Reference/PathWhiz PW085307
type: UnificationXref
id: PW085307
db: PathWhiz

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

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

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

CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
type: SmallMolecule
entity reference: CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

NADH
type: SmallMolecule
entity reference: NADH

Cytidine triphosphate
type: SmallMolecule
entity reference: Cytidine triphosphate

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

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

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

Pyrophosphate
type: SmallMolecule
entity reference: Pyrophosphate

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

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

Reference/UniProt Q19388
type: UnificationXref
id: Q19388
db: UniProt

NAD
type: SmallMolecule
entity reference: NAD

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

ChemicalStructure/PW C099548
type: ChemicalStructure
structure format: SMILES

Reference/KEGG Compound C03035
type: UnificationXref
id: C03035
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/BioCyc GAMMA-LINOLENOYL-COA
type: UnificationXref
id: GAMMA-LINOLENOYL-COA
db: BioCyc

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

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

SubPathwayInteraction77508
type: Interaction
name: SubPathwayReaction
name: SubPathway77508Reaction
participant: Dihydroxyacetone phosphate

Reference/HMDB HMDB0010591
type: UnificationXref
id: HMDB0010591
db: HMDB

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

Reference/CAS 18198-76-0
type: UnificationXref
id: 18198-76-0
db: CAS

PG(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0010591
xref: Reference/ChEBI CHEBI 17517
xref: Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL
xref: Reference/ChemSpider 24768090
xref: Reference/PubChem-compound 52926477
xref: Reference/KEGG Compound C00344
chemical formula: C40H71O10P
molecular weight: 742.47845
structure: ChemicalStructure/PW C006599

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

Reference/HMDB HMDB0006532
type: UnificationXref
id: HMDB0006532
db: HMDB

PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMoleculeReference
xref: Reference/PubChem-compound 53481813
xref: Reference/ChEBI CHEBI 37393
xref: Reference/HMDB HMDB0013493
xref: Reference/BioCyc L-1-PHOSPHATIDYL-GLYCEROL-P
xref: Reference/KEGG Compound C03892
chemical formula: C40H72O13P2
molecular weight: 822.4448
structure: ChemicalStructure/PW C008410

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

Reference/PubChem-compound 53481813
type: UnificationXref
id: 53481813
db: PubChem-compound

Palmitoleyl-CoA
type: SmallMoleculeReference
xref: Reference/PubChem-compound 53477852
xref: Reference/HMDB HMDB0006532
xref: Reference/ChEBI CHEBI 53152
xref: Reference/CAS 18198-76-0
chemical formula: C37H64N7O17P3S
molecular weight: 1003.3292
structure: ChemicalStructure/PW C002798

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

ChemicalStructure/PW C002737
type: ChemicalStructure
structure format: SMILES

Reference/UniProt P53439
type: UnificationXref
id: P53439
db: UniProt

Uncharacterized protein
type: Protein
entity reference: Uncharacterized protein

Probable cardiolipin synthase (CMP-forming)
type: Protein
entity reference: Probable cardiolipin synthase (CMP-forming)

CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
type: SmallMoleculeReference
chemical formula: C52H79N3O15P2
molecular weight: 1047.4987
structure: ChemicalStructure/PW C099588

Phosphatidate cytidylyltransferase
type: Protein
entity reference: Phosphatidate cytidylyltransferase

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

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

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

Reaction139772
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002798/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000081/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C042972/Stoichiometry/1.0
right: Coenzyme A
right: LPA(16:1(9Z)/0:0)
spontaneous: false
left: Palmitoleyl-CoA
left: Glycerol 3-phosphate
name: Glycerol 3-phosphate + Palmitoleyl-CoA → Coenzyme A + LPA(16:1(9Z)/0:0)
conversion direction: LEFT_TO_RIGHT

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

Protein/14779/Stoichiometry/2.0
type: Stoichiometry
physical entity: Probable glycerol-3-phosphate dehydrogenase 2
stoichiometric coefficient: 2.0

