LBF20406AM02: Difference between revisions
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|SysName=N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-D-serine | |SysName=N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-D-serine | ||
|Common Name=&&N-Arachidonoyl-D-serine&& | |Common Name=&&N-Arachidonoyl-D-serine&& | ||
N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-D-serine&&|Melting Point=colorless oil [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659| | N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-D-serine&&|Melting Point=colorless oil [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|Sheskin_T et al.]] | ||
|Optical=[ alpha ]^{25}_4 = -8.9°(C=1,CHCl3)[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659| | |Optical=[ alpha ]^{25}_4 = -8.9°(C=1,CHCl3)[[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|Sheskin_T et al.]] | ||
|NMR Spectra=^1 H NMR (CD3OD) delta 5.30-5.43 (m, 8H), 4.49 (t, J=4.8Hz, 1H), 3.80-3.88 (m, 2H), 2.80-2.86 (m, 6H), 2.30 (t, J=6.6Hz, 2H), 2.04-2.18 (m, 4H), 1.66-1.72 (m, 2H), 1.29-1.39 (m, 6H), 0.90 (t, J=6.9Hz, 3H) [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659| | |NMR Spectra=^1 H NMR (CD3OD) delta 5.30-5.43 (m, 8H), 4.49 (t, J=4.8Hz, 1H), 3.80-3.88 (m, 2H), 2.80-2.86 (m, 6H), 2.30 (t, J=6.6Hz, 2H), 2.04-2.18 (m, 4H), 1.66-1.72 (m, 2H), 1.29-1.39 (m, 6H), 0.90 (t, J=6.9Hz, 3H) [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|Sheskin_T et al.]] | ||
|Source= | |Source= | ||
|Chemical Synthesis=This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonic acid. The yield was 60 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659| | |Chemical Synthesis=This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonic acid. The yield was 60 %. [[Reference:Sheskin_T:Hanus_L:Slager_J:Vogel_Z:Mechoulam_R:,J. Med. Chem.,1997,40,659|Sheskin_T et al.]] | ||
|Metabolism= | |Metabolism= | ||
|Biological Activity=Binding of this compoud 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| | |Biological Activity=Binding of this compoud 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|Sheskin_T et al.]] | ||
}} | }} | ||
{{Lipid/Footer}} | {{Lipid/Footer}} |
Latest revision as of 11:36, 2 December 2010
LipidBank Top (トップ) |
Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
IDs and Links | |
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LipidBank | XPR7018 |
LipidMaps | LMFA08020004 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF20406AM02 |
N-Arachidonoyl-D-serine | |
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Structural Information | |
N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-D-serine | |
| |
Formula | C23H37NO4 |
Exact Mass | 391.27225867699997 |
Average Mass | 391.54422 |
SMILES | [C@H](CO)(C(O)=O)NC(CCCC=CCC=CCC=CCC=CCCCCC)=O |
Physicochemical Information | |
colorless oil Sheskin_T et al. | |
[ α ]25 4 = -8.9°(C=1,CHCl3)SheskinTet al. | |
This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonic acid. The yield was 60 %. Sheskin_T et al. | |
Binding of this compoud 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 (CD3OD) δ 5.30-5.43 (m, 8H), 4.49 (t, J=4.8Hz, 1H), 3.80-3.88 (m, 2H), 2.80-2.86 (m, 6H), 2.30 (t, J=6.6Hz, 2H), 2.04-2.18 (m, 4H), 1.66-1.72 (m, 2H), 1.29-1.39 (m, 6H), 0.90 (t, J=6.9Hz, 3H) SheskinTet al. |
Other Spectra | |
Chromatograms |
Reported Metabolites, References | ||||||||||
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