Structure Database (LMSD)

Common Name
Anandamide O-phosphate
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine-O-phosphate
Synonyms
LM ID
LMFA08020002
Formula
C22H38NO5P
Exact Mass
Calculate m/z
427.248762
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor.,
J Med Chem, 1997
Pubmed ID: 9057852

String Representations

InChiKey (Click to copy)
PZPHIQQEQWCEGG-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C22H38NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)23-20-21-28-29(25,26)27/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)(H2,25,26,27)/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)NCCOP(O)(O)=O

Other Databases

CHEBI ID
144413
LIPIDBANK ID
XPR7016
PubChem CID
5283388
Cayman ID
10180

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 450.74
Topological Polar Surface Area 95.86
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.27
Molar Refractivity 120.12

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Created at
-
Updated at
5th Apr 2022