QSPR models for predicting generator-column-derived octanol/water and octanol/air partition coefficients of polychlorinated biphenyls

Abstract

Octanol/water (K(OW)) and octanol/air (K(OA)) partition coefficients are two important physicochemical properties of organic substances. In current practice, K(OW) and K(OA) values of some polychlorinated biphenyls (PCBs) are measured using generator column method. Quantitative structure-property relationship (QSPR) models can serve as a valuable alternative method of replacing or reducing experimental steps in the determination of K(OW) and K(OA). In this paper, two different methods, i.e., multiple linear regression based on dragon descriptors and hologram quantitative structure-activity relationship, were used to predict generator-column-derived log K(OW) and log K(OA) values of PCBs. The predictive ability of the developed models was validated using a test set, and the performances of all generated models were compared with those of three previously reported models. All results indicated that the proposed models were robust and satisfactory and can thus be used as alternative models for the rapid assessment of the K(OW) and K(OA) of PCBs.

Prediction of octanol-air partition coefficients for PCBs at different ambient temperatures based on the solvation free energy and the dimer ratio

“…The goodness-of-fit and predictive ability of the solvation free energy model developed in the present study were slightly lower than those of the 3D-QSAR model. For log K OA of PCBs, the predictions generated by this study agreed with those of Chen et al (2003), Li et al (2006) and Meylan and Howard (2005), while were lower than those of Chen et al (2016) and Yuan et al (2016) for PCBs with high molecular weights (Fig. S9).…”

A novel 3D-QSA²R Model Assisted with a Log-Normalized Method and Its Application in Molecular Modification

“…The 2D-QSPR model was employed to predict the K OA values of various organic molecules and evaluated the accuracy of the prediction model [15]. The hologram quantitative structureactivity relationship (HQSAR) and three-dimensional quantitative structure-activity relationship (3D-QSAR) models established in literature were used to predict the K OA values of PCBs [16][17]. The prediction models constructed in the above literature fail to take into account both action mechanisms at the same time, which makes it impossible to fully characterize the atmospheric migration of pollutants.…”

Reliable Prediction of the Octanol–Air Partition Ratio

“…Many of these QSARs are focused on predicting the K OA of a specific subset of closely related Accepted Article chemicals (e.g. PCDDs (Chen et al 2002;Zeng et al 2013); PBDEs (Chen et al 2003a;Xu et al 2007;Liu et al 2013); PCNs (Chen et al 2003b); PCBs (Chen et al 2003c;Chen et al 2016;Yuan et al 2016;Li et al 2020); PAHs (Ferreira 2001)) and are therefore too limited in their applicability domain for most purposes.…”