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Application of kinetic modeling to predict the fate of two indoxacarb metabolites and their bound residues in soil.

Insecticide indoxacarb metabolites JT333 and MP819 were used as model compounds to assess the utilization of kinetic modeling to elucidate metabolic pathways, determine degradation kinetics of non-extractable residues (NER) and predict the accumulation potential of the released NER in soil. Soil adsorption coefficients and degradation product formation were determined in different soils in laboratory. Inverse kinetic modeling was applied to explore the dynamics of dissipation of parent (P), formation of extractable metabolites (MET), NER and CO2 , and to identify their routes of degradation in soil. These two compounds share similar structural characteristics, have high affinity to soil (Koc >5000L/kg), short half-life (DT50 of 4-9days), and significant CO2 formation in soil. However, kinetic modeling showed that they degraded via different pathways. The P-MET-CO2 conversion route was the major degradation pathway for JT333 in aerobic soil. Multiple pathways were involved in MP819 degradation, while the formation of NER was predominant. The time-exposure area under the curves (AUC) for the MET or NER in soils were derived from the time-%concentration plots for the evaluation of rate limiting steps in their degradation pathways. In P-MET-CO2 pathway the MET-CO2 conversion is the rate limiting step for both compounds. Higher P-MET conversion/MET-CO2 conversion rate constant ratio resulted in larger MET AUC. The rate of NER degradation appeared much slower compared to the rates of P-MET and MET-CO2 conversions, likely due to the rate-limiting step of NER release from the bound-state, indicating that in this situation the free-state NER would be unlikely to accumulate in soil. The study reported here demonstrates the utility of kinetic modeling to quantify the dynamics of NER formation/dissipation vs. P-MET-CO2 conversion, and the application of kinetic modeling to predict the possibility of free-sate NER accumulation in soil, therefore, reveals the potential for the quantitative NER environmental risk assessment.

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