LBF20406AM42: Difference between revisions

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|LipidBank=XPR7044
|LipidBank=XPR7044
|LipidMaps=LMFA08020030
|LipidMaps=LMFA08020030
|SysName= (+-) -N- (1-methyl-2-hydroxy-2-phenylethyl) arachidonoyl amide
|SysName=dl-N- (1-Methyl-2-hydroxy-2-phenylethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&(+-) -N- (1-methyl-2-hydroxy-2-phenylethyl) arachidonoyl amide&&
|Common Name=&&N- (1-Methyl-2-hydroxy-2-phenylethyl) -arachidonoylamide&&(+-) -N- (1-Methyl-2-hydroxy-2-phenylethyl) - (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=^1 H NMR (CDCl3)  delta 7.27-7.35 (m, 5H), 5.54 (br s , lH), 5.63-5.41 (m, 8H), 4.84 (br s, lH),4.31-4.36 (m, lH), 3.60 (br s, lH), 2.78-2.85 (m, 6H), 2.01-2.22 (m, 6H), 1.67-1.77 (m, 2H),1.25-1.37 (m, 6H), 1.01 (d, J=7.l Hz, 3H), 0.89 (t, J=7.l 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 7.27-7.35 (m, 5H), 5.54 (br s , lH), 5.63-5.41 (m, 8H), 4.84 (br s, lH),4.31-4.36 (m, lH), 3.60 (br s, lH), 2.78-2.85 (m, 6H), 2.01-2.22 (m, 6H), 1.67-1.77 (m, 2H),1.25-1.37 (m, 6H), 1.01 (d, J=7.l Hz, 3H), 0.89 (t, J=7.l 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}}]]

Latest revision as of 04:50, 21 October 2010

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Upper classes: LB LBF



N- (1-Methyl-2-hydroxy-2-phenylethyl) -arachidonoylamide
LBF20406AM42.png
Structural Information
dl-N- (1-Methyl-2-hydroxy-2-phenylethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N- (1-Methyl-2-hydroxy-2-phenylethyl) -arachidonoylamide
  • (+-) -N- (1-Methyl-2-hydroxy-2-phenylethyl) - (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C29H43NO2
Exact Mass 437.329379625
Average Mass 437.65725999999995
SMILES C(=CCC=CCC=CCCCC(=O)NC(C(O)c(c1)cccc1)C)CC=CCCCCC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoylchloride and (±)phenylpropanolamine.Yield 67 %. 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 7.27-7.35 (m, 5H), 5.54 (br s , lH), 5.63-5.41 (m, 8H), 4.84 (br s, lH),4.31-4.36 (m, lH), 3.60 (br s, lH), 2.78-2.85 (m, 6H), 2.01-2.22 (m, 6H), 1.67-1.77 (m, 2H),1.25-1.37 (m, 6H), 1.01 (d, J=7.l Hz, 3H), 0.89 (t, J=7.l Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM42 See above. Sheskin_T et al. 1997