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High-dose estrogen therapy

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1037:. As a result, antiestrogen therapy became the first-line treatment for breast cancer and almost completely replaced HDE. However, in the 1990s, HDE was revisited for breast cancer and was found to be effective in the treatment of women with acquired resistance to antiestrogen therapy. Since then, research on HDE for breast cancer has continued, and safer, bioidentical forms of estrogen like estradiol and estradiol valerate have also been studied and found to be effective. A major review was published in 2017 summarizing the literature to date. 918:
75,000 pg/mL measurable in some women. Levels of progesterone are 10 to 50 ng/mL in the first trimester and rise to 50 to 280 ng/mL in the third trimester, with a mean of around 150 ng/mL at term. Although only a small fraction of estradiol and progesterone are unbound in circulation, the amounts of free and thus biologically active estradiol and progesterone increase to similarly large extents as total levels during pregnancy. As such, pregnancy is a markedly
1546:"pseudopregnancy" and "progestin-only" regimens dominated the medical management of endometriosis.69 During the 1980s, danazol became the primary hormonal agent used in the treatment of endometriosis. In the 1990s the GnRH agonists have become the most frequently used drugs for the treatment of endometriosis. These advances have significantly expanded the hormonal armamentarium of the gynecologist when treating endometriosis. 40: 728: 1045:
Pseudopregnancy has been suggested for use in decreasing the risk of breast cancer in women, though this has not been assessed in clinical studies. Natural pregnancy before the age of 20 has been associated with a 50% lifetime reduction in the risk of breast cancer. Pseudopregnancy has been found to
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HDE has been used since the discovery and introduction of estrogens in the 1930s. It was first found to be effective in the treatment of prostate cancer in 1941 and in the treatment of breast cancer in 1944. HDE was the first medical therapy for prostate cancer and breast cancer. Pseudopregnancy was
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in normal human pregnancy are very high. Estradiol levels are 1,000 to 5,000 pg/mL during the first trimester, 5,000 to 15,000 pg/mL during the second trimester, and 10,000 to 40,000 pg/mL during the third trimester, with a mean of 25,000 pg/mL at term and levels as high as
385:. The majority of women with an intact uterus will develop endometrial hyperplasia within a few years of estrogen treatment even with mere replacement dosages of estrogen if a progestogen is not taken concomitantly. The addition of a progestogen to estrogen abolishes the increase in risk. 1545:
Hormonal therapy. During the past 40 years, the medical management of endometriosis has become significantly more sophisticated. In the early 1950s the high-dose estrogen regimen of Karnaky was the only available hormonal treatment for endometriosis. In the 1960s and 1970s, Kistner's
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side effects. As a result of this study, HDE for prostate cancer fell out of favor. However, in recent times there has been a resurgence in interest of HDE for prostate cancer with safer, bioidentical and parenteral forms of estrogen that don't share the same risks, including
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found that mean steady-state estradiol levels in the 6 mg/day group were about 300 pg/mL and in the 30 mg/day group were about 2,400 pg/mL. An example pseudopregnancy regimen in women which has been used in clinical studies is
954:, at which time it was used to treat hypoplasia of the uterus and breasts and endometriosis. In modern times, pseudopregnancy is rarely used. However, studies in the mid-1990s were conducted and found it to be rapidly effective for increasing 883:. Unlike synthetic estrogens, bioidentical estrogens are efficiently inactivated in the liver even at high dosages or high circulating levels, as in pregnancy, although changes in hepatic protein production can still occur. 1253:
Ulrich U, Pfeifer T, Buck G, Keckstein J, Lauritzen C (1995). "High-dose estrogen-progestogen injections in gonadal dysgenesis, ovarian hypoplasia, and androgen insensitivity syndrome: Impact on bone density".
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was found to be effective for the treatment of breast cancer and was introduced for medical use. Comparative studies found that the two therapies showed equivalent effectiveness, but that tamoxifen had reduced
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Following continued clinical research after the discovery of the effectiveness of HDE for breast cancer in 1944, HDE, most commonly with diethylstilbestrol and to a lesser extent ethinylestradiol, became the
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Ulrich U, Pfeifer T, Lauritzen C (September 1994). "Rapid increase in lumbar spine bone density in osteopenic women by high-dose intramuscular estrogen-progestogen injections. A preliminary report".
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and transdermal estradiol. Modern HDE for prostate cancer has a variety of advantages and benefits over conventional androgen deprivation therapy with castration, including fewer side effects like
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Oral estradiol doses are often double to quadruple that needed for postmenopausal women (i.e., 1-2mg) and higher doses may be needed for individuals with testes present (up to 4 or 8mg/day).
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von Schoultz B, Carlström K, Collste L, Eriksson A, Henriksson P, Pousette A, Stege R (1989). "Estrogen therapy and liver function--metabolic effects of oral and parenteral administration".
