Structure Database (LMSD)
Common Name
N,N-dimethyl arachidonoyl amine
Systematic Name
N,N-dimethyl-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
- N,N-dimethylarachidonoylamide
3D model of N,N-dimethyl arachidonoyl amine
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Arachidonoyl-N,N-dimethyl amide is an analog of anandamide that exhibits weak or no binding to the human central cannabinoid (CB1) receptor (Ki >1 µM).1 It inhibits rat glial gap junction cell-cell communication 100% at a concentration of 50 µM.2
This information has been provided by Cayman Chemical
References
1. Sheskin, T., Hanus, L., Slager, J., et al. Structural requirements for binding of anandamide-type compounds to the brain cannabinoid receptor. J. Med. Chem. 40(5), 659-667 (1997).
References
String Representations
InChiKey (Click to copy)
FCHAVFLICKAOOF-GKFVBPDJSA-N
InChi (Click to copy)
InChI=1S/C22H37NO/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(24)23(2)3/h8-9,11-12,14-15,17-18H,4-7,10,13,16,19-21H2,1-3H3/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(C)C
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
0
Aromatic Rings
0
Rotatable Bonds
14
Van der Waals Molecular Volume
395.75
Topological Polar Surface Area
20.31
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
2
logP
6.22
Molar Refractivity
107.10
Admin
Created at
-
Updated at
3rd Jun 2021