(±)4-HDHA


CAS No. : 90906-40-4

(±)4-HDHA,90906-40-4
Product Details
Cat No:R067233
Synonyms:4-hydroxy Docosahexaenoic Acid;(±)4-HDoHE
Molecular Formula:C22H32O3
Molecular Weight:344.495
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Cat No:R067233
Cas No:90906-40-4
Product-Name:(±)4-HDHA
IUPAC Name:4-hydroxydocosa-5,7,10,13,16,19-hexaenoic acid
InChI:InChI=1S/C22H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)19-20-22(24)25/h3-4,6-7,9-10,12-13,15-18,21,23H,2,5,8,11,14,19-20H2,1H3,(H,24,25)
InChIKey:IFRKCNPQVIJFAQ-UHFFFAOYSA-N
SMILES:CCC=CCC=CCC=CCC=CCC=CC=CC(CCC(=O)O)O
(±)4-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. Enzymatic transformation of DHA by RBL-1 cells also produces 4-HDHA. However, the enzymatic product is most likely the S-isomer. (±)4-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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