11S(12R)-EET

11S(12R)-EET is an oxylipin and a metabolite of arachidonic acid (Cay-90010, Cay-90010.1, Cay-10006607). It is selectively formed from arachidonic acid by the cytochrome P450 (CYP) isoform CYP2B2 over CYP2C23 and CYP2C24, as well as CYP2C9 over CYP2C8. 11S(12R)-EET (50 nM) activates large-conductance calcium-activated potassium channels (KCa1.1/BK) in isolated rat coronary small arterial smooth muscle cells. It induces dilation of precontracted isolated canine epicardial arterioles (EC50 = 20 pM) and denuded porcine subepicardial arterioles (EC50 = 10 pM). Unlike 11R(12S)-EET (Cay-9004344), 11S(12R)-EET does not inhibit the epithelial sodium channel (ENaC) in a patch-clamp assay using isolated rat cortical collecting duct tubules or induce migration of human umbilical vein endothelial cells (HUVECs).Formal Name: 10-[(2S,3R)-3-(2Z)-2-octen-1-yl-2-oxiranyl]-5Z,8Z-decadienoic acid. CAS Number: 123931-40-8. Synonyms: 11S(12R)-EpETrE, 11S(12R)-epoxy-5(Z),8(Z),14(Z)-ETrE, 11S(12R)-epoxy-all-cis-5,8,14-Eicosatrienoic Acid, 11S(12R)-Epoxyeicosatrienoic Acid, FA 20:4,O. Molecular Formula: C20H32O3. Formula Weight: 320.5. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: Acetonitrile: Sparingly soluble: 1-10 mg/ml, Ethanol: Slightly soluble: 0.1-1 mg/ml. SMILES: CCCCC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\CCCC(O)=O. InChi Code: InChI=1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6-,12-9-,13-10-/t18-,19+/m1/s1. InChi Key: DXOYQVHGIODESM-LZXKBWHHSA-N.