Compound

(9S)-hydroperoxy-(10E,12Z)-octadecadienoate

A monocarboxylic acid anion obtained by removal of a proton from the carboxylic acid group of 9(S)-HPODE.

Definition from ChEBI (CHEBI:60955), read 2026-09-23. CC BY 4.0.

CHEBI:60955ChEBI

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Structure

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A generated conformer of (9S)-hydroperoxy-(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: C18H31O4
Mass: 311.442 g/mol
Charge: -1
InChIKey: JGUNZIWGNMQSBM-UINYOVNOSA-M
SMILES: CCCCC/C=CC=C[C@H](CCCCCCCC(=O)[O-])OO
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

4 entities

4 entities reached.

0 reported hops4 assembled from the scaffold

What the reference databases state

Statements

9 statements

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

Order

(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is converted to (9Z,12Z)-octadecadienoateCompoundRhea RHEA:30291Inferred only
(9Z,12Z)-octadecadienoate is converted to (9S)-hydroperoxy-(10E,12Z)-octadecadienoateCompoundRhea RHEA:30291Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is converted to 9-hydroxy-(10E,12Z)-octadecadienoateCompoundHuman-GEM MAR02438Inferred only
9-hydroxy-(10E,12Z)-octadecadienoate is converted to (9S)-hydroperoxy-(10E,12Z)-octadecadienoateCompoundHuman-GEM MAR02438Inferred only
linoleic acid is converted to (9S)-hydroperoxy-(10E,12Z)-octadecadienoateCompoundHuman-GEM MAR02437Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is a substrate of GPX1ProteinRhea RHEA:76687Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is a substrate of GPX4ProteinRhea RHEA:76687Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is a substrate of PTGS1ProteinHuman-GEM MAR02438Inferred only
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate is a substrate of PTGS2ProteinHuman-GEM MAR02438Inferred only

Reactions

9 reactions

linoleic acid+dioxygen(9S)-hydroperoxy-(10E,12Z)-octadecadienoate
Reaction pageLeft to rightBalancedcytosol
Human-GEM MAR02437CC BY 4.0Reference data
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate+proton+NADPH(4-)9-hydroxy-(10E,12Z)-octadecadienoate+water+NADP(3-)
Catalysed by PTGS2 or PTGS1
Reaction pageReversibleBalancedEC 1.14.99.1cytosol
Human-GEM MAR02438CC BY 4.0Reference data
(9S)-hydroperoxy-(10E,12Z)-octadecadienoateCHEBI:60957+water
Reaction pageDirection not assertedBalanced
Rhea RHEA:28174CC BY 4.0Reference data
(9Z,12Z)-octadecadienoate+dioxygen(9S)-hydroperoxy-(10E,12Z)-octadecadienoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:30291CC BY 4.0Reference data
CHEBI:57467(9S)-hydroperoxy-(10E,12Z)-octadecadienoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:51276CC BY 4.0Reference data
CHEBI:133985(9S)-hydroperoxy-(10E,12Z)-octadecadienoate
Reaction pageDirection not assertedBalanced
Rhea RHEA:51280CC BY 4.0Reference data
(9S)-hydroperoxy-(10E,12Z)-octadecadienoateCHEBI:194243
Reaction pageDirection not assertedBalanced
Rhea RHEA:75275CC BY 4.0Reference data
(9S)-hydroperoxy-(10E,12Z)-octadecadienoateCHEBI:194351
Reaction pageDirection not assertedBalanced
Rhea RHEA:75591CC BY 4.0Reference data
(9S)-hydroperoxy-(10E,12Z)-octadecadienoate+2glutathione(9S)-hydroxy-(10E,12Z)-octadecadienoate+glutathione disulfide+water
Catalysed by GPX1 or GPX4
Reaction pageLeft to rightBalanced
Rhea RHEA:76687CC BY 4.0Reference data

Other names

7 names

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

Also called: (10E,12Z)-(9S)-9-hydroperoxyoctadeca-10,12-dienoate(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate(9S)-Hp-(10E,12Z)-ODE(9S)-HpODE9(S)-HPOD(1-)9(S)-HPOD(1−)
Systematic name: (9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate