Structure Database (LMSD)

Common Name
N-isopropyl arachidonoyl amine
Systematic Name
N-isopropyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-isopropylarachidonoylamide
LM ID
LMFA08020010
Formula
C23H39NO
Exact Mass
Calculate m/z
345.303164
Sum Composition
NA 23:4
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)
NARAPOUIUKBGJL-GKFVBPDJSA-N
InChi (Click to copy)
InChI=1S/C23H39NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(25)24-22(2)3/h8-9,11-12,14-15,17-18,22H,4-7,10,13,16,19-21H2,1-3H3,(H,24,25)/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)NC(C)C

Other Databases

LIPIDBANK ID
XPR7024
PubChem CID
5283395

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 413.05
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.94
Molar Refractivity 112.19

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Created at
-
Updated at
5th Apr 2022