(±)15-HEPE

(±)15-HEPE is a racemic mixture of the monohydroxy fatty acids 15(R)-HEPE and 15(S)-HEPE (Cay-32710). 15(S)-HEPE is formed from EPA via a 15(S)-HpEPE (Cay-42710) intermediate, which is produced by 15-lipoxygenase (15-LO) and reduced by glutathione peroxidase (GPX). (±)15-HEPE is active against P. acnes and S. aureus (MICs = 128 and 512 mg/L, respectively). It inhibits aggregation of isolated rat neutrophils induced by the formyl peptide receptor agonist fMLP (IC50 = 4.7 µM). Bronchoalveolar lavage fluid (BALF) levels of (±)15-HEPE are increased in patients with allergic asthma or COVID-19.Formal Name: 15-hydroxy-5Z,8Z,11Z,13E,17Z-eicosapentaenoic acid. CAS Number: 88852-33-9. Synonyms: (±)15-hydroxy Eicosapentaenoic Acid, (±)15-hydroxy EPA. 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: 236 nm. SMILES: CC/C=C\CC(O)\C=C\C=C\C/C=C\C/C=C\CCCC(=O)O. InChi Code: InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h3-5,8-11,13-14,17,19,21H,2,6-7,12,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,13-3-,17-14+. InChi Key: WLKCSMCLEKGITB-XWJJKCKWSA-N.