Structure Database (LMSD)

Common Name
(+/-)N-(2-fluoro-ethyl)-2,17,17-trimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl amine
Systematic Name
(+/-)N-(2-fluoro-ethyl)-2,17,17-trimethyl-5Z,8Z,11Z,14Z-docosatetraenoyl amine
Synonyms
  • (+/-)-2,17,17,-trimethyl-5,8,11,14-all-cis-docosatetraenoyl-2'-fluoroethylamine
LM ID
LMFA08020069
Formula
C27H46NOF
Exact Mass
Calculate m/z
419.356342
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]
Branched fatty acids [FA0102]
Halogenated fatty acids [FA0109]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Potent anandamide analogs: the effect of changing the length and branching of the end pentyl chain.,
J Med Chem, 1997
Pubmed ID: 9357528

String Representations

InChiKey (Click to copy)
LCXOKJHEOHVYGG-BYKJYWHHSA-N
InChi (Click to copy)
InChI=1S/C27H46FNO/c1-5-6-18-21-27(3,4)22-19-16-14-12-10-8-7-9-11-13-15-17-20-25(2)26(30)29-24-23-28/h7,9-10,12-13,15-16,19,25H,5-6,8,11,14,17-18,20-24H2,1-4H3,(H,29,30)/b9-7-,12-10-,15-13-,19-16-
SMILES (Click to copy)
C(/C/C=C\C/C=C\CC(C)(C)CCCCC)=C/C/C=C\CCC(C)C(=O)NCCF

Other Databases

LIPIDBANK ID
XPR7083
PubChem CID
5283441

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 488.32
Topological Polar Surface Area 29.10
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 8.45
Molar Refractivity 131.31

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Created at
-
Updated at
9th Apr 2021