Structure Database (LMSD)

Common Name
Linoleoyl-EA
Systematic Name
N-(9Z,12Z-octadecadienoyl)-ethanolamine
Synonyms
  • N-cis-9-cis-12-Octadecadienoylethanolamine
  • Linoleoyl Ethanolamide
LM ID
LMFA08040004
Formula
C20H37NO2
Exact Mass
Calculate m/z
323.282429
Sum Composition
NAE 18:2
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
Theobroma cacao (#3641)
Magnoliopsida (#3398)
Brain cannabinoids in chocolate.,
Nature, 1996
Pubmed ID: 8751435

String Representations

InChiKey (Click to copy)
KQXDGUVSAAQARU-HZJYTTRNSA-N
InChi (Click to copy)
InChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)/b7-6-,10-9-
SMILES (Click to copy)
C(C/C=C\C/C=C\CCCCC)CCCCCC(=O)NCCO

Other Databases

HMDB ID
HMDB0012252
CHEBI ID
64032
LIPIDBANK ID
XPR7004
PubChem CID
5283446
SwissLipids ID
SLM:000000406
Cayman ID
90155

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 375.22
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.48
Molar Refractivity 100.43

Admin

Created at
-
Updated at
7th Feb 2024