title: Electrophilicity as a possible descriptor for toxicity prediction.
abstract: Electrophilicity is one of the cardinal chemical reactivity descriptors successfully employed in various molecular reactivity studies within a structure-activity relationship parlance. The applications of this quantity in the modeling of toxicological properties have inspired us to perform a more exhaustive study in order to test and/or to validate the application of electrophilicity in assessing its chemical and toxicological potential. For this reason the toxicity of a large data set of molecules comprising 252 aliphatic compounds on the Tetrahymena pyriformis is studied. A quantitative structure-activity relationship analysis enabled us to model toxicity in terms of global and local electrophilicities, which provide a reasonably good prediction of aliphatic toxicity. It is heartening to note that the global and local electrophilicity values together can explain the toxicity of a large variety of aliphatic compounds nicely without resorting to any other descriptor or other microscopic/macroscopic physicochemical properties as is the situation in all other QSAR studies.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
authors.forename: D R
authors.initials: DR
authors.lastname: Roy
authors.forename: R
authors.initials: R
authors.lastname: Parthasarathi
authors.forename: B
authors.initials: B
authors.lastname: Maiti
authors.forename: V
authors.initials: V
authors.lastname: Subramanian
authors.forename: P K
authors.initials: PK
authors.lastname: Chattaraj
mesh_terms: D000143:Acids / Q000737:chemistry / Q000633:toxicity; D000438:Alcohols / Q000737:chemistry / Q000633:toxicity; D000447:Aldehydes / Q000737:chemistry / Q000633:toxicity; D000588:Amines / Q000737:chemistry / Q000633:toxicity; D000818:Animals; D064420:Drug-Related Side Effects and Adverse Reactions; D004563:Electrochemistry; D004952:Esters / Q000737:chemistry / Q000633:toxicity; D057927:Hydrophobic and Hydrophilic Interactions; D007659:Ketones / Q000737:chemistry / Q000633:toxicity; D008956:Models, Chemical; D021281:Quantitative Structure-Activity Relationship; D012016:Reference Values; D013769:Tetrahymena pyriformis / Q000187:drug effects*; D018675:Toxicity Tests
chemical_list: D000143:Acids; D000438:Alcohols; D000447:Aldehydes; D000588:Amines; D004952:Esters; D007659:Ketones