LBF20406PH01

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Upper classes: LB LBF



Anandamide 0-phosphate
LBF20406PH01.png
Structural Information
N- (cis-5,cis-8,cis-11,cis-14) -Tetraenoyleicosaethanolamine-O-phosphate

Template:Metabolite/NameList

Formula C22H38NO5P
Exact Mass 427.2487598409999
Average Mass 427.51462100000003
SMILES C(CCCC=CCC=CCC=CCC=CCCCCC)(NCCOP(O)(O)=O)=O
Physicochemical Information
colorless oil Sheskin_T et al.
This compound was synthesized from N-hydroxysuccinimide ester of arachidonic acid and O-phosphoethanolamine in 60% yield. Sheskin_T et al.
Binding of this compound to the brain cannabinoid receptor (CBl),Ki(nM)= 190.8±11.1 Sheskin_T et al.
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra 1H NMR (CDCl3) δ 5.34-5.42 (m, 8H), 3.98 (br s 2H), 3.46 (br s 2H), 2.77-2.81 (m, 6H), 2.26 (t, J=6.8Hz, 2H), 2.00-2.06 (m, 4H), 1.60-1.69 (m, 2H), 1.29-1.42 (m, 6H), 0.88 (t, J=6.9Hz,3H) SheskinTet al.
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406PH01 See above. Sheskin_T et al. 1997