Molecule: (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid

An epoxy fatty acid consisting of (4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid having an epoxy group at the 13,14-position. An intermediate lipid in specialized proresolving mediators
Synonyms for (13S,14S)-epoxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid :
(13S,14S)-epoxy-DHA
(13S,14S)-epoxymaresin
13(S),14(S)-epoxy-DHA
13(S),14(S)-epoxydocoshexaenoic acid
Molecular Formula: C22H30O3
Molecular wt: 342.473 g/mole
Charge: 0
SMILES: C(/C=C\C/C=C\CC)[C@H]1[C@H](/C=C/C=C/C=C\C/C=C\CCC(O)=O)O1
InChIKey: FFAHMRSFNLJTHE-WGHUZSCTSA-N
InChI=1S/C22H30O3/c1-2-3-4-5-11-14-17-20-21(25-20)18-15-12-9-7-6-8-10-13-16-19-22(23)24/h3-4,6-7,9-15,18,20-21H,2,5,8,16-17,19H2,1H3,(H,23,24)/b4-3-,7-6-,12-9+,13-10-,14-11-,18-15+/t20-,21-/m0/s1
CHEBI:132228
Sample reactions for this molecule:
Epoxide hydrolase hydrolyses 13(S),14(S)-epoxy-DHA to MaR1
ALOX12:Fe2+ dehydrogenates 14(S)-Hp-DHA to 13(S),14(S)-epoxy-DHA
EPHX2 dimer hydrolyses 13(S),14(S)-epoxy-DHA to MaR2
Non-enzymatic hydrolysis hydrolyses 13(S),14(S)-epoxy-DHA to 7-epi-MaR1
GSTM4 dimer transfers GSH to 13(S),14(S)-epoxy-DHA to form MCTR1
LTC4S trimer transfers GSH to 13(S),14(S)-epoxy-DHA to form MCTR1