The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

moxestrel     (17S)-17-ethynyl-11-methoxy- 13-methyl-7,8...

Synonyms: moxesterol, MOX estrogen, CCRIS 7199, RU-2858, CHEBI:163839, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of Surestryl

  • Based on previous studies of the properties of moxestrol, we hypothesized that a radiohalogenated analog of moxestrol, [125I]11 beta-methoxy-17 alpha-iodovinyl-estradiol [( 125I] MIVE2), should bind to the estrogen receptor (ER) in some ovarian adenocarcinomas (OVCA), thereby offering the potential for imaging and/or treatment of these cancers [1].
  • Estrogen receptors of human endometrial cancer Ishikawa cells were found to be present in moderate amounts (160-200 fmol/mg protein), and to specifically bind moxestrol (R2858) with a very high affinity characterized by a Kd around 60 pM, when measured under equilibrium conditions [2].
  • Oestradiol-17 beta, moxestrol, 2-fluoro-oestradiol and 4-fluoro-oestradiol all elicited pronounced LH surges and facilitated progesterone-triggered proceptive and lordosis behaviours.(ABSTRACT TRUNCATED AT 250 WORDS)[3]

High impact information on Surestryl


Biological context of Surestryl


Anatomical context of Surestryl

  • The cytoplasm of normal human male and female gingiva contains a receptor capable of specifically binding 17 beta-estradiol and moxestrol (R-2858) with high affinity (Kd = approximately 3.4 X 10(-10) M) and low capacity (4.5 fmol/mg protein) [12].
  • These findings, together with previous clinical and pharmacological observations, strongly support the hypothesis that moxestrol exerts an antidopaminergic effect at the striatal level by decreasing dopaminergic postsynaptic transmission via mediation of the pituitary gland [13].
  • Metabolism of estradiol, ethynylestradiol, and moxestrol in rat uterus, vagina, and aorta: influence of sex steroid treatment [14].
  • Cytosol was passed through a microcolumn of Lipidex 1000 to remove interfering lipids and incubated with [3H]Moxestrol (4 nM) in the presence or absence of 500 nM Moxestrol [15].
  • Scatchard plot analyses were linear, suggesting a single class of high affinity binding sites for the synthetic estrogen, R-2858 (Moxestrol) with a Kd of 5.88 X 10(-10) mol/l and a concentration of binding sites of 17.0 +/- 4.4 fmol/mg cytosol protein in the epididymis [16].

Associations of Surestryl with other chemical compounds


Gene context of Surestryl

  • The synthetic estrogens, MOX and TAM, caused significant, P < 0.001, increases of 30% and 51% in SHBG secretion at 10(-7) M compared to controls [21].
  • Herring gull embryo hepatocyte cultures responded with VTG mRNA induction at moxestrol concentrations of 1 nM compared with 10 nM in chicken embryo hepatocyte cultures [22].
  • After 6 h for ovalbumin and 2 h for conalbumin, the induction curves diverged according to the dose of hormone administered and in correlation with the persistence of elevated nuclear oestrogen-receptor concentrations, a result confirmed with 11 beta-methoxy-17 alpha-ethynyloestradiol (R 2858), a powerful synthetic oestrogen [23].
  • alpha-Fetoprotein, the estradiol-binding plasma protein (EBP), binds estradiol but not R 2858 (11beta-methoxy-17-ethynyl-estradiol) specifically [24].
  • 'Specific receptor binding' of radioactively labeled products of radiolysis of the estrogen receptor ligand R 2858 (17 alpha-ethynyl-11 beta-methoxy-estradiol-17 beta) [25].

