LBF20406AM16

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Fatty acid (脂肪酸)

Glycerolipid (グリセロ脂質)

Sphingolipid (スフィンゴ脂質)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR7032
LipidMaps	LMFA08020018
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406AM16

N- (3-Hydroxypropyl)arachidonoylamide
Structural Information
Systematic Name	N- (3-Hydroxypropyl)- (5-cis,8-cis,11-cis,14-cis) -eicosatetraenoylamine
Common Name	N- (3-Hydroxypropyl)arachidonoylamide N- (3-Hydroxypropyl)- (5Z,8Z,11Z,14Z) -eicosatetraenoylamine
Symbol
Formula	C23H39NO2
Exact Mass	361.298079497
Average Mass	361.5613
SMILES	C(O)CCNC(=O)CCCC=CCC=CCC=CCC=CCCCCC
Physicochemical Information
Melting Point	colorless oil Bergstrom_S
Boiling Point
Density
Optical Rotation
Refractive Index
Solubility
Source
Chemical Synthesis	This compound was synthesized from arachidonoyl chloride and 3-amino-l-propanol. Yield 68%. Sheskin_T et al.
Metabolism
Biological Activity	Binding to the brain cannabinoid receptor (CBl),Ki(nM)= 29.9±0.4 Sheskin_T et al.
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra	1H NMR (CDCl3) δ 6.42 (br s lH), 5.22-5.38 (m, 8H), 3.90 (br s, lH), 3.54 (t, J=5.5 Hz, 2H), 3.32 (q, J=6Hz, 2H), 2.62-2.80 (m, 6H), 1.92-2.18 (m, 6H), 1.50-1.70 (m, 4H), 1.20-1.3 (m, 6H), 0.90 (t, J=7Hz, 3H). SheskinTet al.
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF20406AM16 See above. Bergstrom_S 1967 n.a. LBF20406AM16 See above. Sheskin_T et al. 1997