Compound

(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

A hydroperoxy fatty acid anion that is the conjugate base of 12(R)-HPETE, obtained by deprotonation of the carboxy group.

Definition from ChEBI (CHEBI:75230), read 2026-09-23. CC BY 4.0.

CHEBI:75230ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (12R)-hydroperoxy-(5Z,8Z,10E,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: ZIOZYRSDNLNNNJ-ZYBDYUKJSA-M
SMILES: CCCCC/C=CC[C@H](/C=C/C=CC/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

4 entities

4 entities reached.

0 reported hops4 assembled from the scaffold

What the reference databases state

Statements

8 statements

8 statements · 1 reference database · Subject: (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate · Sources: Rhea

Order

(5Z,8Z,11Z,14Z)-eicosatetraenoate is converted to (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoateCompoundRhea RHEA:41336Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is converted to (8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoateCompoundRhea RHEA:37939Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is converted to 12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoateCompoundRhea RHEA:37943Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is a substrate of ALOXE3ProteinRhea RHEA:37943Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is a substrate of ALOXE3ProteinRhea RHEA:37939Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is a substrate of GPX1ProteinRhea RHEA:76691Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is a substrate of GPX2ProteinRhea RHEA:76691Inferred only
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is a substrate of GPX4ProteinRhea RHEA:76691Inferred only

Reactions

4 reactions

(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate(8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoate
Catalysed by ALOXE3
Reaction pageLeft to rightBalanced
Rhea RHEA:37939CC BY 4.0Reference data
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate12-oxo-(5Z,8Z,10E,14Z)-eicosatetraenoate+water
Catalysed by ALOXE3
Reaction pageLeft to rightBalanced
Rhea RHEA:37943CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
Catalysed by ALOX12B
Reaction pageLeft to rightBalanced
Rhea RHEA:41336CC BY 4.0Reference data
(12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate+2glutathione(12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate+glutathione disulfide+water
Catalysed by GPX1 or GPX2 or GPX4
Reaction pageLeft to rightBalanced
Rhea RHEA:76691CC BY 4.0Reference data

Other names

3 names

Resolves to: (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate

Also called: (12R)-Hp-(5Z,8Z,10E,14Z)-ETE(12R)-HpETE
Systematic name: (5Z,8Z,10E,12R,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoate