Structure Database (LMSD)

Common Name
alpha-methyl anandamide
Systematic Name
N-(2-methy-5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine
Synonyms
  • alpha-methyl anandamide
LM ID
LMFA08040016
Formula
C23H39NO2
Exact Mass
Calculate m/z
361.298079
Sum Composition
NAE 21:4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl ethanolamines (endocannabinoids) [FA0804]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
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)
POPPPMLPRVFFPI-ZKWNWVNESA-N
InChi (Click to copy)
InChI=1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(2)23(26)24-20-21-25/h7-8,10-11,13-14,16-17,22,25H,3-6,9,12,15,18-21H2,1-2H3,(H,24,26)/b8-7-,11-10-,14-13-,17-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCC(C)C(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7045
PubChem CID
5283455

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 421.84
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.06
Molar Refractivity 114.03

Admin

Created at
-
Updated at
18th Oct 2021