Structure Database (LMSD)

Common Name
N-(2-fluoro-ethyl) arachidonoyl amine
Systematic Name
N-(2-fluoro-ethyl)-5Z,8Z,11Z,14Z-eicosatetraenoyl amine
Synonyms
  • N-(2-fluoro-ethyl)arachidonoylamide
  • arachidonoyl-(2'-fluoroethyl)amide
LM ID
LMFA08020055
Formula
C22H36NOF
Exact Mass
Calculate m/z
349.278092
Status
Curated
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]
Halogenated fatty acids [FA0109]

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)
DOGHEWWVBBVYEY-DOFZRALJSA-N
InChi (Click to copy)
InChI=1S/C22H36FNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/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)NCCF

Other Databases

LIPIDBANK ID
XPR7069
PubChem CID
5283436
Cayman ID
90054

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 401.82
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.79
Molar Refractivity 108.37

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Created at
-
Updated at
9th Apr 2021