LBF20406AM28: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
{{Hierarchy|{{PAGENAME}}}}


{{Metabolite
{{Metabolite
|LipidBank=XPR7045
|LipidBank=XPR7045
|LipidMaps=-
|LipidMaps=LMFA08040016
|SysName=alpha-methyl anandamide
|SysName=N-2-Methy- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylethanolamine
|Common Name=&&alpha-Methylanandamide&&N-2-Methy- (5Z,8Z,11Z,14Z) -eicosatetraenoylethanolamine&&
|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), 5.22-5.40 (m, 8H), 3.75 (t, J=5.1Hz, 2H), 3.42 (q, J=4.9 Hz, 2H), 2.74-2.86 (m, 6H), 2.20-2.30 (m, lH), 2.00-2.12 (m, 4H), 1.68-1.80 (m, lH), 1.20-1.50 (m, 6H), 1.16 (d, J=6.6Hz, 3H), 0.89 (t, J=6.9Hz, 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), 5.22-5.40 (m, 8H), 3.75 (t, J=5.1Hz, 2H), 3.42 (q, J=4.9 Hz, 2H), 2.74-2.86 (m, 6H), 2.20-2.30 (m, lH), 2.00-2.12 (m, 4H), 1.68-1.80 (m, lH), 1.20-1.50 (m, 6H), 1.16 (d, J=6.6Hz, 3H), 0.89 (t, J=6.9Hz, 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 arachidonic acid and ethanolamine. Yield 82 %. [[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=
|Biological Activity=Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 32.5±5.1 [[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}}]]
}}
}}
{{Lipid/Footer}}

Latest revision as of 04:47, 21 October 2010

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Upper classes: LB LBF



α-Methylanandamide
LBF20406AM28.png
Structural Information
N-2-Methy- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylethanolamine
  • α-Methylanandamide
  • N-2-Methy- (5Z,8Z,11Z,14Z) -eicosatetraenoylethanolamine
Formula C23H39NO2
Exact Mass 361.298079497
Average Mass 361.5613
SMILES CC(C(=O)NCCO)CCC=CCC=CCC=CCC=CCCCCC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonic acid and ethanolamine. Yield 82 %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 32.5±5.1 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 6.10 (br s lH), 5.22-5.40 (m, 8H), 3.75 (t, J=5.1Hz, 2H), 3.42 (q, J=4.9 Hz, 2H), 2.74-2.86 (m, 6H), 2.20-2.30 (m, lH), 2.00-2.12 (m, 4H), 1.68-1.80 (m, lH), 1.20-1.50 (m, 6H), 1.16 (d, J=6.6Hz, 3H), 0.89 (t, J=6.9Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM28 See above. Sheskin_T et al. 1997