Molecule: 7(S)-hydroperoxy-17(R)-hydroxydocosahexaenoic acid

A hydroperoxy fatty acid that is (4Z,8E,10Z,13Z,15E,19Z)-docosa-4,8,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 7S-position and a hydroxy group at the 17R-position. It is an intermediate involved in the resolvin D1 biosynthesis pathway.
Synonyms for 7(S)-hydroperoxy-17(R)-hydroxydocosahexaenoic acid :
7(S)-Hp-17(R)-HDHA
7S-hydroperoxy-17R-HDHA
7S-hydroperoxy-17R-hydroxy-DHA
7S-hydroperoxy-17R-hydroxydocosahexaenoic acid
Molecular Formula: C22H32O5
Molecular wt: 376.493 g/mole
Charge: 0
SMILES: C(\C/C=C\C=C\[C@H](C/C=C\CCC(=O)O)OO)=C\C=C\[C@H](O)C/C=C\CC
InChIKey: CEMNNVWBEJGCOI-NXPQULCPSA-N
InChI=1S/C22H32O5/c1-2-3-10-15-20(23)16-11-7-5-4-6-8-12-17-21(27-26)18-13-9-14-19-22(24)25/h3,5-13,16-17,20-21,23,26H,2,4,14-15,18-19H2,1H3,(H,24,25)/b7-5-,8-6-,10-3-,13-9-,16-11+,17-12+/t20-,21-/m1/s1
CHEBI:138602
Sample reactions for this molecule:
ALOX5 oxidises 17(R)-HDHA to 7(S)-Hp-17(R)-HDHA
ALOX5 dehydrogenates 7(S)-Hp-17R-HDHA to 7S(8)-epoxy-17R-HDHA
Hydroperoxy reductase reduces 7(S)-Hp-17(R)-HDHA to AT-RvD5