N-Acyl ethanolamines (NAEs) have diverse biological actions that are strongly affected by the associated acyl group. Linoleoyl ethanolamide (LOEA) has potential signaling roles in aging and neurological functioning. LOEA has a weak affinity for cannabinoid (CB) receptors (Ki = 10, 25 μM for CB1, CB2, respectively) and inhibits voltage-gated K LOEA also inhibits fatty acid amide hydrolase (FAAH; Ki = 9 μM) and is hydrolyzed by FAAH. (S)-(+)-Linoleyl-2/'-hydroxy-1/'-propylamide is a homolog of LOEA, characterized by the addition of an (S)-β-methyl group at the terminal ethanolamine carbon. A similar modification of arachidonoyl ethanolamide (Item No. 90050) to produce S-2 methanandamide (Item No. 90076) imparts higher affinity for the CB receptor. The physiological actions of this compound have not been evaluated.
1.Lucanic, M.,Held, J.M.,Vantipalli, M.C., et al. N-acylethanolamine signalling mediates the effect of diet on lifespan in Caenorhabditis elegans. Nature 473(7346), 226-229 (2011).