Compound
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate
A polyunsaturated fatty acid anion that is the conjugate base of 11,12-EET, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Definition from ChEBI (CHEBI:76625), read 2026-09-23. CC BY 4.0.
Structure
- Class
- Organic compound, anion
- Formula
- C20H31O3
- Mass
- 319.465 g/mol
- Charge
- -1
- InChIKey
- DXOYQVHGIODESM-KROJNAHFSA-M
- SMILES
- CCCCC/C=CCC1OC1C/C=CC/C=CCCCC(=O)[O-]
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. 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
- 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate has the functional parent (5Z,8Z,11Z,14Z)-eicosatetraenoateCompoundChEBI CHEBI:76625Inferred only
Statements
1 statement
1 statement · 1 reference database · Subject: 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate · Sources: Rhea
- 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate is metabolised by CYP2C9ProteinRhea RHEA:51480Inferred only
Reactions
4 reactions
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate+waterCHEBI:84031
Catalysed by EPHX1 or EPHX2 or EPHX3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:44044CC BY 4.0Reference data
(5Z,8Z,11Z,14Z)-eicosatetraenoate+reduced [NADPH--hemoprotein reductase]+dioxygen11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP2C9
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:51480CC BY 4.0Reference data
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate+ATP(4-)+coenzyme A(4-)11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoyl-CoA+AMP+diphosphate(3-)
Catalysed by ACSL4 or ACSL3 or ACSL5
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:52012CC BY 4.0Reference data
11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate+reduced [NADPH--hemoprotein reductase]+dioxygenCHEBI:137475+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP4F3
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:53576CC BY 4.0Reference data
Other names
7 names
Resolves to: 11,12-epoxy-(5Z,8Z,14Z)-eicosatrienoate
- Also called
- (5Z,8Z,14Z)-11,12-epoxyeicosatrienoate(5Z,8Z,14Z)-11,12-epoxyicosatrienoate11,12-Ep-(5Z,8Z,14Z)-ETrE11,12-EpETrE11,12-epoxy-(5Z,8Z,14Z)-icosatrienoate11,12-epoxyarachidonate
- Systematic name
- (5Z,8Z)-10-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoate