Structure Database (LMSD)

Common Name
Gondoyl-EA
Systematic Name
N-(11Z-eicosaenoyl)-ethanolamine
Synonyms
  • N-cis-11-eicosaenoylethanolamine
  • Gondoyl ethanolamide
LM ID
LMFA08040010
Formula
C22H43NO2
Exact Mass
Calculate m/z
353.329379
Sum Composition
NAE 20:1
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]

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)
YDKRGMXLBRWZJR-KTKRTIGZSA-N
InChi (Click to copy)
InChI=1S/C22H43NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h9-10,24H,2-8,11-21H2,1H3,(H,23,25)/b10-9-
SMILES (Click to copy)
C(C/C=C\CCCCCCCC)CCCCCCCC(=O)NCCO

Other Databases

CHEBI ID
73725
LIPIDBANK ID
XPR7010
PubChem CID
5283452
SwissLipids ID
SLM:000598180

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 412.46
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.48
Molar Refractivity 109.76

Admin

Created at
-
Updated at
6th Feb 2024