LBF20406AM19: Difference between revisions

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|LipidBank=XPR7035
|LipidBank=XPR7035
|LipidMaps=LMFA08020021
|LipidMaps=LMFA08020021
|SysName=N- (2-methoxyethyl) arachidonoyl amide
|SysName=N- (2-Methoxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&N- (2-methoxyethyl) arachidonoyl amide&&
|Common Name=&&N- (2-Methoxyethyl) -arachidonoylamide&&N- (2-Methoxyethyl) - (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}}]]
|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>5.80 (br s lH), 5.30-5.42 (m, 8H), 3.45 (d, J=2.1Hz, 4H), 3.35 (s, 3H), 2.75-2.85 (m, 6H), 2.00-2.20 (m, 6H), 1.62-1.80 (m, 2H), 1.20-1.40 (m, 6H), 0.89 (t, J=6.8Hz, 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 5.80 (br s lH), 5.30-5.42 (m, 8H), 3.45 (d, J=2.1Hz, 4H), 3.35 (s, 3H), 2.75-2.85 (m, 6H), 2.00-2.20 (m, 6H), 1.62-1.80 (m, 2H), 1.20-1.40 (m, 6H), 0.89 (t, J=6.8Hz, 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 methoxyethylamine. Yield 4l%. [[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 methoxyethylamine. Yield 4l%. [[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 rat brain cannabinoid receptor (CBl), Ki(nM)= 85.2±3.8 [[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 04:43, 21 October 2010

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Upper classes: LB LBF



N- (2-Methoxyethyl) -arachidonoylamide
LBF20406AM19.png
Structural Information
N- (2-Methoxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N- (2-Methoxyethyl) -arachidonoylamide
  • N- (2-Methoxyethyl) - (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C23H39NO2
Exact Mass 361.298079497
Average Mass 361.5613
SMILES O(C)CCNC(=O)CCCC=CCC=CCC=CCC=CCCCCC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoylchloride and methoxyethylamine. Yield 4l%. Sheskin_T et al.
Binding to the rat brain cannabinoid receptor (CBl), Ki(nM)= 85.2±3.8 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.80 (br s lH), 5.30-5.42 (m, 8H), 3.45 (d, J=2.1Hz, 4H), 3.35 (s, 3H), 2.75-2.85 (m, 6H), 2.00-2.20 (m, 6H), 1.62-1.80 (m, 2H), 1.20-1.40 (m, 6H), 0.89 (t, J=6.8Hz, 3H) SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM19 See above. Sheskin_T et al. 1997