00013
db: KEGG Compound

Reference/BioCyc L-PHOSPHATIDATE
type: UnificationXref
id: L-PHOSPHATIDATE
db: BioCyc

Reference/HMDB HMDB0001322
type: UnificationXref
id: HMDB0001322
db: HMDB

Oleoyl-CoA
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001322
xref: Reference/ChemSpider 4444057
xref: Reference/PubChem-compound 5280355
xref: Reference/ChEBI CHEBI 15534
xref: Reference/BioCyc OLEOYL-COA
xref: Reference/CAS 1716-06-9
xref: Reference/KEGG Compound C00510
chemical formula: C39H68N7O17P3S
molecular weight: 1031.3605
structure: ChemicalStructure/PW C001020

Pyrophosphate
type: SmallMoleculeReference
xref: Reference/PubChem-compound 644102
xref: Reference/BioCyc PPI
xref: Reference/ChemSpider 559142
xref: Reference/ChEBI CHEBI 18361
xref: Reference/HMDB HMDB0000250
xref: Reference/CAS 14000-31-8
xref: Reference/KEGG Compound C00013
chemical formula: O7P2
molecular weight: 173.91193
structure: ChemicalStructure/PW C000170

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

Reference/GENE ONTOLOGY GO 0005743
type: UnificationXref
id: GO:0005743
db: GENE ONTOLOGY

Reference/ChEBI CHEBI 15978
type: UnificationXref
id: CHEBI:15978
db: ChEBI

Cytidine triphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17677
xref: Reference/CAS 65-47-4
xref: Reference/PubChem-compound 6176
xref: Reference/KEGG Compound C00063
xref: Reference/ChemSpider 5941
xref: Reference/HMDB HMDB0000082
xref: Reference/BioCyc CTP
chemical formula: C9H16N3O14P3
molecular weight: 482.9845
structure: ChemicalStructure/PW C000057

Reference/GENE ONTOLOGY GO 0005741
type: UnificationXref
id: GO:0005741
db: GENE ONTOLOGY

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

Reference/PubChem-compound 53478603
type: UnificationXref
id: 53478603
db: PubChem-compound

Protein tyrosine phosphatase, mitochondrial 1
type: Protein
entity reference: Protein tyrosine phosphatase, mitochondrial 1

Reference/SMPDB SMP0087222
type: UnificationXref
id: SMP0087222
db: SMPDB

Reference/ChemSpider 388308
type: UnificationXref
id: 388308
db: ChemSpider

CRLS1 protein
type: Protein
entity reference: CRLS1 protein

1-Acyl-sn-glycerol-3-phosphate acyltransferase delta
type: Protein
entity reference: 1-Acyl-sn-glycerol-3-phosphate acyltransferase delta

Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL
type: UnificationXref
id: L-1-PHOSPHATIDYL-GLYCEROL
db: BioCyc

Reference/CAS 53-84-9
type: UnificationXref
id: 53-84-9
db: CAS

Reference/KEGG Compound C00269
type: UnificationXref
id: C00269
db: KEGG Compound

CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial
type: Protein
entity reference: CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial

Reference/KEGG Compound C03892
type: UnificationXref
id: C03892
db: KEGG Compound

PA(18:1(11Z)/18:1(9Z))
type: SmallMolecule
cellular location: Mitochondrial Outer Membrane
entity reference: PA(18:1(11Z)/18:1(9Z))

Cytidine monophosphate
type: SmallMolecule
entity reference: Cytidine monophosphate

Reference/HMDB HMDB0000126
type: UnificationXref
id: HMDB0000126
db: HMDB

Reference/ChEBI CHEBI 28494
type: UnificationXref
id: CHEBI:28494
db: ChEBI

Cytidine monophosphate
type: SmallMoleculeReference
xref: Reference/BioCyc CMP
xref: Reference/ChemSpider 5901
xref: Reference/PubChem-compound 6131
xref: Reference/ChEBI CHEBI 17361
xref: Reference/KEGG Compound C00055
xref: Reference/HMDB HMDB0000095
xref: Reference/CAS 63-37-6
chemical formula: C9H14N3O8P
molecular weight: 323.05185
structure: ChemicalStructure/PW C000064

