LBF20406AM20: Difference between revisions

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|LipidBank=XPR7036
|LipidBank=XPR7036
|LipidMaps=LMFA08020022
|LipidMaps=LMFA08020022
|SysName=N'-arachidonoyl-N"-diethylethylenediamine
|SysName=N'- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-N"-diethylethylenediamine
|Common Name=&&N'-arachidonoyl-N"-diethylethylenediamine&&
|Common Name=&&N'-Arachidonoyl-N"-diethylethylenediamine&&N'- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-N"-diethylethylenediamine&&
|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}}]]
|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=<SUP><FONT SIZE=-1>1</FONT></SUP>H NMR (CDCl3) <FONT FACE="Symbol">d</FONT>6.10 (br s lH), 5.26-5.42 (m, 8H), 3.22-3.30 (m, 2H), 2.76-2.90 (m, 6H), 2.50-2.62 (m, 6H), 1.66-1.80 (m, 2H), 1.20-1.40 (m, 6H), 1.02 (t, J=7.1Hz, 6H), 0.89 (t, J=6.5Hz, 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 6.10 (br s lH), 5.26-5.42 (m, 8H), 3.22-3.30 (m, 2H), 2.76-2.90 (m, 6H), 2.50-2.62 (m, 6H), 1.66-1.80 (m, 2H), 1.20-1.40 (m, 6H), 1.02 (t, J=7.1Hz, 6H), 0.89 (t, J=6.5Hz, 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=
|Source=
|Chemical Synthesis=This compound was synthesized from arachidonoylchloride and N,N-diethylenediamine. Yield 70 %. [[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}}]];>
|Chemical Synthesis=This compound was synthesized from arachidonoylchloride and N,N-diethylenediamine. Yield 70 %. [[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}}]]
|Metabolism=
|Metabolism=
|Biological Activity=Binding to the brain cannabinoid receptor (CBl), Ki(nM)>1000 [[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}}]]
}}
}}


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{{Lipid/Footer}}

Latest revision as of 04:44, 21 October 2010

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Upper classes: LB LBF



N'-Arachidonoyl-N"-diethylethylenediamine
LBF20406AM20.png
Structural Information
N'- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-N"-diethylethylenediamine
  • N'-Arachidonoyl-N"-diethylethylenediamine
  • N'- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-N"-diethylethylenediamine
Formula C26H44N2O
Exact Mass 400.34536404
Average Mass 400.64043999999996
SMILES C(CCC)CC=CCC=CCC=CCC=CCCCC(=O)NC=CN(CC)CC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoylchloride and N,N-diethylenediamine. Yield 70 %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki(nM)>1000 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 6.10 (br s lH), 5.26-5.42 (m, 8H), 3.22-3.30 (m, 2H), 2.76-2.90 (m, 6H), 2.50-2.62 (m, 6H), 1.66-1.80 (m, 2H), 1.20-1.40 (m, 6H), 1.02 (t, J=7.1Hz, 6H), 0.89 (t, J=6.5Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM20 See above. Sheskin_T et al. 1997