18-Hydroxyoleate (BioCAD00000002154)

plant natural products microbial natural products

Metabolite Card

Formula: C18H34O3 (298.2508)
SMILES: OCCCCCCCC\\C=C/CCCCCCCC(O)=O

Synonyms [en]

18-hydroxyoleic acid; 18-Hydroxy-9-octadecenoic acid; 18-hydroxy-9Z-octadecenoic acid; (9Z)-18-hydroxyoctadec-9-enoic acid; 19-HOME(9Z); 18-Hydroxyoleate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

18-Hydroxyoleate. 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: BioCAD00000002154). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

An omega-hydroxy fatty acid that is 18-hydroxyoctadecanoic acid which has been dehydrogenated to introduce a trans double bond at the 9-10 position." []

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 3329-38-2
  • PubChem: 3014191
  • PubChem: 5312773
  • ChEBI: ChEBI:78424
  • ChEBI: ChEBI:79312
  • LipidMaps: LMFA02000181
  • KEGG: C19616
  • BioCyc: 18-HYDROXYOLEATE
  • Metlin: METLIN_35569
  • Metlin: METLIN_74581
  • Coconut NaturalProduct: CNP0163525.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R09452 1.14.14.80 (9Z)-octadecenoic acid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
KEGG:R09455 1.1.-.- C19616<=>C19617
KEGG:R09463 1.11.2.3 18-hydroxyoleate:lipid-hydroperoxide oxidoreductase (9,10-epoxidising)
Rhea:RHEA:41729 1.14.14.80 (9Z)-octadecenoate + reduced [NADPH—hemoprotein reductase] + O2 => 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:41730 1.14.14.80 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => (9Z)-octadecenoate + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:41731 1.14.14.80 (9Z)-octadecenoate + reduced [NADPH—hemoprotein reductase] + O2 <=> 18-hydroxy-(9Z)-octadecenoate + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:60961 18-hydroxy-(9Z)-octadecenoate + UDP-α-D-glucose => (9Z)-18-hydroxyoctadec-9-enoate 18-O-β-D-glucoside + UDP + H+
Rhea:RHEA:60962 (9Z)-18-hydroxyoctadec-9-enoate 18-O-β-D-glucoside + UDP + H+ => 18-hydroxy-(9Z)-octadecenoate + UDP-α-D-glucose
Rhea:RHEA:60963 18-hydroxy-(9Z)-octadecenoate + UDP-α-D-glucose <=> (9Z)-18-hydroxyoctadec-9-enoate 18-O-β-D-glucoside + UDP + H+
BioCyc:RXN-16400 1.14.14.80 OLEATE-CPD + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> 18-HYDROXYOLEATE + Ox-NADPH-Hemoprotein-Reductases + WATER
BioCyc:RXN-16416 1.1.1.- 18-HYDROXYOLEATE + NADP --> 18-OXOOLEATE + NADPH + PROTON
BioCyc:RXN-1064 1.11.2.3 A-LIPID-HYDROPEROXIDE + 18-HYDROXYOLEATE --> 910-EPOXY-18-HYDROXYSTEARATE + Lipid-hydroxy-fatty-acids
BioCyc:RXN-16402 6.2.1.3 18-HYDROXYOLEATE + CO-A + ATP --> CPD-17370 + PPI + AMP
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