Structure Database (LMSD)

Common Name
(+/-)N-(1-methyl-2-hydroxy-2-phenyl-ethyl) arachidonyl amine
Systematic Name
N-(1-methyl-2-hydroxy-2-phenyl-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-(1-methyl-2-hydroxy-2-phenyl-ethyl)arachidonylamide
LM ID
LMFA08020030
Formula
C29H43NO2
Exact Mass
Calculate m/z
437.329379
Sum Composition
NA 29:8;O
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)
CDKAMGZLXLOSQF-ZKWNWVNESA-N
InChi (Click to copy)
InChI=1S/C29H43NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-25-28(31)30-26(2)29(32)27-23-20-19-21-24-27/h7-8,10-11,13-14,16-17,19-21,23-24,26,29,32H,3-6,9,12,15,18,22,25H2,1-2H3,(H,30,31)/b8-7-,11-10-,14-13-,17-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)NC(C)C(C1C=CC=CC=1)O

Other Databases

CHEBI ID
187715
LIPIDBANK ID
XPR7044
PubChem CID
5283415

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 494.46
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.66
Molar Refractivity 137.92

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Updated at
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