(±)5-HEPE

(±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB5. The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.Formal Name: (±)-5-hydroxy-6E,8Z,11Z,14Z,17Z-eicosapentaenoic acid. CAS Number: 83952-40-3. Molecular Formula: C20H30O3. Formula Weight: 318.5. Purity: >97%. 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: 236 nm. SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C=C/C(O)CCCC(=O)O. InChi Code: InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h3-4,6-7,9-10,12-14,16,19,21H,2,5,8,11,15,17-18H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-14+. InChi Key: FTAGQROYQYQRHF-FCWZHQICSA-N.