LBF20406AM25: Difference between revisions

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|LipidBank=XPR7041
|LipidBank=XPR7041
|LipidMaps=LMFA08020027
|LipidMaps=LMFA08020027
|SysName=N-propyl -N- (2-hydroxyethyl) arachidonoyl amide
|SysName=N-Propyl-N- (2-hydroxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&N-propyl -N- (2-hydroxyethyl) arachidonoyl amide&&
|Common Name=&&N-Propyl-N- (2-hydroxyethyl) -arachidonoylamide&&N-Propyl-N- (2-hydroxyethyl) - (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>5.30-5.42 (m, 8H), 3.76 (t, J=4.9 Hz, 2H), 3.52 (t, J=4.4 Hz, 2H), 3.24 (t, J=8.l Hz, 2H), 2.79-2.86 (m, 6H), 2.35 (t, J=8.l Hz, 2H), 2.02-2.20 (m, 4H), 1.54-1.76 (m, 4H), 1.25-1.38 (m, 6H), 0.86-0.89 (m, 6H). [[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 5.30-5.42 (m, 8H), 3.76 (t, J=4.9 Hz, 2H), 3.52 (t, J=4.4 Hz, 2H), 3.24 (t, J=8.l Hz, 2H), 2.79-2.86 (m, 6H), 2.35 (t, J=8.l Hz, 2H), 2.02-2.20 (m, 4H), 1.54-1.76 (m, 4H), 1.25-1.38 (m, 6H), 0.86-0.89 (m, 6H). [[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 arachidonoyl chloride and 2-(propylamino)ethanol. Yield 6l %. [[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 arachidonoyl chloride and 2-(propylamino)ethanol. Yield 6l %. [[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 brain cannabinoid receptor (CBl), Ki(nM)>10000 [[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 08:24, 29 September 2010

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Upper classes: LB LBF



IDs and Links
LipidBank XPR7041
LipidMaps LMFA08020027
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406AM25
N-Propyl-N- (2-hydroxyethyl) -arachidonoylamide
LBF20406AM25.png
Structural Information
N-Propyl-N- (2-hydroxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N-Propyl-N- (2-hydroxyethyl) -arachidonoylamide
  • N-Propyl-N- (2-hydroxyethyl) - (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C25H43NO2
Exact Mass 389.329379625
Average Mass 389.61446
SMILES C(N(C(=O)CCCC=CCC=CCC=CCC=CCCCCC)CCO)CC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoyl chloride and 2-(propylamino)ethanol. Yield 6l %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki(nM)>10000 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.30-5.42 (m, 8H), 3.76 (t, J=4.9 Hz, 2H), 3.52 (t, J=4.4 Hz, 2H), 3.24 (t, J=8.l Hz, 2H), 2.79-2.86 (m, 6H), 2.35 (t, J=8.l Hz, 2H), 2.02-2.20 (m, 4H), 1.54-1.76 (m, 4H), 1.25-1.38 (m, 6H), 0.86-0.89 (m, 6H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM25 See above. Sheskin_T et al. 1997


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