(R)-(+)-Linoleyl-1/'-Hydroxy-2/'-Propylamide


CAS No. : 220556-74-1

(R)-(+)-Linoleyl-1/
Product Details
Cat No:R067545
Synonyms:N-[(1R)-2-hydroxy-1-methylethyl]-9Z,12Z-octadecadienamide
Molecular Formula:C21H39NO2
Molecular Weight:337.5
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Cat No:R067545
Cas No:220556-74-1
Product-Name:(R)-(+)-Linoleyl-1/'-Hydroxy-2/'-Propylamide
InChI:InChI=1S/C21H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)22-20(2)19-23/h7-8,10-11,20,23H,3-6,9,12-19H2,1-2H3,(H,22,24)/b8-7-,11-10-/t20-/m1/s1
InChIKey:ADRRUPVKLINJKD-FNUGXZCYSA-N
SMILES:CCCCC/C=CC/C=CCCCCCCCC(N[C@H](C)CO)=O
N-Acyl ethanolamines 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). Although hydrolized by fatty acid amide hydrolase (FAAH; Ki = 9 μM) it also inhibits FAAH and inhibits voltage-gated K (R)-(+)-Linoleyl-1’-hydroxy-2’-propylamide is a homolog of LOEA, characterized by the addition of an (R)-α-methyl group at the methylene carbon adjacent to the amide nitrogen. A similar modification of arachidonoyl ethanolamide (Item No. 90050) to produce R-1 methanandamide (Item No. 90070) imparts higher affinity for the CB receptor as well as improved metabolic stability. 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).
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