Dihomo-gamma-linolenic-acid

Dihomo-gamma-linolenic acid (DGLA) is a precursor of physiologically active eicosanoids, including group 1 prostaglandins and thromboxanes. DGLA is used in combination with interferons for the enhancement of the anti-virus, anti-cancer, or anti-inflammatory effects, and in combination with prostaglandin E1 for the treatment of atopy of the skin and mucosa. For nutritional supplementation, also for treating dietary shortage or imbalance. The role of FASN inhibition is unknown. Dihomo-gamma-linolenic acid is a 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5.

General

Type : Fatty acid

Chemical_Nomenclature : (8Z,11Z,14Z)-icosa-8,11,14-trienoic acid

Canonical SMILES : CCCCCC=CCC=CCC=CCCCCCCC(=O)O

InChI : InChI=1S\/C20H34O2\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22\/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)\/b7-6-,10-9-,13-12-

InChIKey : HOBAELRKJCKHQD-QNEBEIHSSA-N

Other name(s) : Dihomo-gamma-linolenic acid,DGLA,Gamma-Homolinolenic acid,Homo-gamma-linolenic acid,8,11,14-Eicosatrienoic acid,Cis-8,11,14-Eicosatrienoic Acid


MW : 306.48

Formula : C20H34O2

CAS_number : 1783-84-2

PubChem : 5280581

UniChem : HOBAELRKJCKHQD-QNEBEIHSSA-N

IUPHAR :

Wikipedia :

Target

Families : Dihomo-gamma-linolenic-acid ligand of proteins in family: Thioesterase

Stucture :

Protein : human-FASN

References (1)

Title : Crystal structure of FAS thioesterase domain with polyunsaturated fatty acyl adduct and inhibition by dihomo-gamma-linolenic acid - Zhang_2011_Proc.Natl.Acad.Sci.U.S.A_108_15757
Author(s) : Zhang W , Chakravarty B , Zheng F , Gu Z , Wu H , Mao J , Wakil SJ , Quiocho FA
Ref : Proc Natl Acad Sci U S A , 108 :15757 , 2011
Abstract : Zhang_2011_Proc.Natl.Acad.Sci.U.S.A_108_15757
ESTHER : Zhang_2011_Proc.Natl.Acad.Sci.U.S.A_108_15757
PubMedSearch : Zhang_2011_Proc.Natl.Acad.Sci.U.S.A_108_15757
PubMedID: 21908709
Gene_locus related to this paper: human-FASN