11R(12S)-EET

11R(12S)-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 CYP2C23 and CYP2C24 over CYP2B2, as well as CYP2C8 over CYP2C9. 11R(12S)-EET (50 nM) activates large-conductance calcium-activated potassium channels (KCa1.1/BK) in isolated rat coronary small arterial smooth muscle cells and binds to isolated guinea pig monocytes in a competitive binding assay using [3H]14(15)-EET (Ki = 595.1 nM). It inhibits the epithelial sodium channel (ENaC) in a patch-clamp assay using isolated rat cortical collecting duct tubules when used at a concentration of 100 nM. 11R(12S)-EET induces dilation of precontracted isolated canine epicardial arterioles (EC50 = 6.3 pM) and denuded porcine subepicardial arterioles (EC50 = 1.6 pM). It induces migration of human umbilical vein endothelial cells (HUVECs) when used at a concentration of 5 µM.Formal Name: 10-[(2R,3S)-3-(2Z)-2-octen-1-yl-2-oxiranyl]-5Z,8Z-decadienoic acid. CAS Number: 123931-38-4. Synonyms: 11R(12S)-EpETrE, 11R(12S)-Epoxy-all-cis-5,8,14-Eicosatrienoic Acid, 11R(12S)-Epoxyeicosatrienoic Acid, 11R(12S)-Epoxy-5(Z),8(Z),14(Z)-ETrE, 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+/m0/s1. InChi Key: DXOYQVHGIODESM-MFYAFOOZSA-N.