(S)-(-)-Eicosapentaenyl-1'-Hydroxy-2'-Propylamide

N-Acyl ethanolamines (NAEs) have diverse biological actions that are strongly affected by the associated acyl group. Eicosapentaenoyl ethanolamide (EPEA) has potential signaling roles in aging, cancer, inflammation, and neurological development.{21496,19917,19740,19623} At least some of EPEA’s effects are mediated through cannabinoid (CB) receptors, while some NAEs also act as vanilloid receptor agonists.{21496,19780} S-(-)-Eicosapentaenyl-1’-hydroxy-2’-propylamide is a homolog of EPEA, characterized by the addition of an (S)-a-methyl group at the methylene carbon adjacent to the amide nitrogen. A similar modification of arachidonoyl ethanolamide (Item No. 90050) to produce S-1 methanandamide (Item No. 90072) results in a diminished affinity for the CB receptor but greatly improved metabolic stability to aminopeptidase hydrolysis.{1092} The physiological actions of this compound have not been evaluated.