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Chemical Compound Review

phenol     phenol

Synonyms: Benzenol, benzenod, Anbesol, Paoscle, Phenole, ...
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Disease relevance of phenol


Psychiatry related information on phenol

  • Recently, we have shown that green tea polyphenol (-)-epigallocatechin-3-gallate (EGCG) exerts a beneficial role on reducing brain Abeta levels, resulting in mitigation of cerebral amyloidosis in a mouse model of Alzheimer disease [6].

High impact information on phenol


Chemical compound and disease context of phenol


Biological context of phenol


Anatomical context of phenol


Associations of phenol with other chemical compounds


Gene context of phenol


Analytical, diagnostic and therapeutic context of phenol


  1. Tyrosinase activity and isoenzyme distribution corresponding to growth and regression of melanoma in Sinclair miniature swine. Kovacs, S.A., Geekie, K.M., Oxenhandler, R.W., Agris, P.F. J. Natl. Cancer Inst. (1981) [Pubmed]
  2. Murine and human b locus pigmentation genes encode a glycoprotein (gp75) with catalase activity. Halaban, R., Moellmann, G. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  3. Microarray-assisted pathway analysis identifies mitogen-activated protein kinase signaling as a mediator of resistance to the green tea polyphenol epigallocatechin 3-gallate in her-2/neu-overexpressing breast cancer cells. Guo, S., Lu, J., Subramanian, A., Sonenshein, G.E. Cancer Res. (2006) [Pubmed]
  4. Oral consumption of green tea polyphenols inhibits insulin-like growth factor-I-induced signaling in an autochthonous mouse model of prostate cancer. Adhami, V.M., Siddiqui, I.A., Ahmad, N., Gupta, S., Mukhtar, H. Cancer Res. (2004) [Pubmed]
  5. Stability, cellular uptake, biotransformation, and efflux of tea polyphenol (-)-epigallocatechin-3-gallate in HT-29 human colon adenocarcinoma cells. Hong, J., Lu, H., Meng, X., Ryu, J.H., Hara, Y., Yang, C.S. Cancer Res. (2002) [Pubmed]
  6. ADAM10 activation is required for green tea (-)-epigallocatechin-3-gallate-induced alpha-secretase cleavage of amyloid precursor protein. Obregon, D.F., Rezai-Zadeh, K., Bai, Y., Sun, N., Hou, H., Ehrhart, J., Zeng, J., Mori, T., Arendash, G.W., Shytle, D., Town, T., Tan, J. J. Biol. Chem. (2006) [Pubmed]
  7. SHP-2 tyrosine phosphatase inhibits p73-dependent apoptosis and expression of a subset of p53 target genes induced by EGCG. Amin, A.R., Thakur, V.S., Paul, R.K., Feng, G.S., Qu, C.K., Mukhtar, H., Agarwal, M.L. Proc. Natl. Acad. Sci. U.S.A. (2007) [Pubmed]
  8. Molecular cloning of insect pro-phenol oxidase: a copper-containing protein homologous to arthropod hemocyanin. Kawabata, T., Yasuhara, Y., Ochiai, M., Matsuura, S., Ashida, M. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  9. Nucleotide sequence of the cDNA encoding the proenzyme of phenol oxidase A1 of Drosophila melanogaster. Fujimoto, K., Okino, N., Kawabata, S., Iwanaga, S., Ohnishi, E. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  10. Expression of the mouse tyrosinase gene during embryonic development: recapitulation of the temporal regulation in transgenic mice. Beermann, F., Schmid, E., Schütz, G. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  11. Inhibitory effect of green tea on the growth of established skin papillomas in mice. Wang, Z.Y., Huang, M.T., Ho, C.T., Chang, R., Ma, W., Ferraro, T., Reuhl, K.R., Yang, C.S., Conney, A.H. Cancer Res. (1992) [Pubmed]
  12. Inhibition of adenoma progression to adenocarcinoma in a 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis model in a/j mice by tea polyphenols and caffeine. Lu, G., Liao, J., Yang, G., Reuhl, K.R., Hao, X., Yang, C.S. Cancer Res. (2006) [Pubmed]
