(±)9-HEPE

(±)9-HEPE is a racemic mixture of the monohydroxy fatty acids 9(R)-HEPE and 9(S)-HEPE (Cay-32410). It is produced by non-enzymatic oxidation of eicosapentaenoic acid (EPA, Cay-90110, Cay-21908, Cay-90110.1). (±)9-HEPE (128 µM) induces peroxisome proliferator-activated receptor alpha (PPARalpha), PPARgamma, and PPARdelta transactivation in NIH3T3 cells expressing the mouse receptors. It reduces increases in the expression of the genes encoding inducible nitric oxide synthase (iNOS), TNF-alpha, IL-1beta, and IL-6 in isolated mouse peritoneal macrophages induced by palmitate, as well as inhibits palmitate-induced migration of isolated mouse peritoneal macrophages, when used at a concentration of 1 µM. (±)9-HEPE decreases hepatic triglyceride levels and plasma LDL-cholesterol and total cholesterol levels in a mouse model of high-fat diet-induced hepatic steatosis when administered in combination with (±)5-HEPE (Cay-32200) and (±)17,18-EEQ ((±)17(18)-EpETE, Cay-50861).Formal Name: (±)-9-hydroxy-5Z,7E,11Z,14Z,17Z-eicosapentaenoic acid. CAS Number: 286390-03-2. Molecular Formula: C20H30O3. Formula Weight: 318.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: 0.1 M Na2CO3: 2 mg/ml, DMF: Miscible, DMSO: Miscible, Ethanol: Miscible, PBS pH 7.2: 0.8 mg/ml. lambdamax: 235 nm. SMILES: CC/C=C\C/C=C\C/C=C\CC(O)\C=C\C=C\CCCC(=O)O. InChi Code: InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h3-4,6-7,9-11,13-14,17,19,21H,2,5,8,12,15-16,18H2,1H3,(H,22,23)/b4-3-,7-6-,11-9-,13-10-,17-14+. InChi Key: OXOPDAZWPWFJEW-IMCWFPBLSA-N.