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Troisi R, Potischman N, Roberts JM, Harger G, Markovic N, Cole B, et al. (May 2003). "Correlation of serum hormone concentrations in maternal and umbilical cord samples".
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Turo R, Smolski M, Esler R, Kujawa ML, Bromage SJ, Oakley N, et al. (February 2014). "Diethylstilboestrol for the treatment of prostate cancer: past, present and future".
1785:"High dose estrogen treatment increases bone mineral density in male-to-female transsexuals receiving gonadotropin-releasing hormone agonist in the absence of testosterone" 2099: 1558: 4604: 2332: 1401:
Lycette JL, Bland LB, Garzotto M, Beer TM (December 2006). "Parenteral estrogens for prostate cancer: can a new route of administration overcome old toxicities?".
2509:"Lower-dose vs high-dose oral estradiol therapy of hormone receptor-positive, aromatase inhibitor-resistant advanced breast cancer: a phase 2 randomized study" 1851:
Hartmann BW, Laml T, Kirchengast S, Albrecht AE, Huber JC (April 1998). "Hormonal breast augmentation: prognostic relevance of insulin-like growth factor-I".
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Alfred E. Chang, Patricia A Ganz, Daniel F. Hayes, Timothy Kinsella, Harvey I. Pass, Joan H. Schiller, Richard M. Stone, Victor Strecher (8 December 2007).
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is used for HDE in men, levels of estradiol of at least approximately 200 pg/mL are necessary to suppress testosterone levels into the castrate range.
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Oral HDE for prostate cancer with diethylstilbestrol was used widely in men with prostate cancer until the mid-1960s, when it was compared directly to
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Smith KP, Madison CM, Milne NM (December 2014). "Gonadal suppressive and cross-sex hormone therapy for gender dysphoria in adolescents and adults".
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Ockrim J, Lalani EN, Abel P (October 2006). "Therapy Insight: parenteral estrogen treatment for prostate cancer--a new dawn for an old therapy".
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Stege R, Carlström K, Collste L, Eriksson A, Henriksson P, Pousette A (1988). "Single drug polyestradiol phosphate therapy in prostatic cancer".
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state. Levels of estradiol and progesterone are both up to 100-fold higher during pregnancy than during normal menstrual cycling.
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Duarte FH, Jallad RS, Bronstein MD (November 2016). "Estrogens and selective estrogen receptor modulators in acromegaly".
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Al Jishi T, Sergi C (August 2017). "Current perspective of diethylstilbestrol (DES) exposure in mothers and offspring".
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in rodents similar to those of natural pregnancy, implicating high levels of estrogen and progesterone in this effect.
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Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration".
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in women. Although initially used alone, progestins were added in the 1960s and 1970s. In addition, the estrogen
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for the treatment of breast cancer in postmenopausal women from the early 1960s onwards. In the 1970s, the
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Gentile S (December 2005). "The role of estrogen therapy in postpartum psychiatric disorders: an update".
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High-dose estrogen therapy was the first medical treatment for metastatic prostate and breast carcinoma.
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range. This is most of the basis of their use in prostate cancer and benign prostatic hyperplasia. When
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Ottolina J, Schimberni M, Makieva S, Bartiromo L, Fazia T, Bernardinelli L, et al. (August 2020).
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of the breasts can be used to prevent it and has minimal side effects, mostly consisting of temporary
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Estrogens and Antiestrogens II: Pharmacology and Clinical Application of Estrogens and Antiestrogen
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profile of HDE is worse in men compared to women. Side effects of HDE specific to men may include
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of about 40 to 77%, although it is generally only mildly or modestly discomforting. In addition,
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Cronje WH, Studd JW (March 2002). "Premenstrual syndrome and premenstrual dysphoric disorder".
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Gunther Göretzlehner, Christian Lauritzen, Thomas Römer, Winfried Rossmanith (1 January 2012).
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HDE and/or pseudopregnancy have been used in clinical medicine for the following indications:
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Mueller A, Dittrich R, Binder H, Kuehnel W, Maltaris T, Hoffmann I, Beckmann MW (July 2005).
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Rodolfo Paoletti, P.G. Crosignani, P. Kenemans, N.K. Wenger, Ann S. Jackson (11 July 2007).
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as it increases the risk of endometriosis in the treated women and in their female children.
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As well as the following nonsteroidal estrogens (which are now little or not at all used):
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Ellis MJ, Gao F, Dehdashti F, Jeffe DB, Marcom PK, Carey LA, et al. (August 2009).
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Please expand the section to include this information. Further details may exist on the
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Oh WK (September 2002). "The evolving role of estrogen therapy in prostate cancer".
