Compound

(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

A polyunsaturated hydroxy fatty acid anion that is the conjugate base of 15(S)-HETE.

Definition from ChEBI (CHEBI:57409), read 2026-09-23. CC BY 4.0.

CHEBI:57409ChEBI

Open in the graph

Structure

2D depiction · 3D model shown

Loading the model…

A generated conformer of (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, anion
Formula: C20H31O3
Mass: 319.465 g/mol
Charge: -1
InChIKey: JSFATNQSLKRBCI-VAEKSGALSA-M
SMILES: CCCCC[C@H](O)/C=C/C=CC/C=CC/C=CCCCC(=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

11 entities

11 entities reached.

0 reported hops11 assembled from the scaffold

What the reference databases state

Statements

17 statements

17 statements · 2 reference databases · Subject: (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate · Sources: Human-GEM, Rhea

Order

(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to (5S)-hydroperoxy-(15S)-hydroxy-(6E,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:48624Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:23264Inferred only
15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:23264Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateCompoundHuman-GEM MAR00989Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateCompoundHuman-GEM MAR00990Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is converted to 15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:23260Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of ALOX5ProteinRhea RHEA:48624Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX1ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX2ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX3ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX4ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX5ProteinHuman-GEM MAR00988Inferred only

Show the remaining 5

(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX6ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX7ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of GPX8ProteinHuman-GEM MAR00988Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of HPGDProteinRhea RHEA:23260Inferred only
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate is a substrate of PRDX6ProteinHuman-GEM MAR00988Inferred only

Reactions

9 reactions

(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+glutathione disulfide+water15(S)-HPETE+2CHEBI:16856
Catalysed by GPX7 or PRDX6 or GPX8 or GPX4 or GPX2 or GPX6 or GPX3 or GPX5 or GPX1
Reaction pageReversibleBalancedEC 1.11.1.9cytosol
Human-GEM MAR00988CC BY 4.0Reference data
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+NADP(3-)15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate+proton+NADPH(4-)
Reaction pageLeft to rightBalancedEC 1.1.1.232cytosol
Human-GEM MAR00989CC BY 4.0Reference data
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+NAD(+)15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate+proton+NADH(2-)
Reaction pageLeft to rightBalancedEC 1.1.1.232cytosol
Human-GEM MAR00990CC BY 4.0Reference data
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+NAD(1-)15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate+NADH(2-)+hydron
Catalysed by HPGD
Reaction pageLeft to rightBalanced
Rhea RHEA:23260CC BY 4.0Reference data
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+NADP(3-)15-oxo-(5Z,8Z,11Z,13E)-eicosatetraenoate+NADPH(4-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:23264CC BY 4.0Reference data
(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+dioxygen(5S)-hydroperoxy-(15S)-hydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate
Catalysed by ALOX5
Reaction pageLeft to rightBalanced
Rhea RHEA:48624CC BY 4.0Reference data
(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+AH2(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+A+water
Catalysed by TBXAS1 or PTGS2 or PTGIS
Reaction pageLeft to rightBalanced
Rhea RHEA:48856CC BY 4.0Reference data
2-[(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoyl]-sn-glycero-3-phosphocholine+water(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+sn-glycerol 3-phosphocholine+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalanced
Rhea RHEA:53700CC BY 4.0Reference data
(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+2glutathione(15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate+glutathione disulfide+water
Catalysed by GPX1 or GPX2 or GPX4
Reaction pageLeft to rightBalanced
Rhea RHEA:76695CC BY 4.0Reference data

Other names

7 names

Resolves to: (15S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate

Also called: (15S)-H-(5Z,8Z,11Z,13E)-ETE(15S)-HETE(15S)-hydroxyeicosa-(5Z,8Z,11Z,13E)-tetraenoate(5Z,8Z,11Z,13E,15S)-15-hydroxy-5,8,11,13-eicosatetraenoate(5Z,8Z,11Z,13E,15S)-15-hydroxyeicosa-5,8,11,13-tetraenoate15(S)-hydroxyeicosatetraenoate
Systematic name: (5Z,8Z,11Z,13E,15S)-15-hydroxyicosa-5,8,11,13-tetraenoate