Compound
(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate
An 11-HETE(1−) that is the conjugate base of 11(R)-HETE(1−), obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:78836), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H31O3
- Mass
- 319.465 g/mol
- Charge
- -1
- InChIKey
- GCZRCCHPLVMMJE-WXMXURGXSA-M
- SMILES
- CCCCC/C=CC=C[C@H](O)C/C=CC/C=CCCCC(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. 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
6 statements
6 statements · 1 reference database · Subject: (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate · Sources: Rhea
- (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate is converted to 11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoateCompoundRhea RHEA:48640Inferred only
- 11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoate is converted to (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoateCompoundRhea RHEA:48640Inferred only
- (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate is metabolised by CYP2C9ProteinRhea RHEA:52492Inferred only
- (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate is a substrate of HPGDProteinRhea RHEA:48640Inferred only
- (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate is a substrate of PLA2G4AProteinRhea RHEA:53688Inferred only
- (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate is a substrate of PTGS2ProteinRhea RHEA:50852Inferred only
Reactions
4 reactions
(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+NAD(1-)11-oxo-(5Z,8Z,12E,14Z)-eicosatetraenoate+NADH(2-)+hydron
Catalysed by HPGD
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:48640CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+AH2+dioxygen(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+A+water
Catalysed by PTGS2
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:50852CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+reduced [NADPH--hemoprotein reductase]+dioxygen(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP2C9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:52492CC BY 4.0Reference data
2-[(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoyl]-sn-glycero-3-phosphocholine+water(11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate+sn-glycerol 3-phosphocholine+hydron
Catalysed by PLA2G4A
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53688CC BY 4.0Reference data
Other names
6 names
Resolves to: (11R)-hydroxy-(5Z,8Z,12E,14Z)-eicosatetraenoate
- Also called
- (11R)-H-(5Z,8Z,12E,14Z)-ETE(11R)-HETE(11R)-hydroxy-(5Z,8Z,12E,14Z)-ETE(5Z,8Z,11R,12E,14Z)-11-hydroxyeicosatetraenoate(5Z,8Z,11R,12E,14Z)-11-hydroxyicosatetraenoate
- Systematic name
- (5Z,8Z,11R,12E,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoate