LBF20406AM09: Difference between revisions

Latest revision as of 04:41, 21 October 2010

Upper classes: LB LBF

N-Butylarachidonoylamide

Structural Information
	N-Butyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
	N-Butylarachidonoylamide N-Butyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine

Formula	C24H41NO
Exact Mass	359.318814939
Average Mass	359.58847999999995
SMILES	`C(=CCCCC(NCCCC)=O)CC=CCC=CCC=CCCCCC`
Physicochemical Information
	colorless oil Sheskin_T et al.






	This compound was synthesized from arachidonoylchloride and n-butylamine. Yield is 56%. Sheskin_T et al.

	Binding of this compound to the brain cannabinoid receptor (CB1),Ki (nM)= 235.7±l4.2 Sheskin_T et al.


Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	¹H NMR (CDCl3) δ 5.26-5.44 (m, 8H), 3.24 (q, J=6Hz, 2H), 2.76-2.86 (m, 6H), 2.02-2.22(m, 6H), 1.64-1.78 (m, 2H), 1.22-1.56 (m, 10H), 0.86-0.98 (m, 6H). Sheskin_Tet al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference	Comment
n.a.	LBF20406AM09	See above.	Sheskin_T et al. 1997

@@ Line 6: / Line 6: @@
 |LipidBank=XPR7025
 |LipidMaps=LMFA08020011
-|SysName=N-Butylarachidonoyl amide
+|SysName=N-Butyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
-|Common Name=&&N-Butyl-arachidonoyl amide&&
+|Common Name=&&N-Butylarachidonoylamide&&N-Butyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine&&
 |Melting Point=colorless oil [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]
 |NMR Spectra=^1 H NMR (CDCl3)  delta 5.26-5.44 (m, 8H), 3.24 (q, J=6Hz, 2H), 2.76-2.86 (m, 6H), 2.02-2.22(m, 6H), 1.64-1.78 (m, 2H), 1.22-1.56 (m, 10H), 0.86-0.98 (m, 6H). [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|{{RelationTable/GetFirstAuthor|Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659}}]]