(±)10(11)-EpDPA


CAS No. : 895127-65-8

(±)10(11)-EpDPA,895127-65-8
Product Details
Cat No:R046074
Synonyms:(±)10,11-EDP;(±)10,11-EpDPE;(±)10,11-epoxy DPA;(±)10,11-epoxy Docosapentaenoic Acid
Molecular Formula:C22H32O3
Molecular Weight:344.5
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Cat No:R046074
Cas No:895127-65-8
Product-Name:(±)10(11)-EpDPA
InChI:InChI=1S/C22H32O3/c1-2-3-4-5-6-7-8-11-14-17-20-21(25-20)18-15-12-9-10-13-16-19-22(23)24/h3-4,6-7,10-15,20-21H,2,5,8-9,16-19H2,1H3,(H,23,24)/b4-3-,7-6-,13-10-,14-11-,15-12-/t20-,21+/m1/s1
InChIKey:YYZNJWZRJUGQCW-VABGYXHOSA-N
SMILES:CC/C=CC/C=CC/C=CC[C@@H](O1)[C@@H]1C/C=CC/C=CCCC(O)=O
Cytochrome P450 metabolism of polyunsaturated fatty acids produces numerous bioactive epoxide regioisomers. (±)10(11)-EpDPA is a docosahexaenoic acid (DHA; Item No. 90310) epoxygenase metabolite, derived via epoxidation of the 10,11-double bond of DHA. It has been detected in rat brain and spinal cord, as well as human serum, and acts as a substrate for soluble epoxide hydrolase with a Km value of 5.1 µM. (±)10(11)-EpDPA and other epoxy metabolites of DHA are reported to demonstrate antihyperalgesic activity in inflammatory and neuropathic pain models and to potently inhibit angiogenesis and tumor growth in in vitro assays.
1.Morisseau, C.,Inceoglu, B.,Schmelzer, K., et al. Naturally occurring monoepoxides of eicosapentaenoic acid and docosahexaenoic acid are bioactive antihyperalgesic lipids. Journal of Lipid Research 51, 3481-3490 (2010).
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