LBF20406AM38

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Upper classes: LB LBF



N- (S) -2-Methyl-2-hydroxyethylarachidonoylamide
LBF20406AM38.png
Structural Information
Systematic Name N-2S-Methyl-2-hydroxyethyl- (cis-5,cis-8,cis-11,cis-14) -eicosatetraenoylamine
Common Name
  • N- (S) -2-Methyl-2-hydroxyethylarachidonoylamide
  • N- (S) -2-Methyl-2-hydroxyethyl- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Symbol
Formula C23H39NO2
Exact Mass 361.298079497
Average Mass 361.5613
SMILES C(CCC=CCC=CCC=CCC=CCCCCC)C(NC[C@H](C)O)=O
Physicochemical Information
Melting Point colorless oil Abadji_V et al.
Boiling Point
Density
Optical Rotation [ α ]25
4
   = +9.44° AbadjiVet al.
Refractive Index
Solubility
Source
Chemical Synthesis This compound was synthesized from arachidonic acid and (S)-(+)-l-amino-2-propanol in 63% yield. Abadji_V et al.
Metabolism
Biological Activity
LBF20406AM38FT7055.gif
Seltzman_HH et al.
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (200 MHz, CDCl3) δ (TMS)6.42 (m, 1H), 5.46-5.30 (m, 8H), 3.93-3.85 (m, 1H), 3.47-3.36 (m, 1H), 3.16-3.03 (m, 1H), 2.83-2.80 (m, 6H), 2.26-2.01 (m, 6H), 1.78-1.64 (m, 2H), 1.39-1.25 (m, 6H), 1.18 (d, J=3.18Hz, 3H), 0.89 (t, J=6.43 Hz, 3H) AbadjiVet al.
Other Spectra
Chromatograms Rf 0.3(5% MeOH/CHCl3)
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406AM38 See above. Abadji_V et al. 1994
n.a. LBF20406AM38 See above. Seltzman_HH et al. 1997


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