Cyproconazole (CPZ) is a broad-spectrum fungicide that is widely used around the world. CPZ can persist in water which raised concerns about its potential adverse effects on aquatic life. In this study, the stereoselective toxicity, bioaccumulation, elimination, and kinetic biotransformation in zebrafish were investigated. The LC of 96 h acute toxicity was 15.88, 19.68, 26.99, and 17.10 mg/L for SR-, SS-, RS-, and RR-CPZ, respectively. The uptake and elimination experiment showed the bioconcentration factor in order of SR- > RR- > SS- > RS-CPZ at the exposure concentration of 0.1 and 1 mg/L. In the depuration stage, CPZ isomers were rapidly eliminated by 99% within 24 h. Moreover, the oxidative stress responses (POD, SOD, and CAT) were stereoselectively induced by CPZ stereoisomers, the activity of POD was significantly increased in all CPZ treatment groups compared to the control while the activity of CAT exhibited a concentration-dependent decrease in the CPZ treatment group. Multiple metabolic pathways of CPZ in zebrafish were proposed for the first time and 7 phase I metabolites and 25 phase II conjugates were found. This study determined the potential toxicity of CPZ to zebrafish and provided a strategy for the risk evaluation of CPZ stereoisomers in aquatic ecosystems.
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