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Chemical Compound Review

Epiestriol     13-methyl- 6,7,8,9,11,12,14,15,16,17...

Synonyms: TPC-S008, TPC-S009, AGN-PC-00DG5V, SureCN3426530, E3625_SIGMA, ...
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Disease relevance of estriol


Psychiatry related information on estriol


High impact information on estriol


Chemical compound and disease context of estriol


Biological context of estriol


Anatomical context of estriol


Associations of estriol with other chemical compounds


Gene context of estriol

  • In comparison with matched nonvegetarian women, postmenopausal vegetarian women were found to have lower urinary levels of estriol and total estrogens, lower plasma prolactin levels, and higher plasma sex hormone-binding globulin (SHBG) levels [32].
  • Significantly increased levels of IL-5 and IL-10 and decreased TNF-alpha were observed in stimulated PBMC isolated during estriol treatment [33].
  • The order of potency of inhibitors of (S)oxazepam glucuronidation in this study was the same as the rank order of substrates conjugated by UGT2B7; hyodeoxycholic acid, estriol, (S)naproxen, ketoprofen, ibuprofen, fenoprofen, clofibric acid, and morphine (in descending order) [34].
  • Alignment shows that this encoded isozyme is 96% identical to an apparent estriol-metabolizing isoform, HLUG4 [Coffman, B. L., et al., (1990) Arch. Biochem. Biophys. 281, 170-175] [35].
  • Fetal liver CYP3A7 plays an important role in placental estriol synthesis during pregnancy, yet little is known concerning the extent or consequences of variability in expression [36].

