Molecular electronegativity distance vector model for the prediction of bioconcentration factors in fish.
Molecular electronegativity distance vector (MEDV) derived directly from the molecular topological structures was used to describe the structures of 122 nonionic organic compounds (NOCs) and a quantitative relationship between the MEDV descriptors and the bioconcentration factors (BCF) of NOCs in fish was developed using the variable selection and modeling based on prediction (VSMP). It was found that some main structural factors influencing the BCFs of NOCs are the substructures expressed by four atomic types of nos. 2, 3, 5, and 13, i.e., atom groups -CH(2)- or =CH-, -CH< or =C<, -NH(2), and -Cl or -Br where the former two groups exist in the molecular skeleton of NOC and the latter three groups are related closely to the substituting groups on a benzene ring. The best 5-variable model, with the correlation coefficient (r(2)) of 0.9500 and the leave-one-out cross-validation correlation coefficient (q(2)) of 0.9428, was built by multiple linear regressions, which shows a good estimation ability and stability. A predictive power for the external samples was tested by the model from the training set of 80 NOCs and the predictive correlation coefficient (u(2)) for the 42 external samples in the test set was 0.9028.
Liu
Shu-Shen
SS
Key Laboratory of Yangtze River Water Environment, Ministry of Education, College of Environmental Science and Engineering, Tongji University, 200092 Shanghai, People's Republic of China. ssliuhl@263.net
Qin
Li-Tang
LT
Liu
Hai-Ling
HL
Yin
Da-Qiang
DQ
D000818:Animals; D004563:Electrochemistry / Q000706:statistics & numerical data; D005399:Fishes / Q000378:metabolism*; D008954:Models, Biological; D008958:Models, Molecular; D015394:Molecular Structure; D009930:Organic Chemicals / Q000737:chemistry*; D055672:Static Electricity; D014874:Water Pollutants, Chemical
D009930:Organic Chemicals; D014874:Water Pollutants, Chemical