Cis-8,11,14,17-Eicosatetraenoic acid (BioCAD00000020100)

blood microbial natural products

Metabolite Card

Formula: C20H32O2 (304.2402)
SMILES: CC\C=C/C\C=C/C\C=C/C\C=C/CCCCCCC(O)=O

Synonyms [en]

8Z,11Z,14Z,17Z-eicosatetraenoic acid; omega-3-Arachidonic acid; (8Z,11Z,14Z,17Z)-eicosatetraenoic acid; (Z,Z,Z,Z)-icosa-8,11,14,17-tetraenoic acid; (8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoic acid; omega-3 Arachidonic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cis-8,11,14,17-Eicosatetraenoic 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: BioCAD00000020100). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Cis-8,11,14,17-Eicosatetraenoic acid is an eicosanoid present in marine lipids, a minor n-3 polyunsaturated fatty acid (PUFA) which is a position isomer of 20:4n-6. n-3 PUFA contained in marine lipids appear to have a protective effect against coronary heart disease and thrombosis. Human platelets metabolize 8,11,14,17-eicosatetraenoic acid primarily into 12-hydroxy-8,10,14,17-eicosatetraenoic acid. The eicosanoids are a diverse family of molecules that have powerful effects on cell function. They are best known as intercellular messengers, having autocrine and paracrine effects following their secretion from the cells that synthesize them. The diversity of possible products that can be synthesized from eicosatrienoic acid is due, in part to the variety of enzymes that can act on it. Studies have placed many, but not all, of these enzymes at or inside the nucleus. In some cases, the nuclear import or export of eicosatrienoic acid-processing enzymes is highly regulated. Furthermore, nuclear receptors that are activated by specific eicosanoids are known to exist. Taken together, these findings indicate that the enzymatic conversion of eicosatrienoic acid to specific signaling molecules can occur in the nucleus, that it is regulated, and that the synthesized products may act within the nucleus. PMID: 3109494, 8142566, 16574479, 15896193, 10037447). Trans fatty acids are characteristically produced during industrial hydrogenation of plant oils.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2091-26-1
  • CAS Registry Number: 24880-40-8
  • PubChem: 11722594
  • PubChem: 3080584
  • ChEBI: ChEBI:170116
  • ChEBI: ChEBI:71488
  • HMDB: HMDB0002177
  • LipidMaps: LMFA01030818
  • BioCyc: CPD-8121
  • NCBI MeSH: 8,11,14,17-eicosatetraenoic acid
  • RefMet: RM0139472
  • Metlin: METLIN_62952
  • Metlin: METLIN_74354
  • Coconut NaturalProduct: CNP0407826.0
  • Coconut NaturalProduct: CNP0430142.0

Class / Ontology

Metabolic Network
ID EC Number Name
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mortierella alpina [ncbi taxid: 64518]
  3. Perna canaliculus [ncbi taxid: 38949]

Pathway Synthetic

pathway id name
WikiPathways:WP4350 Omega-3 / omega-6 fatty acid synthesis
WikiPathways:WP4491 Elongation of (very) long chain fatty acids
WikiPathways:WP4723 Omega-3 / omega-6 fatty acid synthesis
WikiPathways:WP4853 Linoleic acid metabolism affected by SARS-CoV-2
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
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