Limits...
Prediction of the Fate of Organic Compounds in the Environment From Their Molecular Properties: A Review.

Mamy L, Patureau D, Barriuso E, Bedos C, Bessac F, Louchart X, Martin-Laurent F, Miege C, Benoit P - Crit Rev Environ Sci Technol (2015)

Bottom Line: Among the 686 molecular descriptors, five were found to be dominant in the 790 collected equations and the most generic ones: four quantum-chemical descriptors, the energy of the highest occupied molecular orbital (EHOMO) and the energy of the lowest unoccupied molecular orbital (ELUMO), polarizability (α) and dipole moment (μ), and one constitutional descriptor, the molecular weight.Keeping in mind that the combination of descriptors belonging to different categories (constitutional, topological, quantum-chemical) led to improve QSAR performances, these descriptors should be considered for the development of new QSAR, for further predictions of environmental parameters.This review also allows finding of the relevant QSAR equations to predict the fate of a wide diversity of compounds in the environment.

View Article: PubMed Central - PubMed

Affiliation: INRA-AgroParisTech, UMR 1402 ECOSYS (Ecologie Fonctionnelle et Ecotoxicologie des Agroécosystèmes) , Versailles , France.

ABSTRACT

A comprehensive review of quantitative structure-activity relationships (QSAR) allowing the prediction of the fate of organic compounds in the environment from their molecular properties was done. The considered processes were water dissolution, dissociation, volatilization, retention on soils and sediments (mainly adsorption and desorption), degradation (biotic and abiotic), and absorption by plants. A total of 790 equations involving 686 structural molecular descriptors are reported to estimate 90 environmental parameters related to these processes. A significant number of equations was found for dissociation process (pKa), water dissolution or hydrophobic behavior (especially through the KOW parameter), adsorption to soils and biodegradation. A lack of QSAR was observed to estimate desorption or potential of transfer to water. Among the 686 molecular descriptors, five were found to be dominant in the 790 collected equations and the most generic ones: four quantum-chemical descriptors, the energy of the highest occupied molecular orbital (EHOMO) and the energy of the lowest unoccupied molecular orbital (ELUMO), polarizability (α) and dipole moment (μ), and one constitutional descriptor, the molecular weight. Keeping in mind that the combination of descriptors belonging to different categories (constitutional, topological, quantum-chemical) led to improve QSAR performances, these descriptors should be considered for the development of new QSAR, for further predictions of environmental parameters. This review also allows finding of the relevant QSAR equations to predict the fate of a wide diversity of compounds in the environment.

No MeSH data available.


Related in: MedlinePlus

Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).
© Copyright Policy - open-access
Related In: Results  -  Collection


getmorefigures.php?uid=PMC4376206&req=5

f0001: Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).

Mentions: Figure 1 shows the number of equations found for each of the 23 environmental processes (Table S2). The highest number of equations, 145 equations (i.e., 18.3% of the total number of equations), was developed to predict the dissociation of organic compounds (pKa). A fairly large number of equations were found to predict the KOW (115; i.e., 14.5%), and the adsorption of compounds on the soils (102; i.e., 12.9%) as well. The number of equations to predict biodegradation and solubility in water (SW) were also important, being 75 (i.e., 9.5%) and 65 (i.e., 8.2%), respectively. On the contrary, there were only one equation for the soil desorption of organic compounds, two equations for the degradation of compounds on vegetation, four equations for the nonlinear adsorption, and six equations to predict the potential of transfer to groundwater. To the best of our knowledge, there is neither QSAR to estimate the formation of nonextractable (bound) residues, known as an important dissipation route of pesticides and other organic compounds in soil matrices (Barriuso et al., 2008), nor to estimate the potential of transfer of organic compounds to surface water. This might be explained by the fact that the estimation of the transfer of organic compounds to ground and surface water is often addressed by mass balance models, which are mechanistic (Mackay et al., 2003).Figure 1 Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).


