Molecule: 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid

An epoxy fatty acid that is (6E,8E,10Z,13Z,15E,19Z)-docosa-6,8,10,13,15,19-hexaenoic acid which is carrying an epoxy group at position 4S and a hydroxy group at position 17R. It is a metabolite of docosahexaenoic acid that can be converted to a D-resolvin.
Synonyms for 4S(5)-epoxy-17R-hydroxydocosahexaenoic acid :
4S(5)-epoxy-17(R)-HDHA
4S(5)-epoxy-17R-hydroxy-DHA
Molecular Formula: C22H30O4
Molecular wt: 358.478 g/mole
Charge: 0
SMILES: C(\C/C=C\C=C\C=C\C1O[C@H]1CCC(=O)O)=C\C=C\[C@H](O)C/C=C\CC
InChIKey: JQSJFHDWAHTRSL-MPIUFGHVSA-N
InChI=1S/C22H30O4/c1-2-3-11-14-19(23)15-12-9-7-5-4-6-8-10-13-16-20-21(26-20)17-18-22(24)25/h3-4,6-13,15-16,19-21,23H,2,5,14,17-18H2,1H3,(H,24,25)/b6-4-,9-7-,10-8+,11-3-,15-12+,16-13+/t19-,20?,21+/m1/s1
CHEBI:138612
Sample reactions for this molecule:
LTA4H:Zn2+ hydrolyses 4S(5)-epoxy-17(R)-HDHA to AT-RvD3 or AT-RvD4
ALOX5 dehydrogenates 4(S)-Hp-17(R)-HDHA to 4S(5)-epoxy-17(R)-HDHA