LBF20406AM39: Difference between revisions

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|LipidBank=XPR7061
|LipidBank=XPR7061
|LipidMaps=LMFA08020047
|LipidMaps=LMFA08020047
|SysName=N- (R-l-2-Hydroxypropyl)-alpha,alpha-dimethylarachidonoylamide
|SysName=N-l-2R-Hydroxypropyl-alpha,alpha-dimethyl- (5-cis,8-cis,11-cis,14-cis) -eicosatetraenoylamine
|Common Name=&&N- ( (R) -(-)-2-Hydroxypropyl)-alpha,alpha-dimethylarachidonoylamide&&
|Common Name=&&N- (R) - (-) -2-Hydroxypropyl-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=^1 H NMR (CDCl3)  delta  5.95 (br s, l H), 5.30-5.42 (m, 8H), 3.92-3.96 (m, 1H), 3.40-3.50 (m, 1H), 3.02-3.23 (m, 1H), 2.70-2.95 (m, 7H), 2.20-2.28(m, 1H), 2.00-2.15 (m, 4H), 1.70-1.75 (m, 2H), 1.20-1.52 (series of m, 14H), 0.89 (t, J=6.7 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  5.95 (br s, l H), 5.30-5.42 (m, 8H), 3.92-3.96 (m, 1H), 3.40-3.50 (m, 1H), 3.02-3.23 (m, 1H), 2.70-2.95 (m, 7H), 2.20-2.28(m, 1H), 2.00-2.15 (m, 4H), 1.70-1.75 (m, 2H), 1.20-1.52 (series of m, 14H), 0.89 (t, J=6.7 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}}]]

Revision as of 04:37, 9 September 2010

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Upper classes: LB LBF



N- (R) - (-) -2-Hydroxypropyl-α,α-dimethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
LBF20406AM39.png
Structural Information
N-l-2R-Hydroxypropyl-α,α-dimethyl- (5-cis,8-cis,11-cis,14-cis) -eicosatetraenoylamine
  • N- (R) - (-) -2-Hydroxypropyl-α,α-dimethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Formula C25H43NO2
Exact Mass 389.329379625
Average Mass 389.61446
SMILES CC(C)(C(=O)NC[C@@H](C)O)CCC=CCC=CCC=CCC=CCCCCC
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonic acid and (R)-(-)-l-amino-2-propanolyield 63%. Sheskin_T et al.
Binding to the brain cannabinoid receptor(CBl), Ki(nM)= 153.9±30.0 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.95 (br s, l H), 5.30-5.42 (m, 8H), 3.92-3.96 (m, 1H), 3.40-3.50 (m, 1H), 3.02-3.23 (m, 1H), 2.70-2.95 (m, 7H), 2.20-2.28(m, 1H), 2.00-2.15 (m, 4H), 1.70-1.75 (m, 2H), 1.20-1.52 (series of m, 14H), 0.89 (t, J=6.7 Hz, 3H), SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM39 See above. Sheskin_T et al. 1997