Sorption, transport, and transformation of natural and synthetic progestins in soil-water systems

•Hydrophobic interactions governed the sorption and transport of parent progestins.•Progesterone and dydrogesterone were transformed into 9–10 transformation products.•Transformation kinetics greatly affect the retardation of parents and products.•Transport potential estimates based on hydrophobicity are not always accurate.•Traditional runoff management systems are less effective for metastable progestins. Natural and synthetic progestins are emerging endocrine disruptors that can be transported from livestock farms and agricultural fields to receiving waters via surface runoff. The transformation of progestins during transport is expected to affect the efficiencies of runoff management systems. Therefore, this study explored the sorption, transport, and transformation of progesterone, norethisterone acetate, medroxyprogesterone acetate, cyproterone acetate, dydrogesterone, and norethisterone in agricultural soil-water systems. The sorption coefficients and retardation factors (R) were positively correlated with the progestin hydrophobicities, indicating that hydrophobic interactions dominated the sorption and transport processes. During transport, dydrogesterone and progesterone were transformed into 9–10 products. The breakthrough curves of the parents and products exhibited periodical patterns over extended times. Specifically, the R values of the parents and products were positively correlated with chromatographic retention times (hydrophobicities) when the products were generated before transport. In contrast, a negative correlation (R2 = 0.75–0.88) was observed when products were successively generated during transport, indicating that the transformation kinetics changed the retardation of these solutes in the columns. These observations also demonstrated that the transport potential estimates based on traditional metrics of steroid hydrophobicity are not always accurate and that runoff management measures are less effective for metastable progestins.