(9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid (BioCAD00000000710)

blood

Metabolite Card

Formula: C18H32O4 (312.23)
SMILES: CCCCC[C@H](OO)\C=C\C=C/CCCCCCCC(O)=O

Synonyms [en]

13S-Hydroperoxy-9Z,11E-octadecadienoic acid; 13(S)-HPODE; (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid; (9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoate; 13-Hpode; (9Z,11E,13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(9Z,11E)-(13S)-13-Hydroperoxyoctadeca-9,11-dienoic 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: BioCAD00000000710). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

13-L-Hydroperoxylinoleic acid (13(S)-HPODE) is one of the primary products of the major polyunsaturated fatty acids (linoleic acid and arachidonic acid) from the 15-lipoxygenase pathway (EC 1.13.11.31). 13(S)-HPODE is a rather unstable metabolite and is rapidly metabolized to more stable secondary products such as diverse forms of hydroxy fatty acids (via reduction of the hydroperoxy group), alkoxy radicals (via homolytic cleavage of the peroxy group), forms of dihydro(pero)xy fatty acids (via lipoxygenase-catalysed double and triple oxygenation), or epoxy leukotrienes (via a hydrogen abstraction from a doubly allylic methylene group and a homolytic cleavage of the hydroperoxy group) (PMID: 9082450).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 33964-75-9
  • PubChem: 5280720
  • PubChem: 6437847
  • PubChem: 7289
  • ChEBI: ChEBI:15655
  • ChEBI: ChEBI:91272
  • HMDB: HMDB0003871
  • LipidMaps: LMFA02000034
  • KEGG: C04717
  • NCBI MeSH: 13-hydroperoxy-9,11-octadecadienoic acid
  • RefMet: RM0139402
  • RefMet: RM0153715
  • MoNA: UT000064
  • MoNA: UT000065
  • MoNA: UT000066
  • MoNA: UT000067
  • MoNA: UT000068
  • MoNA: UT000069
  • MoNA: UT000070
  • MoNA: UT000071
  • MoNA: UT000072
  • Metlin: METLIN_36036

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03626 1.13.11.12 linoleate:oxygen 13-oxidoreductase
KEGG:R13321 4.2.1.183 (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate lyase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-TAE-2744344 Secondary metabolism
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-1119618 13-LOX and 13-HPL pathway
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-1119618 13-LOX and 13-HPL pathway
Plant Reactome:R-DRO-2744345 Metabolism and regulation
Plant Reactome:R-OGU-1119618 13-LOX and 13-HPL pathway
Plant Reactome:R-OMI-1119618 13-LOX and 13-HPL pathway
Plant Reactome:R-OMI-1119566 Divinyl ether biosynthesis II (13-LOX)
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-PTI-1119566 Divinyl ether biosynthesis II (13-LOX)
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744344 Secondary metabolism
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PVU-2744345 Metabolism and regulation
Plant Reactome:R-PVU-1119566 Divinyl ether biosynthesis II (13-LOX)
Plant Reactome:R-BNA-1119566 Divinyl ether biosynthesis II (13-LOX)
Plant Reactome:R-BRA-1119618 13-LOX and 13-HPL pathway
Plant Reactome:R-DCA-1119618 13-LOX and 13-HPL pathway
View All Pathways