Reference/ChemSpider 24766517
type: UnificationXref
id: 24766517
db: ChemSpider

Mitochondrial Outer Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005741

Phosphatidate cytidylyltransferase 2
type: Protein
entity reference: Phosphatidate cytidylyltransferase 2

Compound/PW C000721/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Dihydroxyacetone phosphate acyltransferase
type: Protein
entity reference: Dihydroxyacetone phosphate acyltransferase

Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
type: Protein
entity reference: Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic

Reference/UniProt A4IF87
type: UnificationXref
id: A4IF87
db: UniProt

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc CPD-8587
type: UnificationXref
id: CPD-8587
db: BioCyc

Reaction122614
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001134/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000081/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034/Stoichiometry/1.0
right: NAD
right: Glycerol 3-phosphate
spontaneous: false
left: NADH
left: Dihydroxyacetone phosphate
left: Hydrogen Ion
name: Dihydroxyacetone phosphate + Hydrogen Ion + NADH → Glycerol 3-phosphate + NAD
conversion direction: LEFT_TO_RIGHT

ChemicalStructure/PW C038540
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 5682
type: UnificationXref
id: 5682
db: ChemSpider

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Dihydroxyacetone phosphate
type: SmallMolecule
cellular location: Cytosol
entity reference: Dihydroxyacetone phosphate
name: SubPathwayOutput

Reference/ChEBI CHEBI 1146900
type: UnificationXref
id: CHEBI:1146900
db: ChEBI

Water
type: SmallMolecule
entity reference: Water

ChemicalStructure/PW C001020
type: ChemicalStructure
structure format: SMILES

Reference/UniProt A0JNC1
type: UnificationXref
id: A0JNC1
db: UniProt

ChemicalStructure/PW C000057
type: ChemicalStructure
structure format: SMILES

CDP-DG(18:1(11Z)/18:1(9Z))
type: SmallMolecule
entity reference: CDP-DG(18:1(11Z)/18:1(9Z))

Reference/HMDB HMDB0000250
type: UnificationXref
id: HMDB0000250
db: HMDB

ChemicalStructure/PW C000170
type: ChemicalStructure
structure format: SMILES
structure data: [O-]P([O-])(=O)OP([O-])([O-])=O

Reference/CAS 14000-31-8
type: UnificationXref
id: 14000-31-8
db: CAS

Reference/PubChem-compound 53477932
type: UnificationXref
id: 53477932
db: PubChem-compound

Reference/ChEBI CHEBI 17517
type: UnificationXref
id: CHEBI:17517
db: ChEBI

Reference/BioCyc CO-A
type: UnificationXref
id: CO-A
db: BioCyc

Reference/ChemSpider 648
type: UnificationXref
id: 648
db: ChemSpider

Coenzyme A
type: SmallMolecule
entity reference: Coenzyme A

Reference/HMDB HMDB0010619
type: UnificationXref
id: HMDB0010619
db: HMDB

ChemicalStructure/PW C000064
type: ChemicalStructure
structure format: SMILES

Coenzyme A
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 1146900
xref: Reference/HMDB HMDB0001423
xref: Reference/PubChem-compound 6816
xref: Reference/BioCyc CO-A
xref: Reference/ChemSpider 6557
xref: Reference/CAS 85-61-0
xref: Reference/KEGG Compound C00010
chemical formula: C21H36N7O16P3S
molecular weight: 767.11523
structure: ChemicalStructure/PW C001099

Compound/PW C000170/Stoichiometry/1.0
type: Stoichiometry
physical entity: Pyrophosphate
stoichiometric coefficient: 1.0

Reference/KEGG Compound C05980
type: UnificationXref
id: C05980
db: KEGG Compound