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

ChemicalStructure/PW C062275
type: ChemicalStructure
structure format: SMILES
structure data: [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCC)(COP(O)(O)=O)OC(=O)CCCC\C=C/C\C=C/C\C=C/CCCCC

Probable glycerol-3-phosphate dehydrogenase 2
type: Protein
entity reference: Probable glycerol-3-phosphate dehydrogenase 2

Hydrogen Ion
type: SmallMolecule
entity reference: Hydrogen Ion

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

Reference/UniProt O01916
type: UnificationXref
id: O01916
db: UniProt

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

CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
type: SmallMolecule
entity reference: CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

Reference/PathWhiz PW088465
type: UnificationXref
id: PW088465
db: PathWhiz

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

Probable glycerol-3-phosphate acyltransferase, mitochondrial
type: Protein
entity reference: Probable glycerol-3-phosphate acyltransferase, mitochondrial

Putative 1-acyl-sn-glycerol-3-phosphate acyltransferase acl-1
type: Protein
entity reference: Putative 1-acyl-sn-glycerol-3-phosphate acyltransferase acl-1

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

ChemicalStructure/PW C002798
type: ChemicalStructure
structure format: SMILES

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

PA(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: PA(16:1(9Z)/18:3(6Z,9Z,12Z))

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

ChemicalStructure/PW C006599
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C008410
type: ChemicalStructure
structure format: SMILES

Reference/SMPDB SMP0084289
type: UnificationXref
id: SMP0084289
db: SMPDB

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

Reference/PubChem-compound 53477852
type: UnificationXref
id: 53477852
db: PubChem-compound

ChemicalStructure/PW C042972
type: ChemicalStructure
structure format: SMILES
structure data: [H]\C(CCCCCC)=C(/[H])CCCCCCCC(=O)OCC(O)COP(O)(O)=O

Glycolysis
type: Pathway
pathway order: SubPathwayInteractionSteps/SubPathway77508
pathway component: SubPathwayInteraction77508
xref: Reference/SMPDB SMP0087446
xref: Reference/PathWhiz PW088465
name: SubPathway

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

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

Compound/PW C006599/Stoichiometry/1.0
type: Stoichiometry
physical entity: PG(16:1(9Z)/18:3(6Z,9Z,12Z))
stoichiometric coefficient: 1.0

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

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

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/SMPDB SMP0087446
type: UnificationXref
id: SMP0087446
db: SMPDB

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

PA(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00416
xref: Reference/BioCyc L-PHOSPHATIDATE
xref: Reference/HMDB HMDB0114857
xref: Reference/ChEBI CHEBI 16337
chemical formula: C37H65O8P
molecular weight: 668.4417
structure: ChemicalStructure/PW C062275

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

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/UniProt Q93841
type: UnificationXref
id: Q93841
db: UniProt

Cardiolipin Biosynthesis CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
type: Pathway
pathway order: PathwayEnzymeReaction/1600181
pathway order: PathwayEnzymeReaction/1600180
pathway order: PathwayEnzymeReaction/1600179
pathway order: PathwayTransport/1600175
pathway order: PathwaySubPathway/77508
pathway order: PathwayEnzymeReaction/1600178
pathway order: PathwayEnzymeReaction/1600183
pathway order: PathwayEnzymeReaction/1600182
pathway order: PathwayEnzymeReaction/1600184
pathway component: Transport6438
pathway component: Glycolysis
pathway component: ReactionCatalysis128371
pathway component: ReactionCatalysis128370
pathway component: Reaction139772
pathway component: Reaction140134
pathway component: Reaction140136
pathway component: ReactionCatalysis128202
pathway component: ReactionCatalysis128334
pathway component: ReactionCatalysis128235
pathway component: ReactionCatalysis128234
pathway component: 2.7.7.41
pathway component: Reaction138125
pathway component: 2.7.8.5
pathway component: ReactionCatalysis128332
pathway component: Reaction140170
xref: Reference/PathWhiz PW085307
xref: Reference/SMPDB SMP0084289
organism: Caenorhabditis elegans

