(±)5hepe

(±)5-HEPE is produced by non-enzymatic oxidation of EPA and 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, including 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.

(±)15-HEPE is a racemic mixture of monohydroxy fatty acids 15(R)-HEPE and 15(S)-HEPE, with antibacterial activity, inhibiting Propionibacterium acnes and Staphylococcus aureus.