Bos taurus
type: BioSource
xref: Reference/TAXONOMY 9913

Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
type: Complex
component stoichiometry: Protein/14733/Stoichiometry/2.0
component: Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic

Compound/PW C055372/Stoichiometry/1.0
type: Stoichiometry
physical entity: LPA(18:1(11Z)/0:0)
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001473
type: UnificationXref
id: HMDB0001473
db: HMDB

Reference/ChemSpider 5901
type: UnificationXref
id: 5901
db: ChemSpider

Reference/ChEBI CHEBI 17962
type: UnificationXref
id: CHEBI:17962
db: ChEBI

Reaction131662
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008437/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006627/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104/Stoichiometry/1.0
right: PG(18:1(11Z)/18:1(9Z))
right: Phosphate
spontaneous: false
left: PGP(18:1(11Z)/18:1(9Z))
left: Water
name: PGP(18:1(11Z)/18:1(9Z)) + Water → PG(18:1(11Z)/18:1(9Z)) + Phosphate
conversion direction: LEFT_TO_RIGHT

Reference/ChemSpider 6557
type: UnificationXref
id: 6557
db: ChemSpider

2.7.8.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000064/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003040/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000081/Stoichiometry/1.0
participant stoichiometry: Compound/PW C008437/Stoichiometry/1.0
right: Cytidine monophosphate
right: PGP(18:1(11Z)/18:1(9Z))
spontaneous: false
EC number: 2.7.8.5
left: CDP-DG(18:1(11Z)/18:1(9Z))
left: Glycerol 3-phosphate
name: CDP-DG(18:1(11Z)/18:1(9Z)) + Glycerol 3-phosphate → Cytidine monophosphate + PGP(18:1(11Z)/18:1(9Z))
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 668
type: UnificationXref
id: 668
db: PubChem-compound

2.7.7.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C003913/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000170/Stoichiometry/1.0
participant stoichiometry: Compound/PW C003040/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000057/Stoichiometry/1.0
right: CDP-DG(18:1(11Z)/18:1(9Z))
right: Pyrophosphate
spontaneous: false
EC number: 2.7.7.41
left: Cytidine triphosphate
left: PA(18:1(11Z)/18:1(9Z))
name: Cytidine triphosphate + PA(18:1(11Z)/18:1(9Z)) → CDP-DG(18:1(11Z)/18:1(9Z)) + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C00055
type: UnificationXref
id: C00055
db: KEGG Compound

PG(18:1(11Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0010619
xref: Reference/ChEBI CHEBI 17517
xref: Reference/ChemSpider 24768118
xref: Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL
xref: Reference/KEGG Compound C00344
xref: Reference/PubChem-compound 53480618
chemical formula: C42H79O10P
molecular weight: 774.5411
structure: ChemicalStructure/PW C006627

Reference/SMPDB SMP0078854
type: UnificationXref
id: SMP0078854
db: SMPDB

Reference/ChemSpider 388299
type: UnificationXref
id: 388299
db: ChemSpider

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

PA(18:1(11Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00416
xref: Reference/BioCyc L-PHOSPHATIDATE
xref: Reference/ChemSpider 24766517
xref: Reference/PubChem-compound 53478603
xref: Reference/ChEBI CHEBI 16337
xref: Reference/HMDB HMDB0007863
chemical formula: C39H73O8P
molecular weight: 700.50433
structure: ChemicalStructure/PW C003913

Reference/HMDB HMDB0001487
type: UnificationXref
id: HMDB0001487
db: HMDB

Compound/PW C001134/Stoichiometry/1.0
type: Stoichiometry
physical entity: Dihydroxyacetone phosphate
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00063
type: UnificationXref
id: C00063
db: KEGG Compound

ChemicalStructure/PW C008437
type: ChemicalStructure
structure format: SMILES
structure data: CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCC\C=C/CCCCCC)COP(=O)(O)OC[C@@H](O)COP(=O)(O)O

Reference/BioCyc CDPDIACYLGLYCEROL
type: UnificationXref
id: CDPDIACYLGLYCEROL
db: BioCyc