Analytical, diagnostic and therapeutic context of estriol


  1. Prenatal screening for Down's syndrome with use of maternal serum markers. Haddow, J.E., Palomaki, G.E., Knight, G.J., Williams, J., Pulkkinen, A., Canick, J.A., Saller, D.N., Bowers, G.B. N. Engl. J. Med. (1992) [Pubmed]
  2. A controlled trial of intravaginal estriol in postmenopausal women with recurrent urinary tract infections. Raz, R., Stamm, W.E. N. Engl. J. Med. (1993) [Pubmed]
  3. Socioeconomic status, urine estrogens, and breast cancer risk. Trichopoulos, D., MacMahon, B., Brown, J. J. Natl. Cancer Inst. (1980) [Pubmed]
  4. Treatment of multiple sclerosis with the pregnancy hormone estriol. Sicotte, N.L., Liva, S.M., Klutch, R., Pfeiffer, P., Bouvier, S., Odesa, S., Wu, T.C., Voskuhl, R.R. Ann. Neurol. (2002) [Pubmed]
  5. Prospective study of postpartum blues. Biologic and psychosocial factors. O'Hara, M.W., Schlechte, J.A., Lewis, D.A., Wright, E.J. Arch. Gen. Psychiatry (1991) [Pubmed]
  6. Estradiol, estriol, progesterone, prolactin, and human chorionic gonadotropin in pregnant women with alcohol abuse. Halmesmäki, E., Autti, I., Granström, M.L., Stenman, U.H., Ylikorkala, O. J. Clin. Endocrinol. Metab. (1987) [Pubmed]
  7. Developmental synergism of steroidal estrogens in sex determination. Bergeron, J.M., Willingham, E., Osborn, C.T., Rhen, T., Crews, D. Environ. Health Perspect. (1999) [Pubmed]
  8. Use of low potency estrogens does not reduce the risk of hip fracture. Michaëlsson, K., Baron, J.A., Farahmand, B.Y., Ljunghall, S. Bone (2002) [Pubmed]
  9. Low-dose, vaginally administered estrogens may enhance local benefits of systemic therapy in the treatment of urogenital atrophy in postmenopausal women on hormone therapy. Palacios, S., Castelo-Branco, C., Cancelo, M.J., Vázquez, F. Maturitas. (2005) [Pubmed]
  10. Integrated screening for Down's syndrome on the basis of tests performed during the first and second trimesters. Wald, N.J., Watt, H.C., Hackshaw, A.K. N. Engl. J. Med. (1999) [Pubmed]
  11. Pharmacologic suppression of the fetal adrenal gland in utero. Attempted prevention of abnormal external genital masculinization in suspected congenital adrenal hyperplasia. Evans, M.I., Chrousos, G.P., Mann, D.W., Larsen, J.W., Green, I., McCluskey, J., Loriaux, D.L., Fletcher, J.C., Koons, G., Overpeck, J. JAMA (1985) [Pubmed]
  12. Variation in antenatal testing over time and between clinic settings. Read, J.L., Stern, R.S., Thibodeau, L.A., Geer, D.E., Klapholz, H. JAMA (1983) [Pubmed]
  13. Estriol in the management of the menopause. Tzingounis, V.A., Aksu, M.F., Greenblatt, R.B. JAMA (1978) [Pubmed]
  14. Urinary excretion of estrone, estradiol, and estriol in postmenopausal women with primary breast cancer. Morreal, C.E., Dao, T.L., Nemoto, T., Lonergan, P.A. J. Natl. Cancer Inst. (1979) [Pubmed]
  15. Production of estrone and fractional conversion of circulating androstenedione to estrone in women with endometrial carcinoma. Rizkallah, T.H., Tovell, H.M., Kelly, W.G. J. Clin. Endocrinol. Metab. (1975) [Pubmed]
  16. Degradation of estrogens by Rhodococcus zopfii and Rhodococcus equi isolates from activated sludge in wastewater treatment plants. Yoshimoto, T., Nagai, F., Fujimoto, J., Watanabe, K., Mizukoshi, H., Makino, T., Kimura, K., Saino, H., Sawada, H., Omura, H. Appl. Environ. Microbiol. (2004) [Pubmed]
  17. The effects of syphilis on endocrine function of the fetoplacental unit. Parker, C.R., Wendel, G.D. Am. J. Obstet. Gynecol. (1988) [Pubmed]
  18. Increased nuchal translucency as a marker for fetal chromosomal defects. Taipale, P., Hiilesmaa, V., Salonen, R., Ylöstalo, P. N. Engl. J. Med. (1997) [Pubmed]
  19. Effects of alcohol consumption on plasma and urinary hormone concentrations in premenopausal women. Reichman, M.E., Judd, J.T., Longcope, C., Schatzkin, A., Clevidence, B.A., Nair, P.P., Campbell, W.S., Taylor, P.R. J. Natl. Cancer Inst. (1993) [Pubmed]
  20. Sister chromatid exchanges and cell division delays induced by diethylstilbestrol, estradiol, and estriol in human lymphocytes. Hill, A., Wolff, S. Cancer Res. (1983) [Pubmed]
  21. Antepartum fetal surveillance in gestational diabetes mellitus. Landon, M.B., Gabbe, S.G. Diabetes (1985) [Pubmed]
  22. Antiestrogen action of 2-hydroxyestrone on MCF-7 human breast cancer cells. Schneider, J., Huh, M.M., Bradlow, H.L., Fishman, J. J. Biol. Chem. (1984) [Pubmed]
  23. Pregnancy-related steroids are potential negative regulators of B lymphopoiesis. Medina, K.L., Kincade, P.W. Proc. Natl. Acad. Sci. U.S.A. (1994) [Pubmed]
  24. Cloning and expression of human liver UDP-glucuronosyltransferase in COS-1 cells. 3,4-catechol estrogens and estriol as primary substrates. Ritter, J.K., Sheen, Y.Y., Owens, I.S. J. Biol. Chem. (1990) [Pubmed]
  25. Beneficial Effects of Estrogens on Indices of Renal Damage in Uninephrectomized SHRsp Rats. Gross, M.L., Adamczak, M., Rabe, T., Harbi, N.A., Krtil, J., Koch, A., Hamar, P., Amann, K., Ritz, E. J. Am. Soc. Nephrol. (2004) [Pubmed]
  26. Studies on human sexual development. VI. Concentrations of unconjugated dehydroepiandrosterone, estradiol, and estriol in amniotic fluid throughout gestation. Warne, G.L., Reyes, F.I., Faiman, C., Winter, J.S. J. Clin. Endocrinol. Metab. (1978) [Pubmed]
  27. Endogenous sex hormones, prolactin, and breast cancer in premenopausal women. Meyer, F., Brown, J.B., Morrison, A.S., MacMahon, B. J. Natl. Cancer Inst. (1986) [Pubmed]
  28. Negative regulation of hepatocyte growth factor gene expression in human lung fibroblasts and leukemic cells by transforming growth factor-beta 1 and glucocorticoids. Matsumoto, K., Tajima, H., Okazaki, H., Nakamura, T. J. Biol. Chem. (1992) [Pubmed]
  29. Maternal plasma progesterone levels fall after rectal administration of estriol. Moran, D.J., McGarrigle, H.H., Lachelin, G.C. J. Clin. Endocrinol. Metab. (1994) [Pubmed]
  30. Equine type estrogens produced by a pregnant woman carrying a Smith-Lemli-Opitz syndrome fetus. Shackleton, C.H., Roitman, E., Kratz, L.E., Kelley, R.I. J. Clin. Endocrinol. Metab. (1999) [Pubmed]
  31. Isolation and purification of two human liver UDP-glucuronosyltransferases. Irshaid, Y.M., Tephly, T.R. Mol. Pharmacol. (1987) [Pubmed]
  32. Diet and reproductive hormones: a study of vegetarian and nonvegetarian postmenopausal women. Armstrong, B.K., Brown, J.B., Clarke, H.T., Crooke, D.K., Hähnel, R., Masarei, J.R., Ratajczak, T. J. Natl. Cancer Inst. (1981) [Pubmed]
  33. Immune modulation in multiple sclerosis patients treated with the pregnancy hormone estriol. Soldan, S.S., Alvarez Retuerto, A.I., Sicotte, N.L., Voskuhl, R.R. J. Immunol. (2003) [Pubmed]
  34. (S)oxazepam glucuronidation is inhibited by ketoprofen and other substrates of UGT2B7. Patel, M., Tang, B.K., Kalow, W. Pharmacogenetics (1995) [Pubmed]
  35. Characterization of a cloned human dihydrotestosterone/androstanediol UDP-glucuronosyltransferase and its comparison to other steroid isoforms. Chen, F., Ritter, J.K., Wang, M.G., McBride, O.W., Lubet, R.A., Owens, I.S. Biochemistry (1993) [Pubmed]
  36. Variability of CYP3A7 expression in human fetal liver. Leeder, J.S., Gaedigk, R., Marcucci, K.A., Gaedigk, A., Vyhlidal, C.A., Schindel, B.P., Pearce, R.E. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  37. Molecular and kinetic basis for the mixed agonist/antagonist activity of estriol. Melamed, M., Castaño, E., Notides, A.C., Sasson, S. Mol. Endocrinol. (1997) [Pubmed]
  38. Radioimmunoassay of estriol-16-glucuronide. Sugar, J., Alexander, S., Dessy, C., Schwers, J. J. Clin. Endocrinol. Metab. (1977) [Pubmed]
  39. The metabolic clearance and blood production rates of estriol in normal, non-pregnant women. Flood, C., Pratt, J.H., Longcope, C. J. Clin. Endocrinol. Metab. (1976) [Pubmed]
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