Compound
(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate
An 11,12-EET(1−) that is the conjugate base of (11S,12R)-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:131969), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C20H31O3
- Mass
- 319.465 g/mol
- Charge
- -1
- InChIKey
- DXOYQVHGIODESM-LZXKBWHHSA-M
- SMILES
- CCCCC/C=CC[C@H]1O[C@H]1C/C=CC/C=CCCCC(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Chemical structure
- (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate is the enantiomer of (11R,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoateCompoundChEBI CHEBI:131969Inferred only
Statements
2 statements
2 statements · 1 reference database · Subject: (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate · Sources: Rhea
- (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate is metabolised by EPHX2ProteinRhea RHEA:53980Inferred only
- (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate is metabolised by EPHX2ProteinRhea RHEA:53984Inferred only
Reactions
3 reactions
(5Z,8Z,11Z,14Z)-eicosatetraenoate+reduced [NADPH--hemoprotein reductase]+dioxygen(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP2C8 or CYP2C9 or CYP2C19 or CYP2J2 or CYP1B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:49876CC BY 4.0Reference data
(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate+waterCHEBI:138004
Catalysed by EPHX2
Reaction pageLeft to rightBalanced
Rhea RHEA:53980CC BY 4.0Reference data
(11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate+waterCHEBI:138005
Catalysed by EPHX2
Reaction pageLeft to rightBalanced
Rhea RHEA:53984CC BY 4.0Reference data
Other names
8 names
Resolves to: (11S,12R)-epoxy-(5Z,8Z,14Z)-eicosatrienoate
- Also called
- (11S,12R)-Ep-(5Z,8Z,14Z)-ETrE(11S,12R)-EpETrE(11S,12R)-EpETrE(1-)(11S,12R)-EpETrE(1−)(11S,12R)-epoxy-(5Z,8Z,14Z)-icosatrienoate11(S),12(R)-EET(1-)11(S),12(R)-EET(1−)
- Systematic name
- (5Z,8Z)-10-{(2S,3R)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoate