Izvorni znanstveni članak

https://doi.org/10.5562/cca2284

QSPR Modeling of Odor Threshold of Aliphatic Alcohols Using Extended Topochemical Atom (ETA) Indices

Pallabi Pal ; Drug Theoretics and Cheminformatics Laboratory, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India
Indrani Mitra ; Drug Theoretics and Cheminformatics Laboratory, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India
Kunal Roy orcid.org/0000-0003-4486-8074 ; Drug Theoretics and Cheminformatics Laboratory, Department of Pharmaceutical Technology, Jadavpur University, Kolkata 700032, India

Sažetak

The present work establishes a quantitative structure-property relationship (QSPR) between top¬ochemical features and odor threshold (OT) of aliphatic alcohols. A data set of 53 aliphatic alcohols was chosen for the analysis employing different chemometric techniques, among which, genetic function ap¬proximation with spline option (GFA-spline) showed the most acceptable results in terms of internal and external validation metric values. The extended topochemical atom (ETA) indices, developed by the pre¬sent authors’ group, were considered as descriptors for model development. Additionally, selected non-ETA descriptors were also tried for model development. It was observed that the models with ETA indi¬ces significantly surpass the predictive ability of the models developed using other descriptors. The final model suggests that molecular branching and electronic parameters significantly influence the odor poten-cy of the molecules. Additionally, increased lipophilicity and reduced electronegativity increase the odor-ant property. The model thus developed may effectively be used for prediction of odor threshold of any untested aliphatic alcohols. (doi: 10.5562/cca2284)

Ključne riječi

QSPR; ETA; topochemical; odorant; odor threshold

Hrčak ID:

122277

URI

https://hrcak.srce.hr/122277

Datum izdavanja:

30.4.2014.

Posjeta: 2.486 *