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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

SureCN13123067     3-hydroxy-2-methoxy-13- methyl-7,8,9,11,12...

Synonyms: AC1L1TLA, AC1Q6OQG, AR-1F3552, LS-193413, EINECS 206-645-6
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Disease relevance of EINECS 206-645-6

  • In comparison, the T-47D, MCF-7, and MDA-MB-435s human breast cancer cells, which were highly sensitive to 2-MeO-E2, had very low or undetectable catalytic activity for the conversion of 2-MeO-E2 to 2-methoxyestrone [1].

High impact information on EINECS 206-645-6


Anatomical context of EINECS 206-645-6


Associations of EINECS 206-645-6 with other chemical compounds


Gene context of EINECS 206-645-6


Analytical, diagnostic and therapeutic context of EINECS 206-645-6

  • In MDA-MB-231 cells, which express high levels of 17beta-HSD type 2, and in MCF-7 cells transfected with 17beta-HSD type 2, high-performance liquid chromatography analysis showed that a significant proportion of 2-MeOE2 was metabolized to inactive 2-methoxyestrone [9].
  • Radioimmunoassay of 2-hydroxyesterone and 2-methoxyestrone in human urine [10].
  • Placental COMT activity after normal spontaneous delivery was no different from that obtained after elective cesarean section (270 +/- 20 versus 275 +/- 27, expressed as mean +/- SE activity nanomoles of 2-methoxyestrone formed per hour/mg protein) [7].


  1. Selective insensitivity of ZR-75-1 human breast cancer cells to 2-methoxyestradiol: evidence for type II 17beta-hydroxysteroid dehydrogenase as the underlying cause. Liu, Z.J., Lee, W.J., Zhu, B.T. Cancer Res. (2005) [Pubmed]
  2. Metabolism of catechol estrogen by human erythrocytes. Bates, G.W., Edman, C.D., Porter, J.C., MacDonald, P.C. J. Clin. Endocrinol. Metab. (1977) [Pubmed]
  3. 2-Hydroxyestrone suppresses and 2-methoxyestrone augments the preovulatory prolactin surge in the cycling rat. Katayama, S., Fishman, J. Endocrinology (1982) [Pubmed]
  4. The enzymatic formation of catecholestrogens from 2-methoxyestrogens by rat liver microsomes. Hoffman, A.R., Paul, S.M., Axelrod, J. Endocrinology (1980) [Pubmed]
  5. Catechol-O-methyltransferase activity in erythrocytes of women taking oral contraceptive steroids. Bates, G.W., Edman, C.D., Porter, J.C., MacDonald, P.C. Am. J. Obstet. Gynecol. (1979) [Pubmed]
  6. An assay for human erythrocyte catechol-O-methyltransferase activity using a catechol estrogen as the substrate. Bates, G.W., Edman, C.D., Porter, J.C., Johnston, J.M., MacDonald, P.C. Clin. Chim. Acta (1979) [Pubmed]
  7. Catechol-o-methyl transferase activity in the human term placenta. Barnea, E.R., MacLusky, N.J., DeCherney, A.H., Naftolin, F. American journal of perinatology. (1988) [Pubmed]
  8. Borate and molybdate inhibition of catechol estrogen and pyrocatechol methylation by catechol-O-methyltransferase. Beattie, J.H., Weersink, E. J. Inorg. Biochem. (1992) [Pubmed]
  9. The role of 17beta-hydroxysteroid dehydrogenases in modulating the activity of 2-methoxyestradiol in breast cancer cells. Newman, S.P., Ireson, C.R., Tutill, H.J., Day, J.M., Parsons, M.F., Leese, M.P., Potter, B.V., Reed, M.J., Purohit, A. Cancer Res. (2006) [Pubmed]
  10. Radioimmunoassay of 2-hydroxyesterone and 2-methoxyestrone in human urine. Ball, P., Reu, G., Schwab, J., Knuppen, R. Steroids (1979) [Pubmed]
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