Compound

9-hydroxy-(10E,12Z)-octadecadienoate

A HODE(1−) that is the conjugate base of 9-HODE, obtained by deprotonation of the carboxy group; major species at pH 7.3.

Definition from ChEBI (CHEBI:133820), read 2026-09-23. CC BY 4.0.

CHEBI:133820ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of 9-hydroxy-(10E,12Z)-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: NPDSHTNEKLQQIJ-ZJHFMPGASA-M
SMILES: CCCCC/C=CC=CC(O)CCCCCCCC(=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

9-hydroxy-(10E,12Z)-octadecadienoate has the functional parent (9Z,12Z)-octadecadienoateCompoundChEBI CHEBI:133820Inferred only
1'-[1-acyl-2-(9-hydroxy-(10E,12Z)-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1,2-diacyl-sn-glycero-3-phospho]-glycerol has the functional parent 9-hydroxy-(10E,12Z)-octadecadienoateCompoundChEBI CHEBI:167908Inferred only

Statements

6 statements

6 statements · 2 reference databases · Subject: 9-hydroxy-(10E,12Z)-octadecadienoate · Sources: Human-GEM, Rhea

Order

9-hydroxy-(10E,12Z)-octadecadienoate is converted to (9S)-hydroperoxy-(10E,12Z)-octadecadienoateCompoundHuman-GEM MAR02438Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is converted to 9-hydroxy-(10E,12Z)-octadecadienoateCompoundHuman-GEM MAR02438Inferred only
9-hydroxy-(10E,12Z)-octadecadienoate is a substrate of PNPLA8ProteinRhea RHEA:67272Inferred only
9-hydroxy-(10E,12Z)-octadecadienoate is a substrate of PTGS1ProteinHuman-GEM MAR02438Inferred only
9-hydroxy-(10E,12Z)-octadecadienoate is a substrate of PTGS2ProteinRhea RHEA:50864Inferred only
9-hydroxy-(10E,12Z)-octadecadienoate is a substrate of PTGS2ProteinHuman-GEM MAR02438Inferred only

Reactions

3 reactions

(9S)-hydroperoxy-(10E,12Z)-octadecadienoate+proton+NADPH(4-)9-hydroxy-(10E,12Z)-octadecadienoate+water+NADP(3-)
Catalysed by PTGS2 or PTGS1
Reaction pageReversibleBalancedEC 1.14.99.1GO:0005829
Human-GEM MAR02438CC BY 4.0Reference data
(9Z,12Z)-octadecadienoate+AH2+dioxygen9-hydroxy-(10E,12Z)-octadecadienoate+A+water
Catalysed by PTGS2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:50864CC BY 4.0Reference data
1'-[1-acyl-2-(9-hydroxy-(10E,12Z)-octadecadienoyl)-sn-glycero-3-phospho]-3'-[1,2-diacyl-sn-glycero-3-phospho]-glycerol+water9-hydroxy-(10E,12Z)-octadecadienoate+1'-[1,2-diacyl-sn-glycero-3-phospho],3'-[1-acyl-sn-glycero-3-phospho]-glycerol+hydron
Catalysed by PNPLA8
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:67272CC BY 4.0Reference data

Other names

2 names

Resolves to: 9-hydroxy-(10E,12Z)-octadecadienoate

Also called: (10E,12Z)-9-hydroxyoctadecadienoate
Systematic name: (10E,12Z)-9-hydroxyoctadeca-10,12-dienoate