Externally validated QSPR modelling of VOC tropospheric oxidation by NO3 radicals

SAR and QSAR in Environmental Research

Volumn 19, Issue 7-8, 2008, Pages 655-668

  Papa, E ^a   Gramatica, P ^a  

^a UNIVERSITY OF INSUBRIA   (Italy)

Author keywords

Applicability domain; External validation; Molecular descriptors; Nitrate degradation; QSPR; VOC

Indexed keywords

DEGRADATION; GENETIC ALGORITHMS; NITRATES; ORGANIC CHEMICALS; TROPOSPHERE; VOLATILE ORGANIC COMPOUNDS;

ANTHROPOGENIC ORIGIN; APPLICABILITY DOMAIN; BIOGENIC ORIGINS; EXTERNAL VALIDATION; HUMAN HEALTH; MOLECULAR DESCRIPTORS; NITRATE DEGRADATION; QUANTITATIVE STRUCTURE PROPERTY RELATIONSHIPS; QUANTITATIVE STRUCTURE-PROPERTY RELATIONSHIP MODELS; VOLATILE ORGANIC CHEMICALS;

LINEAR REGRESSION;

EID: 57349137805     PISSN: 1062936X     EISSN: 1029046X     Source Type: Journal    
DOI: 10.1080/10629360802550697     Document Type: Conference Paper

References (41)

