Compound
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
An icosanoid anion that is the conjugate base of 5(S)-HETE, obtained by deprotonation of the hydroxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:90632), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H31O3
- Mass
- 319.465 g/mol
- Charge
- -1
- InChIKey
- KGIJOOYOSFUGPC-JGKLHWIESA-M
- SMILES
- CCCCC/C=CC/C=CC/C=CC=C[C@@H](O)CCCC(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. 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 · 1 reference database · Subject: (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate · Sources: Rhea
- (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is converted to (5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoateCompoundRhea RHEA:53660Inferred only
- (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of ALOX15BProteinRhea RHEA:53660Inferred only
- (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of PTGS2ProteinRhea RHEA:48804Inferred only
- (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of PTGS2ProteinRhea RHEA:48808Inferred only
- (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate is a substrate of PTGS2ProteinRhea RHEA:48812Inferred only
Reactions
5 reactions
(5S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+2glutathione(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+glutathione disulfide+water
Catalysed by PTGES or MGST3 or GPX1 or GPX2 or GPX4 or MGST2
Reaction pageLeft to rightBalanced
Rhea RHEA:48620CC BY 4.0Reference data
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+AH2+dioxygen(5S,11R)-dihydroxy-(6E,8Z,12E,14Z)-eicosatetraenoate+A+water
Catalysed by PTGS2
Reaction pageLeft to rightBalanced
Rhea RHEA:48804CC BY 4.0Reference data
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+AH2+dioxygen(5S,15S)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate+A+water
Catalysed by PTGS2
Reaction pageLeft to rightBalanced
Rhea RHEA:48808CC BY 4.0Reference data
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+AH2+dioxygen(5S,15R)-dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate+A+water
Catalysed by PTGS2
Reaction pageLeft to rightBalanced
Rhea RHEA:48812CC BY 4.0Reference data
(5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate+dioxygen(5S)-hydroxy-(15S)-hydroperoxy-(6E,8Z,11Z,13E)-eicosatetraenoate
Catalysed by ALOX15B
Reaction pageLeft to rightBalanced
Rhea RHEA:53660CC BY 4.0Reference data
Other names
3 names
Resolves to: (5S)-hydroxy-(6E,8Z,11Z,14Z)-eicosatetraenoate
- Also called
- (5S)-H-(6E,8Z,11Z,14Z)-ETE(5S)-HETE
- Systematic name
- (5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoate