Compound
11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate
An hepoxilin anion that is the conjugate base of 11(S)-hydroxy-14(S),15(S)-hepoxilin A3, arising from deprotonation of the carboxylic acid group; major species at pH 7.3.
Definition from ChEBI (CHEBI:132201), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound, anion
- Formula
- C20H31O4
- Mass
- 335.464 g/mol
- Charge
- -1
- InChIKey
- WLMZMBKVRPUYIG-CHDPIHKSSA-M
- SMILES
- CCCCC[C@@H]1O[C@H]1/C=C/[C@@H](O)C/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
3 entities
3 entities reached.
What the reference databases state
Statements
3 statements
3 statements · 1 reference database · Subject: 11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate · Sources: Rhea
- 11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM1ProteinRhea RHEA:50260Inferred only
- 11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTM2ProteinRhea RHEA:50260Inferred only
- 11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate is metabolised by GSTP1ProteinRhea RHEA:50260Inferred only
Reactions
1 reaction
11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate+glutathione(11S,15S)-dihydroxy-14(R)-S-glutathionyl-(5Z,8Z,12E)-eicosatrienoate
Catalysed by GSTP1 or GSTM1 or GSTM2
Reaction pageLeft to rightBalanced
Rhea RHEA:50260CC BY 4.0Reference data
Other names
10 names
Resolves to: 11(S)-hydroxy-14(S),15(S)-epoxy-(5Z,8Z,12E)-eicosatrienoate
- Also called
- (11S)-H-(14S,15S)-Ep-(5Z,8Z,12E)-ETrE(11S)-H-(14S,15S)-EpETrE(11S)-HEpETrE(14S,15S)-hepoxilin A3 (11S)(14S,15S)-HxA3 (11S)11(S)-hydroxy-14(S),15(S)-epoxy-5(Z),8(Z),12(E)-icosatrienoate(1-)11(S)-hydroxy-14(S),15(S)-epoxy-5(Z),8(Z),12(E)-icosatrienoate(1−)14(S),15(S)-HxA3(1-)14(S),15(S)-HxA3(1−)
- Systematic name
- (5Z,8Z,11S,12E)-11-hydroxy-13-[(2S,3S)-3-pentyloxiran-2-yl]trideca-5,8,12-trienoate