1. R. Atkinson, Atmospheric oxidation, in Handbook of Property Estimation Methods for Chemicals, R.S. Boethling and D. Mackay, eds., Lewis Pub., Boca Raton, 2000, pp. 335-354.
2. R. Atkinson, Kinetics and mechanisms of the gas-phase reactions of the hydroxyl radical with organic compounds under atmospheric conditions, Chem. Rev. 86 (1986), pp. 69-201.
3. R. Atkinson and W.P.L. Carter, Kinetics and mechanisms of the gas phase reactions of ozone with organic compounds under atmospheric conditions, Chem. Rev. 84 (1984), pp. 437-470.
4. 3 radical with organic compounds, J. Phys. Chem. Ref. Data 20 (1991), pp. 459-507.
5. R. Atkinson, Atmospheric chemistry of VOCs and Nox, Atmos. Environ. 34 (2000), pp. 2063-2101.
6. R. Atkinson and J. Arey, Atmospheric degradation of volatile organic compounds, Chem. Rev. 103 (2003), pp. 4605-4638.
7. X. Wang, C. Yin, and L. Wang, Structure-activity relationships and response-surface analysis of nitroaromatics toxicity to the yeast (Saccharomyces cerevisiae), Chemosphere 46 (2002), pp. 1045-1051.
8. T. Watanabe, M. Takashima, T. Kasai, and T. Hirayama, Comparison of the mutational specificity induced by environmental genotoxic nitrated polycyclic aromatic hydrocarbons in Salmonella typhimurium his genes, Mutat. Res. 394 (1997), pp. 103-112.
9. S.B. Tejada, R.B. Zweidinger, and J.E. Sigsby, Fluorescence detection and identification of nitro derivatives of polynuclear aromatic hydrocarbons by on-column catalytic reduction to aromatic amines, Anal. Chem. 58 (1986), pp. 1827-1834.
10. G. Bakken and P. Jurs, Prediction of Hydroxyl Radical Rate Constants from Molecular Structure, J. Chem. Inform. Comp. Sci. 39 (1999), pp. 1064-1075.
11. R. Atkinson, A structure-activity relationship for the estimation of rate constants for the gas-phase reactions of OH radicals with organic compounds, Int. J. Chem. Kinet. 19 (1987), pp. 799-828.
12. W.M. Meylan and P.H. Howard, Computer estimation of the atmospheric gas-phase reaction rate of organic compounds with hydroxyl radicals and ozone, Chemosphere 26, (1993), pp. 2293-2300.
13. H. Güsten, Ž. Medven, S. Sekušak, and A. Sabljić, Predicting tropospheric degradation of chemicals: From estimation to computation, SAR & QSAR Environ. Res. 4 (1995), pp. 197-209.
14. A. Klamt, Estimation of gas-phase hydroxyl radical rate constants of oxygenated compounds based on molecular orbital calculations, Chemosphere 32 (1996), pp. 717-726.
15. Ž. Medven, H. Güsten, and A. Sabljić, Comparative QSAR study on hydroxyl radical reactivity with unsaturated hydrocarbons: PLS versus MLR, J. Chemom. 10 (1996), pp. 135-147.
16. H. Güsten, Predicting the abiotic degradability of organic pollutants in the troposphere, Chemosphere 38 (1999), pp. 1361-1370.
17. W.M. Meylan and P.H. Howard, A review of quantitative structure-activity relationship methods for the prediction of atmospheric oxidation of organic chemicals, Environ. Toxicol. Chem. 22 (2003), pp. 1724-1732.
18. P. Gramatica, P. Pilutti, and E. Papa, Validated QSAR prediction of OH tropospheric degradation of VOCs: Splitting into training-test sets and consensus modeling, J. Chem. Inf. Comp. Sci. 44 (2004), pp. 1794-1802.
19. M. Pompe, M. Veber, M. Randic, and A.T. Balaban, Using variable and fixed topological indices for the prediction of reaction rate constants of volatile unsaturated hydrocarbons with OH radicals, Molecules 9 (2004), pp. 1160-1176.
20. T. Oberg, A QSAR for the hydroxyl radical reaction rate constant: Validation, domain of application, and prediction, Atmos. Environ. 39 (2005), pp. 2189-2200.
21. 3 with different organic compounds, Atmos. Environ. 35 (2001), pp. 3781-3788.
22. P. Gramatica, P. Pilutti, and E. Papa, QSAR prediction of ozone tropospheric degradation, QSAR Comb. Sci. 22 (2003), pp. 364-373.
23. M.H. Fatemi, Prediction of ozone tropospheric degradation rate constant of organic compounds by using artificial neural networks, Anal. Chim. Acta 556 (2006), pp. 355-363.
24. 3 radical reactivity in the troposphere, Atmos. Environ. 24 (1990), pp. 73-78.
25. M. Muller and W. Klein, Estimating atmospheric degradation processes by SARs, Sci. Total Environ. 109 (1991), pp. 261-273.
26. P. Gramatica, V. Consonni, and R. Todeschini, QSAR study on the tropospheric degradation of organic compounds, Chemosphere 38 (1999), pp. 1371-1378.
27. 3 radical tropospheric degradability of organic pollutants by theoretical molecular descriptors, Atmos. Environ. 37 (2003), pp. 3115-3124.
28. R. Todeschini, V. Consonni, A. Mauri, and M. Pavan, DRAGON Version 5.4 (2007). Available at http://www.talete.mi.it/dragon.htm, Talete srl, Milan, Italy.
29. OECD Quantitative Structure-Activity Relationships [(Q)SARs] Project (2008). Available at http://www.oecd.org/document/23/0,3343, fr_2649_34365_33957015_1_1_1_1,00.html
30. HYPERCHEM. Release 7.03 for Windows, 2002. Hypercube, Inc, Florida, USA.
31. R. Leardi, R. Boggia, and M. Terrile, Genetic algorithms as a strategy for feature-selection, J. Chemom. 6 (1992), pp. 267-281.
32. R.Todeschini, V. Consonni, A. Mauri, and M. Pavan, MOBY DIGS (2004), Talete srl, Milan, Italy.
33. R. Todeschini, A. Maiocchi, and V. Consonni, The K correlation index: Theory development and its application in chemometrics, Chemom. Int. Lab. Syst. 46 (1999), pp. 13-29.
34. A. Tropsha, P. Gramatica, and V.K. Gombar, The importance of being earnest: Validation is the absolute essential for successful application and interpretation of QSPR models, QSAR Comb. Sci. 22 (2003), pp. 69-77.
35. A. Golbraikh and A. Tropsha, Beware of q2!, J. Mol. Graph. Mod. 20 (2002), pp. 269-276.
36. P. Gramatica, Principles of QSAR models validation: Internal and external, QSAR Comb. Sci. 26 (2007), pp. 694-701.
37. J. Gasteiger and J. Zupan, Neural networks in chemistry, Angew. Chem. Int. Ed. Engl. 32 (1993), pp. 503-527.
38. J. Zupan, M. Novic, and I. Ruisánchez, Kohonen and counterpropagation artificial neural networks in analytical chemistry, Chemom. Int. Lab. Syst. 38 (1997), pp. 1-23.
39. R. Todeschini, V. Consonni, and A. Mauri, KOALA Rel. 1.0 (2001), Talete srl, Milan, Italy.
40. A.C. Atkinson, Plots, Transformations and Regression, Clarendon Press, Oxford, 1985.
41. SCAN - Software for Chemometric Analysis. Rel. 1.1 (1995), Minitab, USA.