Prediction of the Fate of Organic Compounds in the Environment From Their Molecular Properties: A Review.

Mamy L, Patureau D, Barriuso E, Bedos C, Bessac F, Louchart X, Martin-Laurent F, Miege C, Benoit P - Crit Rev Environ Sci Technol (2015)

Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4376206&req=5

f0001: Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).
Mentions: Figure 1 shows the number of equations found for each of the 23 environmental processes (Table S2). The highest number of equations, 145 equations (i.e., 18.3% of the total number of equations), was developed to predict the dissociation of organic compounds (pKa). A fairly large number of equations were found to predict the KOW (115; i.e., 14.5%), and the adsorption of compounds on the soils (102; i.e., 12.9%) as well. The number of equations to predict biodegradation and solubility in water (SW) were also important, being 75 (i.e., 9.5%) and 65 (i.e., 8.2%), respectively. On the contrary, there were only one equation for the soil desorption of organic compounds, two equations for the degradation of compounds on vegetation, four equations for the nonlinear adsorption, and six equations to predict the potential of transfer to groundwater. To the best of our knowledge, there is neither QSAR to estimate the formation of nonextractable (bound) residues, known as an important dissipation route of pesticides and other organic compounds in soil matrices (Barriuso et al., 2008), nor to estimate the potential of transfer of organic compounds to surface water. This might be explained by the fact that the estimation of the transfer of organic compounds to ground and surface water is often addressed by mass balance models, which are mechanistic (Mackay et al., 2003).Figure 1 Number of equations found for the main processes governing the fate of organic compounds in the environment (see Table S2).

Bottom Line: Among the 686 molecular descriptors, five were found to be dominant in the 790 collected equations and the most generic ones: four quantum-chemical descriptors, the energy of the highest occupied molecular orbital (EHOMO) and the energy of the lowest unoccupied molecular orbital (ELUMO), polarizability (α) and dipole moment (μ), and one constitutional descriptor, the molecular weight.Keeping in mind that the combination of descriptors belonging to different categories (constitutional, topological, quantum-chemical) led to improve QSAR performances, these descriptors should be considered for the development of new QSAR, for further predictions of environmental parameters.This review also allows finding of the relevant QSAR equations to predict the fate of a wide diversity of compounds in the environment.

View Article: PubMed Central - PubMed

Affiliation: INRA-AgroParisTech, UMR 1402 ECOSYS (Ecologie Fonctionnelle et Ecotoxicologie des Agroécosystèmes) , Versailles , France.

ABSTRACT

A comprehensive review of quantitative structure-activity relationships (QSAR) allowing the prediction of the fate of organic compounds in the environment from their molecular properties was done. The considered processes were water dissolution, dissociation, volatilization, retention on soils and sediments (mainly adsorption and desorption), degradation (biotic and abiotic), and absorption by plants. A total of 790 equations involving 686 structural molecular descriptors are reported to estimate 90 environmental parameters related to these processes. A significant number of equations was found for dissociation process (pKa), water dissolution or hydrophobic behavior (especially through the KOW parameter), adsorption to soils and biodegradation. A lack of QSAR was observed to estimate desorption or potential of transfer to water. Among the 686 molecular descriptors, five were found to be dominant in the 790 collected equations and the most generic ones: four quantum-chemical descriptors, the energy of the highest occupied molecular orbital (EHOMO) and the energy of the lowest unoccupied molecular orbital (ELUMO), polarizability (α) and dipole moment (μ), and one constitutional descriptor, the molecular weight. Keeping in mind that the combination of descriptors belonging to different categories (constitutional, topological, quantum-chemical) led to improve QSAR performances, these descriptors should be considered for the development of new QSAR, for further predictions of environmental parameters. This review also allows finding of the relevant QSAR equations to predict the fate of a wide diversity of compounds in the environment.

No MeSH data available.


Related in: MedlinePlus