Structure Database (LMSD)

Common Name
N-(5,8,11,14-eicosatetraynoyl)-EA
Systematic Name
N-(5,8,11,14-eicosatetraynoyl)-ethanolamine
Synonyms
  • 5,8,11,14-eicosatetraynoyl ethanolamide
LM ID
LMFA08040014
Formula
C22H29NO2
Exact Mass
Calculate m/z
339.219829
Sum Composition
NAE 20:8
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)
WIKCFYFHZDOIDT-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C22H29NO2/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/h24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)
SMILES (Click to copy)
C(CC#CCC#CCCCCC)#CCC#CCCCC(=O)NCCO

Other Databases

LIPIDBANK ID
XPR7015
PubChem CID
5283453

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 393.98
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 3.60
Molar Refractivity 104.02

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Created at
-
Updated at
7th Feb 2024