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


CAS No. :

(S)-(+)-Linoleyl-2/
Product Details
Cat No:R067547
Synonyms:N-((S)-2-hydroxypropyl)octadeca-9Z,12Z-dienamide
Molecular Formula:C21H39NO2
Molecular Weight:337.5
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Cat No:R067547
Product-Name:(S)-(+)-Linoleyl-2/'-Hydroxy-1/'-Propylamide
InChI:InChI=1S/C21H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)22-19-20(2)23/h7-8,10-11,20,23H,3-6,9,12-19H2,1-2H3,(H,22,24)/b8-7-,11-10-/t20-/m0/s1
InChIKey:QWQYZEAVCOQEQB-YNLHEVEDSA-N
SMILES:CCCCC/C=CC/C=CCCCCCCCC(NC[C@H](C)O)=O
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).
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