(±)17-HDHA


CAS No. : 90780-52-2

(±)17-HDHA,90780-52-2
Product Details
Cat No:R067246
Synonyms:17-hydroxy Docosahexaenoic Acid;(±)17-HDoHE
Molecular Formula:C22H32O3
Molecular Weight:344.5
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Cat No:R067246
Cas No:90780-52-2
Product-Name:(±)17-HDHA
InChI:InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+
InChIKey:SWTYBBUBEPPYCX-VIIQGJSXSA-N
SMILES:CC/C=CCC(O)C=CC=CC/C=CC/C=CC/C=CCCC(=O)O
(±)17-HDHA is an autoxidation product of docosahexaenoic acid (DHA) in vitro. It is also produced from incubations of DHA in rat liver, brain, and intestinal microsomes. 17(S)-HDHA could be produced by enzymatic oxidation of DHA using soybean lipoxygenase (LO) and is the putative product of mammalian 15-LOs. 17(S)-HDHA was shown to be an inhibitor of U-46619-induced rabbit and rat aortic smooth muscle contraction with IC50 values of 4.9 and 7.2 µM, respectively. (±)17-HDHA is a potential marker of oxidative stress in brain and retina where DHA is an abundant polyunsaturated fatty acid.
1.VanRollins, M. and Murphy, R.C. Autooxidation of docosahexaenoic acid: Analysis of ten isomers of hydroxydocosahexaenoate. J. Lipid Res. 25(5), 507-517 (1984).
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