  13. Green tea polyphenol stimulates cancer preventive effects of celecoxib in human lung cancer cells by upregulation of GADD153 gene. Suganuma, M., Kurusu, M., Suzuki, K., Tasaki, E., Fujiki, H. Int. J. Cancer (2006) [Pubmed]
  14. Green tea polyphenol epigallocatechin-3 gallate (EGCG) affects gene expression of breast cancer cells transformed by the carcinogen 7,12-dimethylbenz[a]anthracene. Guo, S., Yang, S., Taylor, C., Sonenshein, G.E. J. Nutr. (2005) [Pubmed]
  15. Black tea polyphenol theaflavins inhibit aromatase activity and attenuate tamoxifen resistance in HER2/neu-transfected human breast cancer cells through tyrosine kinase suppression. Way, T.D., Lee, H.H., Kao, M.C., Lin, J.K. Eur. J. Cancer (2004) [Pubmed]
  16. Isolation and sequence of a cDNA clone for human tyrosinase that maps at the mouse c-albino locus. Kwon, B.S., Haq, A.K., Pomerantz, S.H., Halaban, R. Proc. Natl. Acad. Sci. U.S.A. (1987) [Pubmed]
  17. Involvement of protein kinase C activation and cell survival/ cell cycle genes in green tea polyphenol (-)-epigallocatechin 3-gallate neuroprotective action. Levites, Y., Amit, T., Youdim, M.B., Mandel, S. J. Biol. Chem. (2002) [Pubmed]
  18. Suppression of UVB-induced phosphorylation of mitogen-activated protein kinases and nuclear factor kappa B by green tea polyphenol in SKH-1 hairless mice. Afaq, F., Ahmad, N., Mukhtar, H. Oncogene (2003) [Pubmed]
  19. Tea polyphenols down-regulate the expression of the androgen receptor in LNCaP prostate cancer cells. Ren, F., Zhang, S., Mitchell, S.H., Butler, R., Young, C.Y. Oncogene (2000) [Pubmed]
  20. Pharmacokinetics and safety of green tea polyphenols after multiple-dose administration of epigallocatechin gallate and polyphenon E in healthy individuals. Chow, H.H., Cai, Y., Hakim, I.A., Crowell, J.A., Shahi, F., Brooks, C.A., Dorr, R.T., Hara, Y., Alberts, D.S. Clin. Cancer Res. (2003) [Pubmed]
  21. Tea polyphenol (-)-epigallocatechin-3-gallate inhibits DNA methyltransferase and reactivates methylation-silenced genes in cancer cell lines. Fang, M.Z., Wang, Y., Ai, N., Hou, Z., Sun, Y., Lu, H., Welsh, W., Yang, C.S. Cancer Res. (2003) [Pubmed]
  22. Apigenin Inhibition of Involucrin Gene Expression Is Associated with a Specific Reduction in Phosphorylation of Protein Kinase C{delta} Tyr311. Balasubramanian, S., Zhu, L., Eckert, R.L. J. Biol. Chem. (2006) [Pubmed]
  23. Green tea polyphenol EGCG suppresses cigarette smoke condensate-induced NF-kappaB activation in normal human bronchial epithelial cells. Syed, D.N., Afaq, F., Kweon, M.H., Hadi, N., Bhatia, N., Spiegelman, V.S., Mukhtar, H. Oncogene (2007) [Pubmed]
  24. Peripheral nerve allografts stored in green tea polyphenol solution. Ikeguchi, R., Kakinoki, R., Matsumoto, T., Hyon, S.H., Nakamura, T. Transplantation (2005) [Pubmed]
  25. Green tea polyphenol (-)-epigallocatechin-3-gallate induces neurorescue of long-term serum-deprived PC12 cells and promotes neurite outgrowth. Reznichenko, L., Amit, T., Youdim, M.B., Mandel, S. J. Neurochem. (2005) [Pubmed]
  26. Green tea polyphenol and curcumin inversely regulate human involucrin promoter activity via opposing effects on CCAAT/enhancer-binding protein function. Balasubramanian, S., Eckert, R.L. J. Biol. Chem. (2004) [Pubmed]
  27. Demonstration of tyrosinase in the vitiligo skin of human beings by a sensitive fluorometric method as well as by 14C(U)-L-tyrosine incorporation into melanin. Husain, I., Vijayan, E., Ramaiah, A., Pasricha, J.S., Madan, N.C. J. Invest. Dermatol. (1982) [Pubmed]
