Dihomo-gamma-linolenate (BioCAD00000010008)

blood feces saliva adipose tissue epidermis placenta

Metabolite Card

Formula: C20H34O2 (306.2559)
SMILES: CCCCC\C=C/C\C=C/C\C=C/CCCCCCC(O)=O

Synonyms [en]

8Z,11Z,14Z-eicosatrienoic acid; Dihomo-gamma-linolenic acid; (8Z,11Z,14Z)-Icosatrienoic acid; (Z,Z,Z)-8,11,14-Eicosatrienoic acid; gamma-Homolinolenic acid; (Z,Z,Z)-8,11,14-Icosatrienoate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Dihomo-gamma-linolenate. 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: BioCAD00000010008). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

8,11,14-Eicosatrienoic acid is a 20-carbon-chain omega-6 fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid (5,8,11,14-eicosatetraenoic acid) only at position 5. 8,11,14-Eicosatrienoic acid is also known as Dihomo-gamma-linolenic acid (DGLA). In physiological literature, it is given the name 20:3(n-6). DGLA is the elongation product of the 18 carbon gamma-linolenic acid (GLA). DGLA can be converted into prostaglandin E1 (PGE1). PGE1 inhibits platelet aggregation and also exerts a vasodilatory effect. DGLA competes with arachadonic acid for COX and lipoxygenase, inhibiting the production of arachadonic acid's eicosanoids.

Cytoplasm Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1783-84-2
  • PubChem: 5280581
  • ChEBI: ChEBI:53486
  • HMDB: HMDB0002925
  • LipidMaps: LMFA01030158
  • KEGG: C03242
  • NCBI MeSH: 8,11,14-Eicosatrienoic Acid
  • Wikipedia: Dihomo-%CE%B3-linolenic_acid
  • Wikipedia: Dihomo-γ-linolenic acid
  • DrugBank: DB00154
  • RefMet: RM0153916
  • MoNA: HMDB0002925_ms_ms_2166
  • MoNA: HMDB0002925_ms_ms_2167
  • MoNA: HMDB0002925_ms_ms_2168
  • Metlin: METLIN_34828

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08182 3.1.2.2 C03595 + C00001<=>C00010 + C03242
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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:WP15 Selenium micronutrient network
WikiPathways:WP4723 Omega-3 / omega-6 fatty acid synthesis
WikiPathways:WP4853 Linoleic acid metabolism affected by SARS-CoV-2
WikiPathways:WP3257 Selenium micronutrient network
PathBank:SMP0087429 Alpha Linolenic Acid and Linoleic Acid Metabolism
PathBank:SMP0000018 Alpha Linolenic Acid and Linoleic Acid Metabolism
PathBank:SMP0087171 Alpha Linolenic Acid and Linoleic Acid Metabolism
PathBank:SMP0087372 Alpha Linolenic Acid and Linoleic Acid Metabolism
PathBank:SMP0087279 Alpha Linolenic Acid and Linoleic Acid Metabolism
PathBank:SMP0063593 Alpha Linolenic Acid and Linoleic Acid Metabolism
View All Pathways