LBF20406AM29: Difference between revisions

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


{{Metabolite
{{Metabolite
|LipidBank=XPR7046
|LipidBank=XPR7046
|LipidMaps=-
|LipidMaps=LMFA08040017
|SysName=alpha,alpha-dimethyl anandamide
|SysName=N-2,2-Dimethy- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylethanolamine
|Common Name=&&alpha,alpha-dimethyl anandamide&&
|Common Name=&&alpha,alpha-Dimethylanandamide&&N-2,2-Dimethy- (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), 5.30-5.42 (m, 8H), 3.75 (t, J=5.l Hz, 2H), 3.42 (q, J=4.9Hz, 2H), 2.78-2.86 (m, 6H), 2.00-2.10 (m, 4H), 1.50-1.62 (m, 4H), 1.24-1.40 (m, 4H), 1.22 (s, 6H), 0.90 (t, J=6.9 Hz, 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), 5.30-5.42 (m, 8H), 3.75 (t, J=5.l Hz, 2H), 3.42 (q, J=4.9Hz, 2H), 2.78-2.86 (m, 6H), 2.00-2.10 (m, 4H), 1.50-1.62 (m, 4H), 1.24-1.40 (m, 4H), 1.22 (s, 6H), 0.90 (t, J=6.9 Hz, 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 47 %.[[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)= 25.5±2.8 [[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}}]]
}}
}}
{{Lipid/Footer}}

Latest revision as of 04:47, 21 October 2010

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Upper classes: LB LBF



IDs and Links
LipidBank XPR7046
LipidMaps LMFA08040017
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406AM29
α,α-Dimethylanandamide
LBF20406AM29.png
Structural Information
N-2,2-Dimethy- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylethanolamine
  • α,α-Dimethylanandamide
  • N-2,2-Dimethy- (5Z,8Z,11Z,14Z) -eicosatetraenoylethanolamine
Formula C24H41NO2
Exact Mass 375.313729561
Average Mass 375.58788
SMILES C(CC=CCCC(C(NCCO)=O)(C)C)=CCC=CCC=CCCCCC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonic acid and ethanolamine. Yield 47 %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 25.5±2.8 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 6.10 (br s, lH), 5.30-5.42 (m, 8H), 3.75 (t, J=5.l Hz, 2H), 3.42 (q, J=4.9Hz, 2H), 2.78-2.86 (m, 6H), 2.00-2.10 (m, 4H), 1.50-1.62 (m, 4H), 1.24-1.40 (m, 4H), 1.22 (s, 6H), 0.90 (t, J=6.9 Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM29 See above. Sheskin_T et al. 1997


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