LBF20406AM26: Difference between revisions

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|LipidBank=XPR7042
|LipidBank=XPR7042
|LipidMaps=LMFA08020028
|LipidMaps=LMFA08020028
|SysName=N,N- (di-2-hydroxyethyl) arachidonoylamide
|SysName=N,N- (2,2-Dihydroxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
|Common Name=&&N,N- (di-2-hydroxyethyl) arachidonoylamide&&
|Common Name=&&N,N- (2,2-Dihydroxyethyl) -arachidonoylamide&&N,N- (2,2-Dihydroxyethyl) - (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>5.60-5.42 (m, 8H), 3.83 (t, J=4.9Hz, 2H), 3.77 (t, J=5.lHz, 2H), 3.54(t, J=5.1Hz, 2H), 3.49 (t, J=4.9Hz, 2H), 2.77-2.86 (m, 6H), 2.40 (t, J=7.3Hz, 2H), 2.02-2.16 (m, 4H), 1.69-1.76 (m, 2H), 1.25-1.38 (m, 6H), 0.88 (t, J=6.6Hz, 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 5.60-5.42 (m, 8H), 3.83 (t, J=4.9Hz, 2H), 3.77 (t, J=5.lHz, 2H), 3.54(t, J=5.1Hz, 2H), 3.49 (t, J=4.9Hz, 2H), 2.77-2.86 (m, 6H), 2.40 (t, J=7.3Hz, 2H), 2.02-2.16 (m, 4H), 1.69-1.76 (m, 2H), 1.25-1.38 (m, 6H), 0.88 (t, J=6.6Hz, 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=
|Source=
|Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and diethanolamine. Yield 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}}]]
|Chemical Synthesis=This compound was synthesized from arachidonoyl chloride and diethanolamine. Yield 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}}]]

Latest revision as of 04:46, 21 October 2010

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Upper classes: LB LBF



N,N- (2,2-Dihydroxyethyl) -arachidonoylamide
LBF20406AM26.png
Structural Information
N,N- (2,2-Dihydroxyethyl) - (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
  • N,N- (2,2-Dihydroxyethyl) -arachidonoylamide
  • N,N- (2,2-Dihydroxyethyl) - (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C24H41NO3
Exact Mass 391.30864418299996
Average Mass 391.58727999999996
SMILES C(CN(CCO)C(CCCC=CCC=CCC=CCC=CCCCCC)=O)O
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoyl chloride and diethanolamine. Yield 45 %. Sheskin_T et al.
Binding to the brain cannabinoid receptor (CBl), Ki>10000 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.60-5.42 (m, 8H), 3.83 (t, J=4.9Hz, 2H), 3.77 (t, J=5.lHz, 2H), 3.54(t, J=5.1Hz, 2H), 3.49 (t, J=4.9Hz, 2H), 2.77-2.86 (m, 6H), 2.40 (t, J=7.3Hz, 2H), 2.02-2.16 (m, 4H), 1.69-1.76 (m, 2H), 1.25-1.38 (m, 6H), 0.88 (t, J=6.6Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM26 See above. Sheskin_T et al. 1997