Serinolamide A

Serinolamide A
Identifiers
	IUPAC name (R,E)-N-(1-Hydroxy-3-methoxypropan-2-yl)-N-methyloctadec-4-enamide;
CAS Number	1342300-14-4 ;
PubChem CID	56597771;
ChemSpider	27025743;
Chemical and physical data
Formula	C23H45NO3
Molar mass	383.617 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(N(C)[C@H](CO)COC)CC/C=C/CCCCCCCCCCCCC;
	InChI InChI=1S/C23H45NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)24(2)22(20-25)21-27-3/h16-17,22,25H,4-15,18-21H2,1-3H3/b17-16+/t22-/m1/s1; Key:CJAVPRNATZCNLN-NBRGKURFSA-N;

Serinolamide A is a naturally occurring eicosanoid derivative related to anandamide, which has been isolated from the marine cyanobacteria Lyngbya majuscula and related species in the Oscillatoria family. Testing established that serinolamide A is an active cannabinoid agonist with moderate potency, having a K_i of 1300 nM at CB₁ and five fold selectivity over the related CB₂ receptor.[1]

References

Gutiérrez M, Pereira AR, Debonsi HM, Ligresti A, Di Marzo V, Gerwick WH (October 2011). "Cannabinomimetic lipid from a marine cyanobacterium". Journal of Natural Products. 74 (10): 2313–7. doi:10.1021/np200610t. PMC 3325759. PMID 21999614.

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[1] Gutiérrez M, Pereira AR, Debonsi HM, Ligresti A, Di Marzo V, Gerwick WH (October 2011). "Cannabinomimetic lipid from a marine cyanobacterium". Journal of Natural Products. 74 (10): 2313–7. doi:10.1021/np200610t. PMC 3325759. PMID 21999614.

Serinolamide A

See also

References