Structure Database (LMSD)

Common Name
Margaroyl-EA
Systematic Name
N-(Heptadecanoyl)-ethanolamine
Synonyms
  • Margaroyl-ethanolamine
LM ID
LMFA08040049
Formula
Exact Mass
Calculate m/z
313.298079
Sum Composition
Status
Curated


Classification

Biological Context

Heptadecanoyl ethanolamide is a synthetic analog of PEA which incorporates an odd-numbered (17-carbon) fatty acid chain. This analog is unlikely to be present in any natural tissue, and so can be used as an internal standard for quantitative analysis. Heptadecanoyl ethanolamide potentiates the Ca2+ influx response to arachidonyl ethanolamide several fold in cells expressing human recombinant VR1.

This information has been provided by Cayman Chemical

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)
GCCFMSAXQJECNH-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C19H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(22)20-17-18-21/h21H,2-18H2,1H3,(H,20,22)
SMILES (Click to copy)
C(CCCCCCCCCCCCCCC)C(=O)NCCO

Other Databases

CHEBI ID
PubChem CID
SwissLipids ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 363.20
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.54
Molar Refractivity 96.00

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Created at
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Updated at
7th Feb 2024