16(17)-EpDPE (BioCAD00000025853)
Metabolite Card
Formula: C22H32O3 (344.2351)
SMILES: CC\C=C/CC1OC1C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O
Synonyms [en]
16(17)-EpDPE; 16,17-EDP; 16(17)-epoxy-4Z,7Z,10Z,13Z,19Z-docosapentaenoic acid; 16,17-Epoxydocosapentaenoic acid; 16(17)-EpDoPE; (4Z,7Z,10Z,13Z,19Z)-16,17-epoxydocosapentaenoic acid
Last reviewed on 2024-06-28.
Cite this Page
16(17)-EpDPE. 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: BioCAD00000025853). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
16(17)-EpETE is the DHA homolog of 14(15)-EpETrE, derived via epoxidation of the 16,17-double bond of docosahexaenoic acid (DHA). The EDHF (endothelium-derived hyperpolarizing factor) activity of 16(17)-EpDPE has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a murine inflammation model (PMID: 12391014). EDHF is an unidentified mediator released from vascular endothelial cells in response to acetylcholine and bradykinin which is distinct from the NOS- (nitric oxide) and COX-derived (prostacyclin) vasodilators (PMID: 9504399, 10519554). Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids produces epoxides such as 14(15)-EpETrE which are prime candidates for the actual active mediator (PMID: 9401962). However, the CYP450 metabolites of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) have been little studied relative to arachidonate epoxygenase metabolites.
DBLinks
- CAS Registry Number: NA
- PubChem CID: 14392758
- ChEBI: 72855
- HMDB: HMDB0013621
- LipidMaps: LMFA04000037
- KEGG:
- BioCyc:
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: NA
- PubChem: 14392758
- ChEBI: ChEBI:72855
- HMDB: HMDB0013621
- LipidMaps: LMFA04000037
- RefMet: RM0152292
- Metlin: METLIN_45395
- Coconut NaturalProduct: CNP0091468.0
Class / Ontology
- WishartLab ClassyFire: [Fatty acids and conjugates] Fatty acids and conjugates
- RefMet: [Docosanoids] Docosanoids
- LipidMaps: [Other Docosanoids [FA0400]] Other Docosanoids [FA0400]
- ChEBI: [CHEBI:72855] (4Z,7Z,10Z,13Z,19Z)-16,17-epoxydocosapentaenoic acid
- Coconut NaturalProduct: [Other Docosanoids] Other Docosanoids
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| WikiPathways:WP5154 | Docosahexaenoic acid oxylipin metabolism |