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

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

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

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

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

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

Reaction140170
type: BiochemicalReaction
participant stoichiometry: Compound/PW C099588/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000064/Stoichiometry/1.0
participant stoichiometry: Compound/PW C100908/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006599/Stoichiometry/1.0
right: Cytidine monophosphate
right: CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
spontaneous: false
left: PG(16:1(9Z)/18:3(6Z,9Z,12Z))
left: CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
name: CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) + PG(16:1(9Z)/18:3(6Z,9Z,12Z)) → CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) + Cytidine monophosphate
conversion direction: LEFT_TO_RIGHT

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

Transport6438
type: Transport
participant stoichiometry: Compound/PW C062275 Mitochondrial Outer Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C062275 Mitochondrial Inner Membrane/Stoichiometry/1.0
right: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
spontaneous: false
left: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
name: PA(16:1(9Z)/18:3(6Z,9Z,12Z)) (→) Transport: Caenorhabditis elegans, Cell, Mitochondrial Outer Membrane to Caenorhabditis elegans, Cell, Mitochondrial Inner Membrane
conversion direction: LEFT_TO_RIGHT

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

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 C03892
type: UnificationXref
id: C03892
db: KEGG Compound

ReactionCatalysis128371
type: Catalysis
controller: Uncharacterized protein
controlled: Reaction140134
control type: ACTIVATION

ReactionCatalysis128370
type: Catalysis
controller: Phosphatidate cytidylyltransferase
controlled: 2.7.7.41
control type: ACTIVATION

Compound/PW C062275/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
stoichiometric coefficient: 1.0

CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMoleculeReference
chemical formula: C46H77N3O15P2
molecular weight: 973.483
structure: ChemicalStructure/PW C099548

Cytidine monophosphate
type: SmallMolecule
entity reference: Cytidine monophosphate

Reference/HMDB HMDB0114857
type: UnificationXref
id: HMDB0114857
db: HMDB

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

Reference/ChemSpider 24768090
type: UnificationXref
id: 24768090
db: ChemSpider

Reference/ChEBI CHEBI 15508
type: UnificationXref
id: CHEBI:15508
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/UniProt Q22949
type: UnificationXref
id: Q22949
db: UniProt

Compound/PW C002798/Stoichiometry/1.0
type: Stoichiometry
physical entity: Palmitoleyl-CoA
stoichiometric coefficient: 1.0

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

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

CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
entity reference: CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

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

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

Reference/PubChem-compound 11966132
type: UnificationXref
id: 11966132
db: PubChem-compound

ChemicalStructure/PW C000057
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 75070
type: UnificationXref
id: CHEBI:75070
db: ChEBI

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

PA(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
entity reference: PA(16:1(9Z)/18:3(6Z,9Z,12Z))

PA(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
cellular location: Mitochondrial Outer Membrane
entity reference: PA(16:1(9Z)/18:3(6Z,9Z,12Z))

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

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

ChemicalStructure/PW C100908
type: ChemicalStructure
structure format: SMILES

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

Reference/UniProt P34517
type: UnificationXref
id: P34517
db: UniProt

γ-Linolenoyl-CoA
type: SmallMoleculeReference
xref: Reference/CAS 18172-33-3
xref: Reference/PubChem-compound 11966132
xref: Reference/BioCyc GAMMA-LINOLENOYL-COA
xref: Reference/ChemSpider 10140126
xref: Reference/HMDB HMDB0006368
xref: Reference/ChEBI CHEBI 15508
xref: Reference/KEGG Compound C03035
chemical formula: C39H64N7O17P3S
molecular weight: 1027.3292
structure: ChemicalStructure/PW C002737

