Structure Database (LMSD)

Common Name
Anandamide (18:3, n-6)
Systematic Name
N-(6Z,9Z,12Z-octadecatrienoyl)-ethanolamine
Synonyms
  • N-cis-6,9,12-octadecatrienoylethanolamine
LM ID
LMFA08040003
Status
Active
Exact Mass
Calculate m/z
321.266779
Formula
C20H35NO2
Abbrev
NAE 18:3
Show lipids differing only in stereochemistry/bond geometry
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Main

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]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
KRDUNUMTOBLEPM-QNEBEIHSSA-N
InChi (Click to copy)
InChI=1S/C20H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,12-13,22H,2-5,8,11,14-19H2,1H3,(H,21,23)/b7-6-,10-9-,13-12-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/CCCCC(=O)NCCO

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

Other Databases

CHEBI ID
165585
LIPIDBANK ID
XPR7003
PubChem CID
5283445
SwissLipids ID
SLM:000598160
Cayman ID
9001747

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 372.58
Topological Polar Surface Area 49.33
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 5.25
Molar Refractivity 100.34

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Updated at
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