Structure Database (LMSD)

Common Name
Stearidonoyl-EA
Systematic Name
N-(6Z,9Z,12Z,15Z-octadecatetraenoyl)-ethanolamine
Synonyms
  • N-cis-6,9,12,15-Octadecatetraenoylethanolamine
  • Stearidonoyl ethanolamide
  • Moroctoyl-EA
  • Moroctoyl ethanolamide
LM ID
LMFA08040006
Formula
C20H33NO2
Exact Mass
Calculate m/z
319.251129
Sum Composition
NAE 18:4
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]

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)
BSEHZAIYCIVZNE-LTKCOYKYSA-N
InChi (Click to copy)
InChI=1S/C20H33NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h3-4,6-7,9-10,12-13,22H,2,5,8,11,14-19H2,1H3,(H,21,23)/b4-3-,7-6-,10-9-,13-12-
SMILES (Click to copy)
C(/C/C=C\C/C=C\C/C=C\CC)=C/CCCCC(=O)NCCO

Other Databases

CHEBI ID
137734
LIPIDBANK ID
XPR7006
PubChem CID
5283448
SwissLipids ID
SLM:000598139

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 369.94
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.03
Molar Refractivity 100.25

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Created at
-
Updated at
7th Feb 2024