Reference/PubChem-compound 53477847
type: UnificationXref
id: 53477847
db: PubChem-compound

Reference/BioCyc DIHYDROXY-ACETONE-PHOSPHATE
type: UnificationXref
id: DIHYDROXY-ACETONE-PHOSPHATE
db: BioCyc

Compound/PW C001099/Stoichiometry/1.0
type: Stoichiometry
physical entity: Coenzyme A
stoichiometric coefficient: 1.0

Compound/PW C001144/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Reference/CAS 65-47-4
type: UnificationXref
id: 65-47-4
db: CAS

Reference/BioCyc OLEOYL-COA
type: UnificationXref
id: OLEOYL-COA
db: BioCyc

ChemicalStructure/PW C001134
type: ChemicalStructure
structure format: SMILES
structure data: OCC(=O)COP(O)(O)=O

SubPathwayInteraction72478
type: Interaction
name: SubPathwayReaction
name: SubPathway72478Reaction
participant: Dihydroxyacetone phosphate

Reaction131659
type: BiochemicalReaction
participant stoichiometry: Compound/PW C003913/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001020/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C055372/Stoichiometry/1.0
right: Coenzyme A
right: PA(18:1(11Z)/18:1(9Z))
spontaneous: false
left: Oleoyl-CoA
left: LPA(18:1(11Z)/0:0)
name: LPA(18:1(11Z)/0:0) + Oleoyl-CoA → Coenzyme A + PA(18:1(11Z)/18:1(9Z))
conversion direction: LEFT_TO_RIGHT

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

Reference/ChEBI CHEBI 16337
type: UnificationXref
id: CHEBI:16337
db: ChEBI

Reference/ChEBI CHEBI 37393
type: UnificationXref
id: CHEBI:37393
db: ChEBI

Reference/KEGG Compound C00510
type: UnificationXref
id: C00510
db: KEGG Compound

ChemicalStructure/PW C006627
type: ChemicalStructure
structure format: SMILES

Phosphate
type: SmallMolecule
entity reference: Phosphate

Reference/PubChem-compound 5893
type: UnificationXref
id: 5893
db: PubChem-compound

Reference/UniProt Q2NKZ7
type: UnificationXref
id: Q2NKZ7
db: UniProt

Compound/PW C001104/Stoichiometry/1.0
type: Stoichiometry
physical entity: Phosphate
stoichiometric coefficient: 1.0

ChemicalStructure/PW C003913
type: ChemicalStructure
structure format: SMILES
structure data: [H][C@@](COC(=O)CCCCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC

ReactionCatalysis112754
type: Catalysis
controller: Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
controlled: Reaction122614
control type: ACTIVATION

LPA(18:1(11Z)/0:0)
type: SmallMolecule
entity reference: LPA(18:1(11Z)/0:0)

Reference/BioCyc CMP
type: UnificationXref
id: CMP
db: BioCyc

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
type: ProteinReference
xref: Reference/UniProt Q5EA88

Reference/ChEBI CHEBI 17677
type: UnificationXref
id: CHEBI:17677
db: ChEBI

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

Reference/PubChem-compound 6176
type: UnificationXref
id: 6176
db: PubChem-compound

Reference/CAS 14265-44-2
type: UnificationXref
id: 14265-44-2
db: CAS

Reference/ChEBI CHEBI 16108
type: UnificationXref
id: CHEBI:16108
db: ChEBI

Reference/CAS 17989-41-2
type: UnificationXref
id: 17989-41-2
db: CAS

Reference/PubChem-compound 53481839
type: UnificationXref
id: 53481839
db: PubChem-compound

cis-Vaccenoyl-CoA
type: SmallMolecule
entity reference: cis-Vaccenoyl-CoA

Compound/PW C001020/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oleoyl-CoA
stoichiometric coefficient: 1.0

Compound/PW C001420/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Reference/BioCyc GLYCEROL-3P
type: UnificationXref
id: GLYCEROL-3P
db: BioCyc

