Name: (±)16(17)-EpDPA
Rating: 5 (10 reviews)

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HIT ID:HIT214321556
Cas No:155073-46-4
常用名:(±)16(17)-EpDPA
别名:(±)16,17-epoxy DPA, (±)16,17-epoxy Docosapentaenoic Acid, (±)16,17-EpDPE, (±)16,17 EDP, (±)16(17)-EpDPA
别名:(±)16,17-epoxy DPA, (±)16,17-epoxy Docosapentaenoic Acid, (±)16,17-EpDPE, (±)16,17 EDP, (±)16(17)-EpDPA
IUPAC:(4Z,7Z,10Z,13Z)-15-[(2S,3R)-3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl]pentadeca-4,7,10,13-tetraenoic acid
IUPAC:(4Z,7Z,10Z,13Z)-15-[(2S,3R)-3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl]pentadeca-4,7,10,13-tetraenoic acid
InChI key:BCTXZWCPBLWCRV-QCAYAECISA-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@H]1O[C@H]1C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O
SMILES:CC\C=C/C[C@H]1O[C@H]1C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

EDHF (endothelium-derived hyperpolarizing factor) is an unidentified mediator released from vascular endothelial cells in response to acetylcholine and bradykinin which is distinct from the NOS- (nitric oxide) and COX-derived (prostacyclin) vasodilators.[1],[2]Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids produces epoxides such as (±)14(15)-EET which are prime candidates for the actual active mediator.[3] However, the CYP450 metabolites of eicosapentaenoic acid and docosahexaenoic acid have been little studied relative to arachidonate epoxygenase metabolites. (±)16(17)-EpDPA is the DHA homolog of (±)14(15)-EpETrE, derived via epoxidation of the 16,17-double bond of DHA. The EDHF activity of (±)16(17)-EpDPA has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a mouse inflammation model.[4]

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