Compound
(12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
A polyunsaturated fatty acid anion that is the conjugate base of 12(R)-HETE, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:83343), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H31O3
- Mass
- 319.465 g/mol
- Charge
- -1
- InChIKey
- ZNHVWPKMFKADKW-ZYBDYUKJSA-M
- SMILES
- CCCCC/C=CC[C@@H](O)/C=C/C=CC/C=CCCCC(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence.
What the reference databases state
Chemical structure
- (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate is the enantiomer of (12S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoateCompoundChEBI CHEBI:83343Inferred only
Reactions
2 reactions
(5Z,8Z,11Z,14Z)-eicosatetraenoate+reduced [NADPH--hemoprotein reductase]+dioxygen(12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP2C9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:52300CC 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
7 names
Resolves to: (12R)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoate
- Also called
- (12R)-H-(5Z,8Z,10E,14Z)-ETE(12R)-HETE(5Z,8Z,10E,12R,14Z)-12-hydroxyeicosatetraenoate(1-)(5Z,8Z,10E,12R,14Z)-12-hydroxyeicosatetraenoate(1−)(5Z,8Z,10E,12R,14Z)-12-hydroxyicosatetraenoate(1-)(5Z,8Z,10E,12R,14Z)-12-hydroxyicosatetraenoate(1−)
- Systematic name
- (5Z,8Z,10E,12R,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoate