Cis-8,11,14,17-Eicosatetraenoic acid (BioCAD00000020100)
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
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.
DBLinks
- CAS Registry Number: 2091-26-1
- PubChem CID: 11722594
- ChEBI: 71488
- HMDB: HMDB0002177
- LipidMaps: LMFA01030818
- KEGG:
- BioCyc: CPD-8121
- NCBI MeSH: 8,11,14,17-eicosatetraenoic acid
- Wikipedia:
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
- WishartLab ClassyFire: [Fatty acids and conjugates] Fatty acids and conjugates
- RefMet: [Unsaturated FA] Unsaturated FA
- LipidMaps: [Unsaturated fatty acids [FA0103]] Unsaturated fatty acids [FA0103]
- ChEBI: [CHEBI:71488] all-cis-8,11,14,17-icosatetraenoic acid
- Coconut NaturalProduct: [Unsaturated fatty acids] Unsaturated fatty acids
Taxonomy Source
- Homo sapiens [ncbi taxid: 9606]
- Mortierella alpina [ncbi taxid: 64518]
- 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 |