Coenzyme A
type: SmallMolecule
entity reference: Coenzyme A

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

Caenorhabditis elegans
type: BioSource
xref: Reference/TAXONOMY 6239

Compound/PW C100908/Stoichiometry/1.0
type: Stoichiometry
physical entity: CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
stoichiometric coefficient: 1.0

ReactionCatalysis128235
type: Catalysis
controller: Putative 1-acyl-sn-glycerol-3-phosphate acyltransferase acl-1
controlled: Reaction140136
control type: ACTIVATION

ReactionCatalysis128234
type: Catalysis
controller: Probable glycerol-3-phosphate acyltransferase, mitochondrial
controlled: Reaction139772
control type: ACTIVATION

Reference/HMDB HMDB0006368
type: UnificationXref
id: HMDB0006368
db: HMDB

Reference/PubChem-compound 52926477
type: UnificationXref
id: 52926477
db: PubChem-compound

Probable glycerol-3-phosphate dehydrogenase 2
type: ProteinReference
xref: Reference/UniProt P34517

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

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

Probable cardiolipin synthase (CMP-forming)
type: ProteinReference
xref: Reference/UniProt O01916

Uncharacterized protein
type: ProteinReference
xref: Reference/UniProt Q19388

Reference/TAXONOMY 6239
type: UnificationXref
id: 6239
db: TAXONOMY

CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
type: ProteinReference
xref: Reference/UniProt Q9BL79

Phosphatidate cytidylyltransferase
type: ProteinReference
xref: Reference/UniProt P53439

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

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

Reference/UniProt Q9BL79
type: UnificationXref
id: Q9BL79
db: UniProt

Putative 1-acyl-sn-glycerol-3-phosphate acyltransferase acl-1
type: ProteinReference
xref: Reference/UniProt Q93841

Probable glycerol-3-phosphate acyltransferase, mitochondrial
type: ProteinReference
xref: Reference/UniProt Q22949

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

γ-Linolenoyl-CoA
type: SmallMolecule
entity reference: γ-Linolenoyl-CoA

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

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

Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
type: Complex
component stoichiometry: Protein/14779/Stoichiometry/2.0
component: Probable glycerol-3-phosphate dehydrogenase 2

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

Reaction140134
type: BiochemicalReaction
participant stoichiometry: Compound/PW C008410/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420/Stoichiometry/1.0
participant stoichiometry: Compound/PW C006599/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001104/Stoichiometry/1.0
right: PG(16:1(9Z)/18:3(6Z,9Z,12Z))
right: Phosphate
spontaneous: false
left: Water
left: PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
name: PGP(16:1(9Z)/18:3(6Z,9Z,12Z)) + Water → PG(16:1(9Z)/18:3(6Z,9Z,12Z)) + Phosphate
conversion direction: LEFT_TO_RIGHT

Reference/CAS 18172-33-3
type: UnificationXref
id: 18172-33-3
db: CAS

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

Reaction140136
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002737/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001099/Stoichiometry/1.0
participant stoichiometry: Compound/PW C042972/Stoichiometry/1.0
participant stoichiometry: Compound/PW C062275/Stoichiometry/1.0
right: Coenzyme A
right: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
spontaneous: false
left: LPA(16:1(9Z)/0:0)
left: γ-Linolenoyl-CoA
name: LPA(16:1(9Z)/0:0) + γ-Linolenoyl-CoA → Coenzyme A + PA(16:1(9Z)/18:3(6Z,9Z,12Z))
conversion direction: LEFT_TO_RIGHT

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

ReactionCatalysis128202
type: Catalysis
controller: Glycerol-3-phosphate dehydrogenase [NAD(+)], cytoplasmic
controlled: Reaction138125
control type: ACTIVATION

