(6Z,9Z,12Z)-Octadecatrienoic acid (BioCAD00000000671)

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Metabolite Card

Formula: C18H30O2 (278.2246)
SMILES: CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O

Synonyms [en]

gamma-Linolenic acid; Gamolenic Acid; (6Z,9Z,12Z)-Octadecatrienoic acid; 6,9,12-Octadecatrienoic acid; 6Z,9Z,12Z-octadecatrienoic acid; (6,9,12)-linolenic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(6Z,9Z,12Z)-Octadecatrienoic acid. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000000671). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

gamma-Linolenic acid, also known as 18:3n6 or GLA, belongs to the class of organic compounds known as linoleic acids and derivatives. These are derivatives of linoleic acid. Linoleic acid is a polyunsaturated omega-6 18-carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. gamma-Linolenic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. gamma-Linolenic acid is an omega-6 fatty acid produced in the body as the delta 6-desaturase metabolite of linoleic acid. It is converted into dihomo-gamma-linolenic acid, a biosynthetic precursor of monoenoic prostaglandins such as PGE1 (PubChem).

Cytoplasm Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 506-26-3
  • PubChem: 5280933
  • PubChem: 8661
  • ChEBI: ChEBI:28661
  • HMDB: HMDB0003073
  • LipidMaps: LMFA01030141
  • KEGG: C06426
  • KEGG: D07213
  • BioCyc: CPD-8117
  • NCBI MeSH: gamma-Linolenic Acid
  • Wikipedia: Gamma-Linolenic_acid
  • DrugBank: DB13854
  • RefMet: RM0139466
  • MoNA: BAF_UVA_POS000153
  • MoNA: HMDB0003073_c_ms_1862
  • MoNA: HMDB0003073_ms_ms_285956
  • MoNA: HMDB0003073_ms_ms_285957
  • MoNA: HMDB0003073_ms_ms_285958
  • MoNA: HMDB0003073_ms_ms_285959
  • MoNA: MoNA016751
  • MoNA: MoNA016891
  • MoNA: PR010203
  • MoNA: PR100632
  • MoNA: PT203900
  • MoNA: RP014301
  • MoNA: RP014302
  • MoNA: RP014303
  • MoNA: RP014311
  • MoNA: RP014312
  • Metlin: METLIN_386

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07063 1.14.19.3 linoleoyl-CoA,hydrogen-donor:oxygen oxidoreductase
KEGG:R08181 3.1.2.2 C03035 + C00001<=>C00010 + C06426
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
WikiPathways:WP4350 Omega-3 / omega-6 fatty acid synthesis
WikiPathways:WP4491 Elongation of (very) long chain fatty acids
WikiPathways:WP5241 Mitochondrial beta-oxidation
WikiPathways:WP4586 Metabolism of alpha-linolenic acid
WikiPathways:WP4723 Omega-3 / omega-6 fatty acid synthesis
WikiPathways:WP4853 Linoleic acid metabolism affected by SARS-CoV-2
PathBank:SMP0012473 Triacylglycerol Degradation TG(16:0/16:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012485 Triacylglycerol Degradation TG(16:0/18:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012497 Triacylglycerol Degradation TG(16:0/18:1(9Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012509 Triacylglycerol Degradation TG(16:0/18:1(11Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012521 Triacylglycerol Degradation TG(16:0/18:2(9Z,12Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012529 Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:0)
PathBank:SMP0012533 Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012537 Triacylglycerol Degradation TG(16:0/18:3(6Z,9Z,12Z)/20:1(13Z))
PathBank:SMP0012545 Triacylglycerol Degradation TG(16:0/18:3(9Z,12Z,15Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012557 Triacylglycerol Degradation TG(16:0/20:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012569 Triacylglycerol Degradation TG(16:0/20:1(11Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012581 Triacylglycerol Degradation TG(16:0/20:1(13Z)/18:3(6Z,9Z,12Z))
PathBank:SMP0012593 Triacylglycerol Degradation TG(16:0/22:0/18:3(6Z,9Z,12Z))
PathBank:SMP0012605 Triacylglycerol Degradation TG(16:0/22:1(13Z)/18:3(6Z,9Z,12Z))
View All Pathways