Molecule: 4(S)-hydroperoxy-17(S)-hydroxydocosahexaenoic acid

A hydroperoxy fatty acid that is (5E,7Z,10Z,13Z,15E,19Z)-docosa-5,7,10,13,15,19-hexaenoic acid carrying a hydroperoxy group at the 4S-position and a hydroxy group at the 17S-position.
Synonyms for 4(S)-hydroperoxy-17(S)-hydroxydocosahexaenoic acid :
4(S)-Hp-17(S)-HDHA
4(S)-hydroperoxy-17(S)-HDHA
4S-hydroperoxy-17S-HDHA
4S-hydroperoxy-17S-hydroxy-5E,7Z,10Z,13Z,15E,19Z-docosahexaenoic acid
4S-hydroperoxy-17S-hydroxy-DHA
Molecular Formula: C22H32O5
Molecular wt: 376.493 g/mole
Charge: 0
SMILES: CC\C=C/C[C@H](O)\C=C\C=C/C\C=C/C\C=C/C=C/[C@H](CCC(O)=O)OO
InChIKey: ZKUDWLWHTKEJGJ-OSKNXYPTSA-N
InChI=1S/C22H32O5/c1-2-3-12-15-20(23)16-13-10-8-6-4-5-7-9-11-14-17-21(27-26)18-19-22(24)25/h3-5,8-14,16-17,20-21,23,26H,2,6-7,15,18-19H2,1H3,(H,24,25)/b5-4-,10-8-,11-9-,12-3-,16-13+,17-14+/t20-,21+/m0/s1
CHEBI:138641
Sample reactions for this molecule:
Hydroperoxy reductase reduces 4(S)-Hp-17(S)-HDHA to RvD6
ALOX5 oxidises 17(S)-HDHA to 4(S)-Hp-17(S)-HDHA
ALOX5 dehydrogenates 4(S)-Hp-17(S)-HDHA to 4S(5)-epoxy-17(S)-HDHA