LBF20406AM04: Difference between revisions

Revision as of 02:18, 9 September 2010

Upper classes: LB LBF

N-Ethylarachidonoylamide

Structural Information
	N-Ethyl- (5-cis,8-cis,11-cis,14-cis) -eicosatetraenoylamine
	N-Ethylarachidonoylamide N-Ethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine

Formula	C22H37NO
Exact Mass	331.287514811
Average Mass	331.53532
SMILES	`C(CCC(NCC)=O)C=CCC=CCC=CCC=CCCCCC`
Physicochemical Information
	colorless oil Sheskin_T et al.






	This compound was synthesized from arachidonoyl chloride and ethylamine, yield is 73 %. Sheskin_T et al.

	Binding of this compound to the brain cannabinoid receptor (CB1), Ki (nM)= 34.0±2.7 Sheskin_T et al.


Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	¹H NMR (CDCl3) δ 5.31-5.41 (m, 8H), 3.22-3.34 (m, 2H), 2.78-2.84 (m, 6H), 1.68-1.78 (m, 4H), 1.22-1.40 (m, 6H), 1.13 (t, J=7.3, 3H), 0.88 (t, J=7.1H, 3H) Sheskin_Tet al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference	Comment
n.a.	LBF20406AM04	See above.	Sheskin_T et al. 1997

@@ Line 7: / Line 7: @@
 |LipidMaps=LMFA08020006
 |SysName=N-Ethyl- (5-cis,8-cis,11-cis,14-cis) -eicosatetraenoylamine
-|Common Name=&&N-Ethyl arachidonoylamide&&N-Ethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine&&
+|Common Name=&&N-Ethylarachidonoylamide&&N-Ethyl- (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 5.31-5.41 (m, 8H), 3.22-3.34 (m, 2H), 2.78-2.84 (m, 6H), 1.68-1.78 (m, 4H), 1.22-1.40 (m, 6H), 1.13 (t, J=7.3, 3H), 0.88 (t, J=7.1H, 3H) [[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}}]]