Density functional theory calculation of lipophilicity for organophosphate type pesticides

Density functional method with continuum solvation model is used for calculation of partition coefficient log KOW and determination of lipophilicity of 22 most frequently used organophosphate type pesticides. Excellent agreement with experimental data is obtained using three different density functi...

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Bibliographic Details
Published in:Journal of the Serbian Chemical Society 2017-01, Vol.82 (12), p.1369-1378
Main Authors: Vlahović, Filip Ž, Ivanović, Saša, Zlatar, Matija, Gruden, Maja
Format: Article
Language:English
Subjects:
Density functional theory
DFT
Ingestion
Lipophilicity
log KOW
Mathematical analysis
Molecular chains
organophosphate pesticides
Organophosphates
partition coefficient
Pesticides
Solvation
toxicity
Trustworthiness
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Summary:Density functional method with continuum solvation model is used for calculation of partition coefficient log KOW and determination of lipophilicity of 22 most frequently used organophosphate type pesticides. Excellent agreement with experimental data is obtained using three different density functional approximations (one local, one general gradient and one hybrid), and our result highlights DFT as a reliable and trustworthy method for calculation and of lipophilicity for this important class of molecules. Furthermore, calculated lipophilicity results are associated with experimentally determined LD50 and LC50 values, showing that the most toxic pesticides are these with transient characteristics (medium lipophilicity), although this concussion must be taken with a caution due to the many factors influencing the ingestion and action of a certain substance in the body beside lipophilicity.
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC170725104V