Structure Database (LMSD)

Common Name
N-propyl N-(2-hydroxy-ethyl) arachidonoyl amine
Systematic Name
N-propyl-N-(2-hydroxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-propyl N-(2-hydroxy-ethyl)arachidonoylamide
LM ID
LMFA08020027
Formula
C25H43NO2
Exact Mass
Calculate m/z
389.329379
Sum Composition
NA 25:4;O
Status
Curated
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]
Hydroxy fatty acids [FA0105]

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)
AMQKYUDWPCUALW-GKFVBPDJSA-N
InChi (Click to copy)
InChI=1S/C25H43NO2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(28)26(22-4-2)23-24-27/h8-9,11-12,14-15,17-18,27H,3-7,10,13,16,19-24H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)N(CCC)CCO

Other Databases

CHEBI ID
189282
LIPIDBANK ID
XPR7041
PubChem CID
5283412

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 456.44
Topological Polar Surface Area 40.54
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.22
Molar Refractivity 123.83

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Updated at
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