LBF20406AM02

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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)

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Upper classes: LB LBF

IDs and Links
LipidBank	XPR7018
LipidMaps	LMFA08020004
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF20406AM02

N-Arachidonoyl-D-serine
Structural Information
Systematic Name	N- (cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoyl-D-serine
Common Name	N-Arachidonoyl-D-serine N- (5Z,8Z,11Z,14Z) -Eicosatetraenoyl-D-serine
Symbol
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
Melting Point	colorless oil Sheskin_T et al.
Boiling Point
Density
Optical Rotation	[ α ]25 4   = -8.9°(C=1,CHCl3)SheskinTet al.
Refractive Index
Solubility
Source
Chemical Synthesis	This compound was synthesized from D-serine and N-hydroxysuccinimide ester of arachidonic acid. The yield was 60 %. Sheskin_T et al.
Metabolism
Biological Activity	Binding of this compoud to the brain cannabinoid receptor (CBl), Ki(nM)>10000 Sheskin_T et al.
Genetic Information
Note
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
Biospecies ID Compound Name Reference Comment n.a. LBF20406AM02 See above. Sheskin_T et al. 1997