Compound

(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate

A HPETE anion obtained by deprotonation of the carboxy group of (8S)-HPETE.

Definition from ChEBI (CHEBI:75322), read 2026-09-23. CC BY 4.0.

CHEBI:75322ChEBI

Open in the graph

Structure

2D depiction · 3D model shown

Loading the model…

A generated conformer of (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C20H31O4
Mass: 335.464 g/mol
Charge: -1
InChIKey: QQUFCXFFOZDXLA-VYOQERLCSA-M
SMILES: CCCCC/C=CC/C=CC=C[C@H](C/C=CCCCC(=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

2 entities

2 entities reached.

0 reported hops2 assembled from the scaffold

What the reference databases state

Statements

5 statements

5 statements · 2 reference databases · Subject: (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate · Sources: Human-GEM, Rhea

Order

(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate is converted to (5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:38675Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateCompoundRhea RHEA:38675Inferred only
(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateCompoundHuman-GEM MAR01062Inferred only
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate is a substrate of ALOX12ProteinHuman-GEM MAR01063Inferred only
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate is a substrate of ALOX5ProteinRhea RHEA:38675Inferred only

Reactions

6 reactions

(5Z,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate
Catalysed by ALOX12
Reaction pageLeft to rightBalancedEC 1.13.11.31GO:0005829
Human-GEM MAR01062CC BY 4.0Reference data
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate+2CHEBI:16856MAM01202c+glutathione disulfide+water
Catalysed by ALOX12
Reaction pageLeft to rightBalancedEC 1.13.11.31GO:0005829
Human-GEM MAR01063CC BY 4.0Reference data
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateCHEBI:75326+water
Catalysed by ALOXE3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37927CC BY 4.0Reference data
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoateCHEBI:75327
Catalysed by ALOXE3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:37931CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate
Catalysed by ALOX5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:38675CC BY 4.0Reference data
(8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate+dioxygen(8S,15S)-dihydroperoxy-(5Z,9E,11Z,13E)-eicosatetraenoate
Catalysed by ALOX15B
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:50932CC BY 4.0Reference data

Other names

8 names

Resolves to: (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate

Also called: (5Z,9E,11Z,14Z)-(8S)-8-hydroperoxyeicosa-5,9,11,14-tetraenoate(5Z,9E,11Z,14Z)-(8S)-8-hydroperoxyicosa-5,9,11,14-tetraenoate(8S)-Hp-(5Z,9E,11Z,14Z)-ETE(8S)-HpETE(8S)-HPETE(1-)(8S)-HPETE(1−)8(S)-HPETE anion
Systematic name: (5Z,8S,9E,11Z,14Z)-8-hydroperoxyicosa-5,9,11,14-tetraenoate