(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid

Term ID

CHEBI:48905

Synonyms

(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid
(9Z,11E,15Z)-(13S)-13-Hydroperoxyoctadeca-9,11,15-trienoic acid
(9Z,11E,15Z)-(13S)-Hydroperoxyoctadeca-9,11,15-trienoate
13(S)-HPOT
13(S)-HpOTrE
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
13(S)-hydroperoxylinolenic acid
13-HPOT
13S-HpOTrE
13S-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
13S-hydroperoxy-9Z,11E,15Z-octadecatrienoic acid

Definition

A lipid hydroperoxide, obtained by the formal substitution of a hydrogen at position 9 of (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid by a hydroperoxy group (the 13S-stereoisomer). Biochemically, it is an 18-C rearrangement and primary peroxidation product of alpha-linolenic acid, an intermediate in prostaglandin and leukotriene metabolism, and the substrate of the lyase enzyme hydroperoxide dehydratase.

References

Beilstein:4188888
KEGG:C04785
LIPID_MAPS_instance:LMFA02000052
PMID:35088946
PMID:7893744
Reaxys:4188888

Ontology

ChEBI ( EBI )

Relationships

is a type of: hydroperoxyoctadecatrienoic acid trienoic fatty acid

hydroperoxyoctadecatrienoic acid trienoic fatty acid Show first 5 Terms
has_functional_parent: (9Z,11E,15Z)-octadeca-9,11,15-trienoic acid

(9Z,11E,15Z)-octadeca-9,11,15-trienoic acid Show first 5 Terms
inverse is_conjugate_base_of: (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate

(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate Show first 5 Terms
inverse is_enantiomer_of: (9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid

(9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid Show first 5 Terms
is_conjugate_acid_of: (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate

(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate Show first 5 Terms
is_enantiomer_of: (9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid

(9Z,11E,13R,15Z)-13-hydroperoxyoctadecatrienoic acid Show first 5 Terms

Phenotype

Phenotype resulting from (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid

Phenotype where environments contain (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid

Phenotype modified by environments containing (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoic acid

Human Disease / Model Data

Citations