Categorizing chlordecone potential degradation products to explore their environmental fate

• DOI: 10.1016/j.scitotenv.2016.09.094
• Publication Date: 2016-10-14T10:33:06Z
• Authors: Pierre Benoit; Laure Mamy; Rémi Servien; Ziang Li; Eric Latrille; Virginie Rossard; Fabienne Bessac; Dominique Patureau; Fabrice Martin-La...
• Keywords: [SDV.TOX.ECO] Life Sciences [q-bio]/Toxicology/Ecotoxicology; [SDE.IE]Environmental Sciences/Environmental Engineering; Molecular modeling; 540; 01 natural sciences; Partial least squares; [MATH.MATH-ST]Mathematics [math]/Statistics [math.ST]; 13. Climate action; [CHIM.CHEM] Chemical Sciences/Cheminformatics; Biodegradation; Organochlorine pesticides; [SDE.IE] Environmental Sciences/Environmental Engineering; [SDV.TOX.ECO]Life Sciences [q-bio]/Toxicology/Ecotoxicology; [MATH.MATH-ST] Mathematics [math]/Statistics [math.ST]; [CHIM.CHEM]Chemical Sciences/Cheminformatics; 0105 earth and related environmental sciences

Chlordecone (C10Cl10O; CAS number 143-50-0) has been used extensively as an organochlorine insecticide but is nowadays banned and listed on annex A in The Stockholm Convention on Persistent Organic Pollutants (POPs). Although experimental evidences of biodegradation of this compound are scarce, several dechlorination products have been proposed by Dolfing et al. (2012) using Gibbs free energy calculations to explore different potential transformation routes. We here present the results of an in silico classification (TyPol - Typology of Pollutants) of chlordecone transformation products (TPs) based on statistical analyses combining several environmental endpoints and structural molecular descriptors. Starting from the list of putative chlordecone TPs and considering available data on degradation routes of other organochlorine compounds, we used different clustering strategies to explore the potential environmental behaviour of putative chlordecone TPs from the knowledge on their molecular descriptors. The method offers the possibility to focus on TPs present in different classes and to infer their environmental fate. Thus, we have deduced some hypothetical trends for the environmental behaviour of TPs of chlordecone assuming that TPs, which were clustered away from chlordecone, would have different environmental fate and ecotoxicological impact compared to chlordecone. Our findings suggest that mono- and di-hydrochlordecone, which are TPs of chlordecone often found in contaminated soils, may have similar environmental behaviour in terms of persistence.