LBF20406AM35: Difference between revisions

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|LipidBank=XPR7052
|LipidBank=XPR7052
|LipidMaps=LMFA08020038
|LipidMaps=LMFA08020038
|SysName=N- ( (R) - (-) -1-methyl-2-hydroxyethyl) a ,a -dimethylarachidonoyl amide
|SysName=N-l-1R-Methyl-2-hydroxyethyl-alpha,alpha-dimethyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&N- ( (R) - (-) -1-methyl-2-hydroxyethyl) a ,a -dimethylarachidonoyl amide&&
|Common Name=&&N- (R) - (-) -1-Methyl-2-hydroxyethyl-alpha,alpha-dimethylarachidonoylamide&&N- (R) - (-) -1-Methyl-2-hydroxyethyl-alpha,alpha-dimethyl- (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), 4.01-4.12 (m, lH), 3.60-3.68 (m, lH), 3.50-3.55 (m, lH), 2.98-3.01 (m, lH), 2.76-2.84 (m, 6H), 1.90-2.10 (m, 4H), 1.15-1.62 (series of m, l7H), 0.90 (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 5.80 (br s, lH), 5.30-5.42 (m, 8H), 4.01-4.12 (m, lH), 3.60-3.68 (m, lH), 3.50-3.55 (m, lH), 2.98-3.01 (m, lH), 2.76-2.84 (m, 6H), 1.90-2.10 (m, 4H), 1.15-1.62 (series of m, l7H), 0.90 (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 arachidonic acid and (R)-(-)-2-amino-l-propanol. Yield is 45 %. [[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)= 3l.l±1.0 [[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 04:48, 21 October 2010

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Upper classes: LB LBF



N- (R) - (-) -1-Methyl-2-hydroxyethyl-α,α-dimethylarachidonoylamide
LBF20406AM35.png
Structural Information
N-l-1R-Methyl-2-hydroxyethyl-α,α-dimethyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N- (R) - (-) -1-Methyl-2-hydroxyethyl-α,α-dimethylarachidonoylamide
  • N- (R) - (-) -1-Methyl-2-hydroxyethyl-α,α-dimethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C25H43NO2
Exact Mass 389.329379625
Average Mass 389.61446
SMILES C(=CCC=CCC=CCC=CCCCCC)CCC(C)(C)C(N[C@H](CO)C)=O
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonic acid and (R)-(-)-2-amino-l-propanol. Yield is 45 %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki(nM)= 3l.l±1.0 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), 4.01-4.12 (m, lH), 3.60-3.68 (m, lH), 3.50-3.55 (m, lH), 2.98-3.01 (m, lH), 2.76-2.84 (m, 6H), 1.90-2.10 (m, 4H), 1.15-1.62 (series of m, l7H), 0.90 (t, J=7.1Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM35 See above. Sheskin_T et al. 1997