LBF20406AM01: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
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|LipidBank=XPR7017
|LipidBank=XPR7017
|LipidMaps=LMFA08020003
|LipidMaps=LMFA08020003
|SysName=N-arachidonoylglycine
|SysName=N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-glycine
|Common Name=&&N-arachidonoylglycine&&
|Common Name=&&N-Arachidonoylglycine&&N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-glycine&&
|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>6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (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 6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (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 arachidonoylchloride and glycine in potassium hydroxide solution. Yield is 34%. [[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 of this compound 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}}]]
}}
}}
{{Lipid/Footer}}

Latest revision as of 04:38, 21 October 2010

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Upper classes: LB LBF



IDs and Links
LipidBank XPR7017
LipidMaps LMFA08020003
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406AM01
N-Arachidonoylglycine
LBF20406AM01.png
Structural Information
N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-glycine
  • N-Arachidonoylglycine
  • N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-glycine
Formula C22H35NO3
Exact Mass 361.261693991
Average Mass 361.51824
SMILES C(CCCC=CCC=CCC=CCC=CCCCCC)(NCC(O)=O)=O
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from arachidonoylchloride and glycine in potassium hydroxide solution. Yield is 34%. Sheskin_T et al.
Binding of this compound 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 6.25 (br s 1H), 5.30-5.37 (m, 8H), 4.05 (d, J=5.1Hz, 2H), 2.76-2.82 (m, 6H), 2.22 (t, J=7.8Hz, 2H), 2.04-2.18 (m, 2H), 1.70-1.82 (m, 4H), 1.25-1.35 (m, 6H), 0.89 (t, J=7.1Hz, 3H) SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM01 See above. Sheskin_T et al. 1997


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