Name: 14S(15R)-EET methyl ester
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HIT ID:HIT218832870
Cas No:
Common Name:14S(15R)-EET methyl ester
IUPAC:methyl 13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoate
IUPAC:methyl 13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoate
InChIKey:MQCWCUDQEBWUAM-UHFFFAOYSA-N

Molecular Formula:C21H34O3
Molecular Weight:334.5
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CCCCCC1OC1CC=CCC=CCC=CCCCC(=O)OC
SMILES:CCCCCC1OC1CC=CCC=CCC=CCCCC(=O)OC

14S(15R)-EET methyl ester, an oxylipin derived from arachidonic acid through cytochrome P450 metabolism, demonstrates specific biological activities. It exhibits affinity for isolated guinea pig monocytes, evidenced by a competitive binding assay with a Ki value of 612.5 nM using [3H]14(15)-EET. This compound notably enhances the dilation of precontracted isolated canine epicardial arterioles (EC50= 4 pM) and denuded porcine subepicardial arterioles (EC50= 3 pM), indicating potent vasodilatory effects. Unlike its isomer 14R(15S)-EET, 14S(15R)-EET methyl ester does not inhibit COX activity in enzyme assays or affect isolated platelets, highlighting its distinct functional profile.

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