Reference/KEGG Compound C00093
type: UnificationXref
id: C00093
db: KEGG Compound

Phosphatidate cytidylyltransferase 2
type: ProteinReference
xref: Reference/UniProt A0JNC1

Dihydroxyacetone phosphate acyltransferase
type: ProteinReference
xref: Reference/UniProt A4IF87

Reference/KEGG Compound C00416
type: UnificationXref
id: C00416
db: KEGG Compound

ChemicalStructure/PW C063167
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 644102
type: UnificationXref
id: 644102
db: PubChem-compound

CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase, mitochondrial
type: ProteinReference
xref: Reference/UniProt Q2KJ28

Reference/ChemSpider 5941
type: UnificationXref
id: 5941
db: ChemSpider

Reference/ChemSpider 24768118
type: UnificationXref
id: 24768118
db: ChemSpider

Compound/PW C006627/Stoichiometry/1.0
type: Stoichiometry
physical entity: PG(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

ReactionCatalysis112775
type: Catalysis
controller: Dihydroxyacetone phosphate acyltransferase
controlled: Reaction126922
control type: ACTIVATION

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

Compound/PW C008437/Stoichiometry/1.0
type: Stoichiometry
physical entity: PGP(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

CRLS1 protein
type: ProteinReference
xref: Reference/UniProt A5PJS7

Compound/PW C003913 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Reference/BioCyc NADH
type: UnificationXref
id: NADH
db: BioCyc

CDP-DG(18:1(11Z)/18:1(9Z))
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17962
xref: Reference/PubChem-compound 53477932
xref: Reference/BioCyc CDPDIACYLGLYCEROL
xref: Reference/HMDB HMDB0006989
xref: Reference/KEGG Compound C00269
xref: Reference/ChemSpider 24765829
chemical formula: C48H85N3O15P2
molecular weight: 1005.5456
structure: ChemicalStructure/PW C003040

Protein tyrosine phosphatase, mitochondrial 1
type: ProteinReference
xref: Reference/UniProt Q2NKZ7

1-Acyl-sn-glycerol-3-phosphate acyltransferase delta
type: ProteinReference
xref: Reference/UniProt Q5E9R2

Reference/BioCyc NAD
type: UnificationXref
id: NAD
db: BioCyc

Reference/PubChem-compound 1061
type: UnificationXref
id: 1061
db: PubChem-compound

Reference/UniProt Q5EA88
type: UnificationXref
id: Q5EA88
db: UniProt

Reference/CAS 13673-88-6
type: UnificationXref
id: 13673-88-6
db: CAS

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

Compound/PW C003040/Stoichiometry/1.0
type: Stoichiometry
physical entity: CDP-DG(18:1(11Z)/18:1(9Z))
stoichiometric coefficient: 1.0

Reference/UniProt A5PJS7
type: UnificationXref
id: A5PJS7
db: UniProt

Compound/PW C000081/Stoichiometry/1.0
type: Stoichiometry
physical entity: Glycerol 3-phosphate
stoichiometric coefficient: 1.0

LPA(18:1(11Z)/0:0)
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16975
xref: Reference/KEGG Compound C00681
xref: Reference/BioCyc ACYL-SN-GLYCEROL-3P
chemical formula: C21H41O7P
molecular weight: 436.259
structure: ChemicalStructure/PW C055372

Reference/HMDB HMDB0006989
type: UnificationXref
id: HMDB0006989
db: HMDB

Protein/14733/Stoichiometry/2.0
type: Stoichiometry
physical entity: Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
stoichiometric coefficient: 2.0

Reference/HMDB HMDB0000082
type: UnificationXref
id: HMDB0000082
db: HMDB

Reference/CAS 85-61-0
type: UnificationXref
id: 85-61-0
db: CAS

ChemicalStructure/PW C000081
type: ChemicalStructure
structure format: SMILES
structure data: OC[C@@H](O)COP(O)(O)=O