Structure Database (LMSD)

OH O N H
Common Name
Dihomo-gamma-linolenoyl-EA
Systematic Name
N-(8Z,11Z,14Z-eicosatrienoyl)-ethanolamine
Synonyms
  • dihomo-gamma-linolenoyl ethanolamide
LM ID
LMFA08040011
Formula
C22H39NO2
Exact Mass
Calculate m/z
349.298079
Sum Composition
NAE 20:3
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View lipid standard

Main

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]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
ULQWKETUACYZLI-QNEBEIHSSA-N
InChi (Click to copy)
InChI=1S/C22H39NO2/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/h6-7,9-10,12-13,24H,2-5,8,11,14-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/CCCCCCC(=O)NCCO

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sus scrofa (#9823)
Mammalia (#40674)
Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor.,
J Med Chem, 1993
Pubmed ID: 8411021

Other Databases

KEGG ID
C13828
HMDB ID
HMDB0013625
CHEBI ID
34488
LIPIDBANK ID
XPR7011
PubChem CID
5282272
SwissLipids ID
SLM:000598161
Cayman ID
90235
GuidePharm ID
5444

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 407.18
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.03
Molar Refractivity 109.57

Admin

Created at
-
Updated at
7th Feb 2024