The quantum chemical study of phenols cytotoxicity extended to their metabolites is presented. Based on O–H bond dissociation enthalpies (BDE) and octanol-water partition coefficients (Log P) calculated using density functional theory (M06-2X and B3LYP functionals) with 6-311++G(d,p) basis set, their toxicity, in terms of Log (1/C), is described. The characterization of quinoid metabolites is also performed. Observed toxicity of phenols can be correlated with the properties of their ortho-quinone oxidation products/metabolites, i.e. Log P and partial atomic charges at C2 or O2 atoms, too. Found results indicate that ortho-quinones contribute to the overall experimentally determined toxicity of phenols.

提出了对苯酚扩展至其代谢产物的细胞毒性的量子化学研究。基于OH键解离焓（BDE）和辛醇-水分配系数（Log P），使用密度泛函理论（M06-2X和B3LYP泛函），以6-311 ++ G（d，p）为基础，以Log （1 / C）表示毒性。醌类代谢物的表征也可以进行。所观察到的苯酚毒性可以与它们的邻醌氧化产物/代谢产物的性质相关，即Log P和C2或O2原子上的部分原子电荷。发现结果表明邻位   苯醌有助于实验确定的苯酚整体毒性。