LBF20406AM01: Difference between revisions

Revision as of 14:00, 19 February 2010

Upper classes: LB LBF

N-arachidonoylglycine

Structural Information
	N-arachidonoylglycine
	N-arachidonoylglycine

Formula	C22H35NO3
Exact Mass	361.261693991
Average Mass	361.51824
SMILES	`C(CCCC=CCC=CCC=CCC=CCCCCC)(NCC(O)=O)=O`
Physicochemical Information
	colorless oil Sheskin_T et al.






	This compound was synthesized from arachidonoylchloride and glycine in potassium hydroxide solution. Yield is 34%. Sheskin_T et al.

	Binding of this compound to the brain cannabinoid receptor (CBl),Ki(nM)>10000 Sheskin_T et al.


Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	¹H NMR (CDCl3) δ 6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (t, J=7.1Hz, 3H) Sheskin_Tet al.
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference	Comment
n.a.	LBF20406AM01	See above.	Sheskin_T et al. 1997

@@ Line 9: / Line 9: @@
 |Common Name=&&N-arachidonoylglycine&&
 |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) delta6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (t, J=7.1Hz, 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}}]]
+|NMR Spectra=^1 H NMR (CDCl3)  delta 6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (t, J=7.1Hz, 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}}]]
 |Source=
 |Chemical Synthesis=This compound was synthesized from arachidonoylchloride and glycine in potassium hydroxide solution. Yield is 34%. [[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}}]]