2.7.7.41
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000170/Stoichiometry/1.0
participant stoichiometry: Compound/PW C099548/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000057/Stoichiometry/1.0
participant stoichiometry: Compound/PW C062275/Stoichiometry/1.0
right: CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))
right: Pyrophosphate
spontaneous: false
EC number: 2.7.7.41
left: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
left: Cytidine triphosphate
name: Cytidine triphosphate + PA(16:1(9Z)/18:3(6Z,9Z,12Z)) → CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z)) + Pyrophosphate
conversion direction: LEFT_TO_RIGHT

2.7.8.5
type: BiochemicalReaction
participant stoichiometry: Compound/PW C008410/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000064/Stoichiometry/1.0
participant stoichiometry: Compound/PW C099548/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000081/Stoichiometry/1.0
right: Cytidine monophosphate
right: PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
spontaneous: false
EC number: 2.7.8.5
left: CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))
left: Glycerol 3-phosphate
name: CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z)) + Glycerol 3-phosphate → Cytidine monophosphate + PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
conversion direction: LEFT_TO_RIGHT

Compound/PW C062275 Mitochondrial Outer Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
stoichiometric coefficient: 1.0

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

ReactionCatalysis128334
type: Catalysis
controller: Probable cardiolipin synthase (CMP-forming)
controlled: Reaction140170
control type: ACTIVATION

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

ReactionCatalysis128332
type: Catalysis
controller: CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase
controlled: 2.7.8.5
control type: ACTIVATION

Reference/ChemSpider 10140126
type: UnificationXref
id: 10140126
db: ChemSpider

Compound/PW C042972/Stoichiometry/1.0
type: Stoichiometry
physical entity: LPA(16:1(9Z)/0:0)
stoichiometric coefficient: 1.0

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

Compound/PW C002737/Stoichiometry/1.0
type: Stoichiometry
physical entity: γ-Linolenoyl-CoA
stoichiometric coefficient: 1.0

LPA(16:1(9Z)/0:0)
type: SmallMolecule
entity reference: LPA(16:1(9Z)/0:0)

Palmitoleyl-CoA
type: SmallMolecule
entity reference: Palmitoleyl-CoA

Phosphate
type: SmallMolecule
entity reference: Phosphate

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

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

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

CL(16:1(9Z)/18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
type: SmallMoleculeReference
chemical formula: C83H136O17P2
molecular weight: 1466.9253
structure: ChemicalStructure/PW C100908

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

PG(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
entity reference: PG(16:1(9Z)/18:3(6Z,9Z,12Z))

PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
type: SmallMolecule
entity reference: PGP(16:1(9Z)/18:3(6Z,9Z,12Z))

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

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/HMDB HMDB0013493
type: UnificationXref
id: HMDB0013493
db: HMDB

ChemicalStructure/PW C099588
type: ChemicalStructure
structure format: SMILES

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

Compound/PW C062275 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: PA(16:1(9Z)/18:3(6Z,9Z,12Z))
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

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

Compound/PW C008410/Stoichiometry/1.0
type: Stoichiometry
physical entity: PGP(16:1(9Z)/18:3(6Z,9Z,12Z))
stoichiometric coefficient: 1.0

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

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

Compound/PW C099548/Stoichiometry/1.0
type: Stoichiometry
physical entity: CDP-DG(16:1(9Z)/18:3(6Z,9Z,12Z))
stoichiometric coefficient: 1.0

Compound/PW C099588/Stoichiometry/1.0
type: Stoichiometry
physical entity: CDP-DG(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))
stoichiometric coefficient: 1.0

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

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

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

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

LPA(16:1(9Z)/0:0)
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 75070
xref: Reference/KEGG Compound C00681
xref: Reference/BioCyc ACYL-SN-GLYCEROL-3P
chemical formula: C19H37O7P
molecular weight: 408.2277
structure: ChemicalStructure/PW C042972

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

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

Reference/ChEBI CHEBI 53152
type: UnificationXref
id: CHEBI:53152
db: ChEBI

Reaction138125
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

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