3,3'-Dinitrobisphenol A is an organic compound with the formula (HO(O2N)C6H3)2C(CH3)2. It is a yellow-orange solid prepared by nitration of bisphenol A
Carcinogenicity
It has been proposed that dinitrobisphenol A might be formed in vivo by peroxynitrite mediated oxidations of bisphenol A and that it may exhibit higher toxicity than BPA itself.3 3,3'-Dinitrobisphenol A is found to be genotoxic in male ICR mice on a micronucleus test.4 Its estrogenic potential is not known however it has shown some binding to estrogen-related receptor gamma to an extent.5
See also
References
Sulzberg, Theodore; Cotter, Robert J. (1969). "Synthesis and polymerization of a dinitrobisphenol a: A new polycarbonate synthesis". Journal of Polymer Science Part B: Polymer Letters. 7 (3): 185. Bibcode:1969JPoSL...7..185S. doi:10.1002/pol.1969.110070303. /wiki/Bibcode_(identifier) ↩
Babu, Sainath; Pathak, Chintan; Uppu, Satvika; Jones, Conrad; Fronczek, Frank R.; Uppu, Rao M. (2011). "3,3′-Dinitrobisphenol A". Acta Crystallographica Section E. 67 (10): o2556. doi:10.1107/S1600536811035458. PMC 3201564. PMID 22065402. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201564 ↩
Masuda, Shuichi; Terashima, Yumeko; Sano, Ayako; Kuruto, Ryoko; Sugiyama, Yasumasa; Shimoi, Kayoko; Tanji, Kenichi; Yoshioka, Hisashi; Terao, Yoshiyasu; Kinae, Naohide (August 2005). "Changes in the mutagenic and estrogenic activities of bisphenol A upon treatment with nitrite". Mutation Research/Genetic Toxicology and Environmental Mutagenesis. 585 (1–2): 137–146. doi:10.1016/j.mrgentox.2005.04.005. /wiki/Doi_(identifier) ↩
Toyoizumi, Tomoyasu; Deguchi, Yuya; Masuda, Shuichi; Kinae, Naohide (2014). "Genotoxicity and Estrogenic Activity of 3,3′-Dinitrobisphenol a in Goldfish". Bioscience, Biotechnology, and Biochemistry. 72 (8): 2118. doi:10.1271/bbb.80193. https://doi.org/10.1271%2Fbbb.80193 ↩
Babu, Sainath; Vellore, Nadeem A.; Kasibotla, Agasthya V.; Dwayne, Harlan J.; Stubblefield, Michael A.; Uppu, Rao M. (2012). "Molecular docking of bisphenol a and its nitrated and chlorinated metabolites onto human estrogen-related receptor-gamma". Biochemical and Biophysical Research Communications. 426 (2): 215. doi:10.1016/j.bbrc.2012.08.065. PMID 22935422. /wiki/Doi_(identifier) ↩