Review of Literature‐Based Quantitative Structure–Activity Relationship Models for Bioconcentration

Abstract

This paper reviews the state of the art of in silico methods for assessing the tendency of a substance to bioconcentrate in aquatic organisms usually expressed as its Bioconcentration Factor (BCF). It is based on an in-depth review performed by the European Chemicals Bureau of the European Commissions Joint Research Centre in support of the development of technical guidance for the implementation of the REACH legislation, and is one of a series of minireviews in this journal. The most widely used in silico approaches to estimate BCF are described, with emphasis on literature-based (Quantitative) Structure-Activity Relationship [(Q)SAR] models: (1) linear relationships that correlate the BCF with octanol -water partition coefficient; (2) (Q)SAR models based on experimentally derived descriptors and (3) new (Q)SAR models aimed to evaluate the potential of other descriptors. Recommendations for further research are also provided.

QSPR modeling bioconcentration factor (BCF) by balance of correlations

“…In spite of it, one can agree that the statistical characteristics of the best models for three splits indicate reasonable predictive potential of the SMILES-based optimal descriptors for QSPR modeling of log BCF. A collection of statistical characteristics for the log BCF model (obtained by taking into account the octanol/water partition coefficient log P ow ) from [31] contains R 2 values ranged from 0.31 to 0.73 for non-ionic compounds (n ¼ 610); from 0.19 to 0.62 for ionic compounds (n ¼ 84); and from 0.32 to 0.74 for all compounds (n ¼ 694). Thus, SMILES-based optimal descriptors obtained with the balance of correlations (without data on octanol/water partition coefficient) gave reasonable good prediction of the log BCF values for the external test sets.…”

Investigation of Critical Body Residues and Modes of Toxic Action Based on Injection and Aquatic Exposure in Fish

“…The most simple and common method for estimating bioconcentration potential consists of establishing correlations between BCF values and hydrophobicity (Kow) of organic chemicals. The majority of these relationships have been obtained from linear regression models between log BCF and log Kow (Veith et al 1979;Meylan et al 1999;Pavan et al 2008). Introducing the log BCF-log Kow relationship into Eq.…”

Study of enrichment factors for six β-blockers in aliphatic alcohols by hollow-fiber liquid-phase microextraction

“…Six extraction solvents and six ␤-blockers applied all presented certain polarity. In this case, logP o/w (the logarithms of the octanol/water partition coefficient of solvents and analytes) was proposed to be related to EF [13]. The data of logP o/w of analytes and extraction solvents are shown in Supporting Information Tables 1 and 2, respectively. To our knowledge, EF should be increased with increasing the polarity of extraction solvent.…”