Structure Database (LMSD)

Common Name
Anandamide (20:4, n-6)
Systematic Name
N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine
Synonyms
  • Anandamide
  • Anandamide(20:4, n-6)
  • N-arachidonoyl ethanolamine
  • arachidonoylethanolamide
  • Arachidonoyl-EA
  • Arachidonoyl ethanolamide
  • AEA
LM ID
LMFA08040001
Status
Active
Exact Mass
Calculate m/z
347.282429
Formula
Abbrev




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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
LGEQQWMQCRIYKG-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C22H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)23-20-21-24/h6-7,9-10,12-13,15-16,24H,2-5,8,11,14,17-21H2,1H3,(H,23,25)/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(NCCO)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sus scrofa (#9823)
Mammalia (#40674)
Isolation and structure of a brain constituent that binds to the cannabinoid receptor,
Science, 1992
Pubmed ID: 1470919

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
XPR7001
PubChem CID
SwissLipids ID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 404.54
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.81
Molar Refractivity 109.48

Reactions

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Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

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Created at
-
Updated at
8th Dec 2020