(±)14(15)-EpETE

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. Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids, produces epoxides such as (±)14(15)-EpETrE (Cay-50651) which are prime candidates for the actual active mediator. However, the CYP450 metabolites of eicosapentaenoic acid (EPA, Cay-90110) and docosahexaenoic acid (DHA, Cay-90310) have been little studied relative to arachidonate epoxygenase metabolites. (±)14(15)-EpETE is the omega-3 homolog of 14(15)-EpETrE, derived via epoxidation of the 14,15-double bond of EPA. The EDHF activity of (±)14(15)-EpETE has not yet been determined.Formal Name: (±)14,15-epoxy-5Z,8Z,11Z,17Z-eicosatetraenoic acid. CAS Number: 131339-24-7. Synonyms: (±)14,15 EEQ, (±)14,15-epoxy Eicosatetraenoic Acid. Molecular Formula: C20H30O3. Formula Weight: 318.5. Purity: >90%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMF: 50 mg/ml, DMSO: 50 mg/ml, Ethanol: 50 mg/ml, PBS (pH 7.2): 1 mg/ml. SMILES: CC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\CCCC(O)=O. InChi Code: InChI=1S/C20H30O3/c1-2-3-12-15-18-19(23-18)16-13-10-8-6-4-5-7-9-11-14-17-20(21)22/h3-4,6-7,9-10,12-13,18-19H,2,5,8,11,14-17H2,1H3,(H,21,22)/b6-4-,9-7-,12-3-,13-10-/t18-,19+/m1/s1. InChi Key: RGZIXZYRGZWDMI-IXQKDQKQSA-N.