Structure Database (LMSD)

Common Name
Palmitoyl-EA
Systematic Name
N-hexadecanoyl-ethanolamine
Synonyms
  • Palmitoyl ethanolamide
  • palmitoylethanolamide
  • Anandamide (16:0)
  • N-palmitoyl ethanolamine
LM ID
LMFA08040013
Formula
C18H37NO2
Exact Mass
Calculate m/z
299.282429
Sum Composition
NAE 16:0
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl ethanolamines (endocannabinoids) [FA0804]

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
Gallus gallus (#9031)
Aves (#8782)
The identification of N-(2-hydroxyethyl)-palmitamide as a naturally occurring anti-inflammatory agent,
J. Am. Chem. Soc., 1957

String Representations

InChiKey (Click to copy)
HXYVTAGFYLMHSO-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)
SMILES (Click to copy)
C(CCCCCCCCCCCCCC)C(=O)NCCO

Other Databases

KEGG ID
C16512
HMDB ID
HMDB0002100
CHEBI ID
71464
LIPIDBANK ID
XPR7013
PubChem CID
4671
SwissLipids ID
SLM:000000149
Cayman ID
90350
GuidePharm ID
3622

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 345.90
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.15
Molar Refractivity 91.39

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Updated at
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