Analytical, diagnostic and therapeutic context of Surestryl


  1. Monoclonal antibody recognition of multiple forms of estrogen receptor tagged with [125I]methoxy-iodovinyl estradiol in ovarian carcinomas. Lorincz, M.A., Holt, J.A., Greene, G.L. J. Clin. Endocrinol. Metab. (1985) [Pubmed]
  2. Lack of estrogenic potential of progesterone- or 19-nor-progesterone-derived progestins as opposed to testosterone or 19-nor-testosterone derivatives on endometrial Ishikawa cells. Botella, J., Duranti, E., Viader, V., Duc, I., Delansorne, R., Paris, J. J. Steroid Biochem. Mol. Biol. (1995) [Pubmed]
  3. Are catechol oestrogens obligatory mediators of oestrogen action in the central nervous system? II. Potencies of natural and synthetic oestrogens for induction of gonadotrophin release and female sexual behaviour in the rat. MacLusky, N.J., Krey, L.C., Parsons, B., Merriam, G.R., Loriaux, D.L., Pfeiffer, D.G., Naftolin, F. J. Endocrinol. (1986) [Pubmed]
  4. Estradiol-activated alpha-fetoprotein suppresses the uterotropic response to estrogens. Mizejewski, G.J., Vonnegut, M., Jacobson, H.I. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  5. 11beta-Methoxy-17-ethynyl-1,3,5(10)-estratriene-3,17beta-diol (moxestrol), a tag for estrogen receptor binding sites in human tissues. Raynaud, J.P., Martin, P.M., Bouton, M.M., Ojasoo, T. Cancer Res. (1978) [Pubmed]
  6. Proteinase inhibitor 9, an inhibitor of granzyme B-mediated apoptosis, is a primary estrogen-inducible gene in human liver cells. Kanamori, H., Krieg, S., Mao, C., Di Pippo, V.A., Wang, S., Zajchowski, D.A., Shapiro, D.J. J. Biol. Chem. (2000) [Pubmed]
  7. Estrogen modulation of JE/monocyte chemoattractant protein-1 mRNA expression in murine macrophages. Frazier-Jessen, M.R., Kovacs, E.J. J. Immunol. (1995) [Pubmed]
  8. Influence of estrogenic status on the lipolytic activity of parametrial adipose tissue in vivo: an in situ microdialysis study. Darimont, C., Delansorne, R., Paris, J., Ailhaud, G., Negrel, R. Endocrinology (1997) [Pubmed]
  9. Radiotracers binding to estrogen receptors: I: Tissue distribution of 17 alpha-ethynylestradiol and moxestrol in normal and tumor-bearing rats. Feenstra, A., Nolten, G.M., Vaalburg, W., Reiffers, S., Woldring, M.G. J. Nucl. Med. (1982) [Pubmed]
  10. Plasma renin substrate sensitivity to oestrogens and oestrogen metabolism in cirrhosis. Degos, F., Benhamou, J.P., Menard, J., Salmon, J., Raynaud, J.P. Eur. J. Clin. Invest. (1978) [Pubmed]
  11. Progesterone-like effects of estradiol on reproductive behavior and hypothalamic progestin receptors in the female rat. Parsons, B., Rainbow, T.C., Snyder, L., McEwen, B.S. Neuroendocrinology (1984) [Pubmed]
  12. Specific estrogen receptors in human gingiva. Vittek, J., Hernandez, M.R., Wenk, E.J., Rappaport, S.C., Southren, A.L. J. Clin. Endocrinol. Metab. (1982) [Pubmed]
  13. Antidopaminergic effect of estrogens at the striatal level. Euvrard, C., Oberlander, C., Boissier, J.R. J. Pharmacol. Exp. Ther. (1980) [Pubmed]
  14. Metabolism of estradiol, ethynylestradiol, and moxestrol in rat uterus, vagina, and aorta: influence of sex steroid treatment. Blom, M.J., Wassink, M.G., Kloosterboer, H.J., Ederveen, A.G., Lambert, J.G., Goos, H.J. Drug Metab. Dispos. (2001) [Pubmed]
  15. Estrogen receptors in the rhesus monkey brain during fetal development. Sholl, S.A., Kim, K.L. Brain Res. Dev. Brain Res. (1989) [Pubmed]
  16. Biological action of estrogen on the epididymis of prepubertal rhesus monkey. Kamal, N., Agarwal, A.K., Jehan, Q., Setty, B.S. Andrologia (1985) [Pubmed]
  17. Estrogen receptor in avian embryo and adult liver: estrogen receptor activation and dissociation kinetics of estradiol, ethynylestradiol, and moxestrol. De Boer, W., Snippe, L., Ab, G., Gruber, M. Endocrinology (1982) [Pubmed]
  18. Musculinization and defeminization induced in female hamsters by neonatal treatment with estradiol, RU-2858, and nafoxidine. Etgen, A.M., Whalen, R.E. Hormones and behavior. (1979) [Pubmed]
  19. Characterization of the "estrogenicity" of tamoxifen and raloxifene in HepG2 cells: regulation of gene expression from an ERE controlled reporter vector versus regulation of the endogenous SHBG and PS2 genes. Barkhem, T., Andersson-Ross, C., Höglund, M., Nilsson, S. J. Steroid Biochem. Mol. Biol. (1997) [Pubmed]
  20. Estrogen and progestin receptor assay in fine needle aspirates of breast cancer: methodological aspects. Magdelenat, H., Laine-Bidron, C., Merle, S., Zajdela, A. European journal of cancer & clinical oncology. (1987) [Pubmed]
  21. Regulation of sex hormone-binding globulin secretion in human hepatoma G2 cells. Browne-Martin, K., Longcope, C. Steroids (2001) [Pubmed]
  22. A reverse transcription-polymerase chain reaction bioassay for avian vitellogenin mRNA. Lorenzen, A., Casley, W.L., Moon, T.W. Toxicol. Appl. Pharmacol. (2001) [Pubmed]
  23. Steroid receptors and effects of oestradiol and progesterone on chick oviduct proteins. Sutherland, R.L., Geynet, C., Binart, N., Catelli, M.G., Schmelck, P.H., Mester, J., Lebeau, M.C., Baulieu, E.E. Eur. J. Biochem. (1980) [Pubmed]
  24. Effect of estrogen plasma binding on sexual differentiation of the rat fetus. Vannier, B., Raynaud, J.P. Mol. Cell. Endocrinol. (1975) [Pubmed]
  25. 'Specific receptor binding' of radioactively labeled products of radiolysis of the estrogen receptor ligand R 2858 (17 alpha-ethynyl-11 beta-methoxy-estradiol-17 beta). Dahlberg, E. Biochim. Biophys. Acta (1983) [Pubmed]
  26. Estrogen dependence of synthesis and secretion of apolipoprotein B-containing lipoproteins in the chicken hepatoma cell line, LMH-2A. Hermann, M., Seif, F., Schneider, W.J., Ivessa, N.E. J. Lipid Res. (1997) [Pubmed]
  27. Androgen-supported estrogen-enhanced epithelial proliferation in the prostates of intact Noble rats. Leav, I., Merk, F.B., Kwan, P.W., Ho, S.M. Prostate (1989) [Pubmed]
  28. Estrogen regulation of chicken riboflavin carrier protein gene is mediated by ERE half sites without direct binding of estrogen receptor. Bahadur, U., Ganjam, G.K., Vasudevan, N., Kondaiah, P. Mol. Cell. Endocrinol. (2005) [Pubmed]
  29. Pharmacokinetics and metabolism of moxestrol in humans. Salmon, J., Coussediere, D., Cousty, C., Raynaud, J.P. J. Steroid Biochem. (1983) [Pubmed]
WikiGenes - Universities