Structure Database (LMSD)

Common Name
N-(2-phenoxy-ethyl) arachidonoyl amine
Systematic Name
N-(2-phenoxy-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-(2-phenoxy-ethyl)arachidonoylamide
  • arachidonoyl-(2'-phenoxyethyl)amide
LM ID
LMFA08020054
Formula
C28H41NO2
Exact Mass
Calculate m/z
423.313729
Sum Composition
NA 28:8;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Evaluation of cannabinoid receptor binding and in vivo activities for anandamide analogs.,
J Pharmacol Exp Ther, 1995
Pubmed ID: 7791088

String Representations

InChiKey (Click to copy)
CZKXOYAPOXVGMG-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C28H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-24-28(30)29-25-26-31-27-22-19-18-20-23-27/h6-7,9-10,12-13,15-16,18-20,22-23H,2-5,8,11,14,17,21,24-26H2,1H3,(H,29,30)/b7-6-,10-9-,13-12-,16-15-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CCCCC)=C/C/C=C\CCCC(=O)NCCOC1C=CC=CC=1

Other Databases

CHEBI ID
187468
LIPIDBANK ID
XPR7068
PubChem CID
5283435

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 1
Rotatable Bonds 18
Van der Waals Molecular Volume 477.16
Topological Polar Surface Area 38.33
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.90
Molar Refractivity 134.33

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Updated at
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