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Chemical Compound Review:

CHEMBL108851 2-tert-butylphenol

Synonyms: CCRIS 5825, B99405_ALDRICH, ACMC-209qrm, ANW-38960, HSDB 5255, ...

Saito, M. et al., Kudo, Y. et al., Yoshikawa, Y. et al., Kudo, Y. et al., Meyer, A. et al.

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Disease relevance of TERT-BUTYLPHENOL

To mitigate the toxicity of the 2-tert-butylphenol starting material, we applied a limited substrate feed [1].

High impact information on TERT-BUTYLPHENOL

Sera obtained from fetal bovine and bullfrog tadpoles weakened the T(3) agonist and antagonist activities of 3,3',5-tribromobisphenol A, but not the T(3) antagonist activity of o-t-butylphenol, for which xTTR has no significant affinity [2].
T3 antagonist activities of all these chemicals except for o-t-butylphenol were verified by T3-dependent reporter gene assay [3].
The ratios of apparent permeability coefficient of B-to-A against A-to-B, P(app) ratios, for BPA, tOP and tBP were markedly decreased in the presence of 100 microM verapamil [4].
Both superoxide anion radical (O(2)(-)) scavenging activity and reactive oxygen species (ROS) production activity declined in the order of TBP > DBP > bisDBP [5].

Anatomical context of TERT-BUTYLPHENOL

The cytotoxic activity against human oral tumor cell lines (HSC-2, HSG) and human gingival fibroblast cells (HGF) declined in the order of DBP >> bisDBP = TBP = TBP-OOH (2,4,6-tri-t-butyl-4-hydroperoxy-2,5-cyclohexadiene-1-one) [5].

References

Synthesis of 3-tert-butylcatechol by an engineered monooxygenase. Meyer, A., Held, M., Schmid, A., Kohler, H.P., Witholt, B. Biotechnol. Bioeng. (2003) [Pubmed]
In vitro and in vivo analysis of the thyroid system-disrupting activities of brominated phenolic and phenol compounds in Xenopus laevis. Kudo, Y., Yamauchi, K., Fukazawa, H., Terao, Y. Toxicol. Sci. (2006) [Pubmed]
In vitro and in vivo analysis of the thyroid disrupting activities of phenolic and phenol compounds in Xenopus laevis. Kudo, Y., Yamauchi, K. Toxicol. Sci. (2005) [Pubmed]
Permeability characteristics of endocrine-disrupting chemicals using an in vitro cell culture model, Caco-2 cells. Yoshikawa, Y., Hayashi, A., Inai, M., Matsushita, A., Shibata, N., Takada, K. Curr. Drug Metab. (2002) [Pubmed]
Radical production and cytotoxic activity of tert-butyl-substituted phenols. Saito, M., Atsumi, T., Satoh, K., Ishihara, M., Iwakura, I., Sakagami, H., Yokoe, I., Fujisawa, S. In vitro & molecular toxicology. (2001) [Pubmed]

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