CHEBI:74933 - 1-(γ-linolenoyl)-sn-glycero-3-phosphate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 1-(γ-linolenoyl)-sn-glycero-3-phosphate
ChEBI ID CHEBI:74933
ChEBI ASCII Name 1-(gamma-linolenoyl)-sn-glycero-3-phosphate
Definition A 1-acyl-sn-glycerol 3-phosphate in which the 1-acyl substituent is specified as γ-linolenoyl (6Z,9Z,12Z-octadecatrienoyl).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H37O7P
Net Charge 0
Average Mass 432.48800
Monoisotopic Mass 432.22769
InChI InChI=1S/C21H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,12-13,20,22H,2-5,8,11,14-19H2,1H3,(H2,24,25,26)/b7-6-,10-9-,13-12-/t20-/m1/s1
InChIKey KWFUSJZUJLGPTO-ZJVPVJIZSA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)OC[C@@H](O)COP(O)(O)=O
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via phosphatidic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1-(γ-linolenoyl)-sn-glycero-3-phosphate (CHEBI:74933) has functional parent γ-linolenic acid (CHEBI:28661)
1-(γ-linolenoyl)-sn-glycero-3-phosphate (CHEBI:74933) is a 1,2-diacyl-sn-glycerol 3-phosphate (CHEBI:29089)
1-(γ-linolenoyl)-sn-glycero-3-phosphate (CHEBI:74933) is conjugate acid of γ-linolenoyl-sn-glycero-3-phosphate(2−) (CHEBI:74581)
Incoming γ-linolenoyl-sn-glycero-3-phosphate(2−) (CHEBI:74581) is conjugate base of 1-(γ-linolenoyl)-sn-glycero-3-phosphate (CHEBI:74933)
IUPAC Name
(2R)-2-hydroxy-3-(phosphonooxy)propyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate
Synonyms Sources
(6Z,9Z,12Z)-octadecatrienoyl-sn-glycero-3-phosphate ChEBI
1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate LIPID MAPS
PA(18:3(6Z,9Z,12Z)/0:0) LIPID MAPS
Manual Xref Database
LMGP10050023 LIPID MAPS
View more database links
Last Modified
25 July 2013