Compound

(13R)-hydroxy-(9Z,11E)-octadecadienoate

A 13-HODE(1−) that is the conjugate base of 13(R)-HODE, obtained by deprotonation of the carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:136655), read 2026-09-23. CC BY 4.0.

CHEBI:136655ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (13R)-hydroxy-(9Z,11E)-octadecadienoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C18H31O3
Mass: 295.443 g/mol
Charge: -1
InChIKey: HNICUWMFWZBIFP-PIHGWCCBSA-M
SMILES: CCCCC[C@@H](O)/C=C/C=CCCCCCCCC(=O)[O-]
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Chemical structure

(13R)-hydroxy-(9Z,11E)-octadecadienoate is the enantiomer of (13S)-hydroxy-(9Z,11E)-octadecadienoateCompoundChEBI CHEBI:136655Inferred only

Statements

3 statements

3 statements · 1 reference database · Subject: (13R)-hydroxy-(9Z,11E)-octadecadienoate · Sources: Rhea

Order

(13R)-hydroxy-(9Z,11E)-octadecadienoate is metabolised by CYP2C9ProteinRhea RHEA:52500Inferred only
(13R)-hydroxy-(9Z,11E)-octadecadienoate is a substrate of PTGS1ProteinRhea RHEA:75455Inferred only
(13R)-hydroxy-(9Z,11E)-octadecadienoate is a substrate of PTGS2ProteinRhea RHEA:75455Inferred only

Reactions

2 reactions

(9Z,12Z)-octadecadienoate+reduced [NADPH--hemoprotein reductase]+dioxygen(13R)-hydroxy-(9Z,11E)-octadecadienoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP2C9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:52500CC BY 4.0Reference data
(9Z,12Z)-octadecadienoate+AH2+dioxygen(13R)-hydroxy-(9Z,11E)-octadecadienoate+A+water
Catalysed by PTGS1 or PTGS2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:75455CC BY 4.0Reference data

Other names

4 names

Resolves to: (13R)-hydroxy-(9Z,11E)-octadecadienoate

Also called: (13R)-HODE(1-)(13R)-HODE(1−)(9Z,11E,13R)-13-hydroxyoctadecadienoate
Systematic name: (9Z,11E,13R)-13-hydroxyoctadeca-9,11-dienoate