Structure Database (LMSD)

Common Name
Stearoyl-EA
Systematic Name
N-(Octadecanoyl)-ethanolamine
Synonyms
  • Stearoyl-ethanolamine
LM ID
LMFA08040051
Formula
Exact Mass
Calculate m/z
327.313729
Sum Composition
Status
Curated


Classification

Biological Context

Stearoyl ethanolamide is a member of the family of fatty N-acyl ethanolamines collectively called anandamides. Stearoyl ethanolamide is the most abundant of several fatty acid ethanolamides produced by the PLD hydrolysis of mouse neuroblastoma cell membrane phospholipids.1 The specific role of stearoyl ethanolamide in the cannabinergic system is still to be elucidated.

This information has been provided by Cayman Chemical

References

1. Di Marzo, V., De Petrocellis, L., Sepe, N., et al. Biosynthesis of anandamide and related acylethanolamides in mouse J774 macrophages and N18 neuroblastoma cells. Biochem. J. 316(Pt 3), 977-984 (1996).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Inflammatory hyperalgesia induces essential bioactive lipid production in the spinal cord.,
J Neurochem, 2010
Pubmed ID: 20492349

String Representations

InChiKey (Click to copy)
OTGQIQQTPXJQRG-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C20H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h22H,2-19H2,1H3,(H,21,23)
SMILES (Click to copy)
C(CCCCCCCCCCCCCCCC)C(=O)NCCO

Other Databases

HMDB ID
CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 380.50
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.93
Molar Refractivity 100.62

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