(9S,13S,15Z)-12-Oxo-10,11-dihydrophyto-15-enoate (BioCAD00000000707)

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Metabolite Card

Formula: C18H30O3 (294.2195)
SMILES: CC\C=C/C[C@H]1[C@@H](CCCCCCCC(O)=O)CCC1=O

Synonyms [en]

OPC-8:0; (1S,2S)-3-oxo-2-(2'Z-pentenyl)-cyclopentaneoctanoic acid; (9S,13S)-10,11-dihydro-12-oxo-15-phytoenoic acid; 3-Oxo-2-(2-entenyl)cyclopentaneoctanoic acid; 8-[(1S,2S)-3-Oxo-2-[(Z)-pent-2-enyl]cyclopentyl]octanoic acid; 8-{(1S,2S)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}octanoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(9S,13S,15Z)-12-Oxo-10,11-dihydrophyto-15-enoate. 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: BioCAD00000000707). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid, also known as opc-8:0, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid is considered to be an octadecanoid lipid molecule. 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid can be found in common wheat, corn, eggplant, and flaxseed, which makes 3-oxo-2-(2-entenyl)cyclopentaneoctanoic acid a potential biomarker for the consumption of these food products.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 204135-86-4
  • PubChem: 5280729
  • ChEBI: ChEBI:137132
  • HMDB: HMDB0301805
  • LipidMaps: LMFA02010007
  • KEGG: C04780
  • Metlin: METLIN_36059
  • Coconut NaturalProduct: CNP0313826.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03401 1.3.1.42 (9S,13S)-10,11-dihydro-12-oxo-15-phytoenoate:NADP+ 4-oxidoreductasee
KEGG:R07887 6.2.1.- C00002 + C04780 + C00010<=>C00020 + C00013 + C16327
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