LBF20406AM03

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Upper classes: LB LBF



N-Arachidonoyl-L-serine
LBF20406AM03.png
Structural Information
N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-L-serine
  • N-Arachidonoyl-L-serine
  • N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-L-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° SheskinTet al.
This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonicacid. yield is 55%. Sheskin_T et al.
Binding of this compound to the brain cannabinoid receptor(CB1),Ki(nM)>10000 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CD3OD) δ 5.33-5.40 (m, 8H), 4.50 (t, J=4.8 Hz, 1H), 3.78-3.90 (m, 2H), 2.80-2.86 (m, 6H), 2.29 (t, J=6.6Hz, 2H), 2.04-2.18 (m, 4H), 1.64-1.72 (m, 2H), 1.29-1.39 (m, 6H), 0.90 (t, J=7.2Hz, 3H) SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM03 See above. Sheskin_T et al. 1997