Name: (±)10(11)-EpDPA
Rating: 5 (10 reviews)

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HIT ID:HIT214320628
Cas No:895127-65-8
常用名:(±)10(11)-EpDPA
IUPAC:(4Z,7Z)-9-{3-[(2Z,5Z,8Z)-undeca-2,5,8-trien-1-yl]oxiran-2-yl}nona-4,7-dienoic acid
IUPAC:(4Z,7Z)-9-{3-[(2Z,5Z,8Z)-undeca-2,5,8-trien-1-yl]oxiran-2-yl}nona-4,7-dienoic acid
InChI key:YYZNJWZRJUGQCW-UQZHZJRSSA-N

分子式:C22H32O3
分子量:344.495
氢键供体数 (HBD):
氢键受体数 (HBA):
LogP:
SMILES:CC\C=C/C\C=C/C\C=C/CC1OC1C\C=C/C\C=C/CCC(O)=O
SMILES:CC\C=C/C\C=C/C\C=C/CC1OC1C\C=C/C\C=C/CCC(O)=O

Cytochrome P450 metabolism of polyunsaturated fatty acids produces numerous bioactive epoxide regioisomers. (±)10(11)-EpDPA is a docosahexaenoic acid 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.

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