  28. Resveratrol-induced modification of polyamine metabolism is accompanied by induction of c-Fos. Wolter, F., Turchanowa, L., Stein, J. Carcinogenesis (2003) [Pubmed]
  29. Green tea polyphenol (-)-epigallocatechin gallate blocks epithelial barrier dysfunction provoked by IFN-gamma but not by IL-4. Watson, J.L., Ansari, S., Cameron, H., Wang, A., Akhtar, M., McKay, D.M. Am. J. Physiol. Gastrointest. Liver Physiol. (2004) [Pubmed]
  30. An approximate analytical solution to the lag period of monophenolase activity of tyrosinase. Molina, F.G., Mu??oz, J.L., Var??n, R., L??pez, J.N., C??novas, F.G., Tudela, J. Int. J. Biochem. Cell Biol. (2007) [Pubmed]
  31. The phenoxy/phenol/copper cation: a minimalistic model of bonding relations in active centers of mononuclear copper enzymes. Milko, P., Roithová, J., Schröder, D., Lemaire, J., Schwarz, H., Holthausen, M.C. Chemistry (2008) [Pubmed]
  32. Molecular cloning and characterization of CYP80G2, a cytochrome P450 that catalyzes an intramolecular C-C phenol coupling of (S)-reticuline in magnoflorine biosynthesis, from cultured Coptis japonica cells. Ikezawa, N., Iwasa, K., Sato, F. J. Biol. Chem. (2008) [Pubmed]
  33. New families of enantiopure cyclohexenone cis-diol, o-quinol dimer and hydrate metabolites from dioxygenase-catalysed dihydroxylation of phenols. Boyd, D.R., Sharma, N.D., Malone, J.F., Allen, C.C. Chem. Commun. (Camb.) (2009) [Pubmed]
  34. The 5,6-dihydroxyindole-2-carboxylic acid (DHICA) oxidase activity of human tyrosinase. Olivares, C., Jiménez-Cervantes, C., Lozano, J.A., Solano, F., García-Borrón, J.C. Biochem. J. (2001) [Pubmed]
  35. (-)-Epigallocatechin-3-gallate promotes pro-matrix metalloproteinase-7 production via activation of the JNK1/2 pathway in HT-29 human colorectal cancer cells. Kim, M., Murakami, A., Kawabata, K., Ohigashi, H. Carcinogenesis (2005) [Pubmed]
  36. Green tea polyphenol-induced epidermal keratinocyte differentiation is associated with coordinated expression of p57/KIP2 and caspase 14. Hsu, S., Yamamoto, T., Borke, J., Walsh, D.S., Singh, B., Rao, S., Takaaki, K., Nah-Do, N., Lapp, C., Lapp, D., Foster, E., Bollag, W.B., Lewis, J., Wataha, J., Osaki, T., Schuster, G. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  37. Epigallocatechin-3-gallate, a green tea-derived polyphenol, inhibits IL-1 beta-dependent proinflammatory signal transduction in cultured respiratory epithelial cells. Wheeler, D.S., Catravas, J.D., Odoms, K., Denenberg, A., Malhotra, V., Wong, H.R. J. Nutr. (2004) [Pubmed]
  38. Inhibition of UVB-induced oxidative stress-mediated phosphorylation of mitogen-activated protein kinase signaling pathways in cultured human epidermal keratinocytes by green tea polyphenol (-)-epigallocatechin-3-gallate. Katiyar, S.K., Afaq, F., Azizuddin, K., Mukhtar, H. Toxicol. Appl. Pharmacol. (2001) [Pubmed]
  39. Urinary tea polyphenols in relation to gastric and esophageal cancers: a prospective study of men in Shanghai, China. Sun, C.L., Yuan, J.M., Lee, M.J., Yang, C.S., Gao, Y.T., Ross, R.K., Yu, M.C. Carcinogenesis (2002) [Pubmed]
  40. Elevated polyamines lead to selective induction of apoptosis and inhibition of tumorigenesis by (-)-epigallocatechin-3-gallate (EGCG) in ODC/Ras transgenic mice. Paul, B., Hayes, C.S., Kim, A., Athar, M., Gilmour, S.K. Carcinogenesis (2005) [Pubmed]
  41. Epigallocatechin, a green tea polyphenol, attenuates myocardial ischemia reperfusion injury in rats. Aneja, R., Hake, P.W., Burroughs, T.J., Denenberg, A.G., Wong, H.R., Zingarelli, B. Mol. Med. (2004) [Pubmed]
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