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as unopposed estrogen, particularly at high dosages, increases the risk of
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Pseudopregnancy simulates the hormonal profile of the first trimester of
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HDE should be combined with a progestogen in women with an intact
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in the liver. As a result, they have disproportionate effects on
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has been little-used for such purposes likely due to its poor
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are given. When given in combination with a high dose of
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Estramustine phosphate (estradiol normustine phosphate)
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Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
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and for this reason have dramatically increased local
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Reconstructive and Reproductive Surgery in Gynecology
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developed in the 1950s following the introduction of
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or as a means of hormonal breast enhancement in women
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Methestrol dipropionate (promethestrol dipropionate)
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Journal of the National Cancer Institute. Monographs
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Academic Press. 18 June 2002. pp. 54–. 1396: 1394: 1358: 1356: 1106: 1104: 1102: 1100: 1098: 1096: 1094: 1092: 1090: 1088: 4605:3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol 4545: 3915:Dimestrol (diethylstilbestrol dimethyl ether) 3553: 3178: 2736:Knobil and Neill's Physiology of Reproduction 2652:Hormones, Brain and Behavior, Five-Volume Set 2206:. Cambridge University Press. pp. 259–. 1530:Kistner's Gynecology: Principles and Practice 1436: 1434: 1432: 1196: 1194: 1192: 1190: 1188: 1186: 1184: 890:estradiol to treat postmenopausal women with 815:, and in men are able to completely suppress 523:Estradiol (medication) § Adverse effects 8: 4715:10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED) 2858:. Lippincott-Raven Publishers. p. 186. 2709:. Bentham Science Publishers. pp. 10–. 2098:: CS1 maint: multiple names: authors list ( 1827:Praktische Hormontherapie in der Gynäkologie 1557:: CS1 maint: multiple names: authors list ( 1328: 1326: 6590:Tooltip G protein-coupled estrogen receptor 5409:Fosfestrol (diethylstilbestrol diphosphate) 4047: 3920:Fosfestrol (diethylstilbestrol diphosphate) 2893:Eric J. Thomas, J. Rock (6 December 2012). 6594: 5552:Triphenylmethylethylene (triphenylpropene) 4876:, many others; via estrogenic metabolites) 4800:17α-Epiestriol (16α-hydroxy-17α-estradiol) 4581: 4552: 4538: 4530: 4071: 3585: 3560: 3546: 3538: 3185: 3171: 3163: 2733:Plant TM, Zeleznik AJ (15 November 2014). 886:A study that used high- to very-high-dose 4572: 4076: 3841:Prasterone (dehydroepiandrosterone; DHEA) 3590: 3142: 3132: 2532: 2235:Hormones and Vitamins in Cancer Treatment 1800: 1673: 1632: 1306: 1132: 3797:Estropipate (piperazine estrone sulfate) 3527:Estropipate (piperazine estrone sulfate) 2950:Current Concepts in Transgender Identity 981:, mainly due to previously unrecognized 875:and bioidentical forms of estrogen like 739:about why it works in ER+ breast cancer. 3248:Estradiol-containing birth control pill 2852:Bruce Chabner, Dan Louis Longo (1996). 2739:. Academic Press. pp. 2289, 2386. 2486:. John Wiley & Sons. pp. 79–. 1084: 2091: 1550: 20: 3301:Estradiol benzoate cyclooctenyl ether 2355:American Journal of Clinical Oncology 7: 4043:Tooltip follicle-stimulating hormone 2569:from the original on 4 February 2024 2252:from the original on 10 January 2023 2075:Oncology: An Evidence-Based Approach 1830:. Walter de Gruyter. pp. 385–. 284:Tooltip insulin-like growth factor 1 2679:Principles of Clinical Pharmacology 2232:Aurel Lupulescu (24 October 1990). 1256:Adolescent and Pediatric Gynecology 436:(an estradiol ester that is also a 4448:Androvax (androstenedione albumin) 3048:Nature Clinical Practice. Oncology 2980:. Elsevier Science. pp. 96–. 2896:Modern Approaches to Endometriosis 2801:Androgen Action in Prostate Cancer 2762:Ovarian Function and its Disorders 2628:from the original on 15 April 2024 474:(diethylstilbestrol diphosphate), 193:estrogens have been used and both 14: 5951:taleranol (teranol, β-zearalanol) 4866:metandienone (methandrostenolone) 4514:Progestogens and antiprogestogens 3426:Estradiol propoxyphenylpropionate 3253:Combined injectable birth control 2682:. Academic Press. pp. 399–. 2480:Donna Shoupe (10 February 2011). 1993:Expert Opinion on Pharmacotherapy 1789:European Journal of Endocrinology 1662:European Journal of Endocrinology 6861:Progesterone receptor modulators 6615:Afimoxifene (4-hydroxytamoxifen) 5497:Prinaberel (ERB-041, WAY-202041) 3910:Diethylstilbestrol esters/ethers 3905:Diethylstilbestrol (stilbestrol) 2367:10.1097/00000421-198801102-00024 1888:Geburtshilfe und Frauenheilkunde 867:and a greatly increased risk of 844:and nonsteroidal estrogens like 726: 440:; used for prostate cancer only) 358:were previously used to support 38: 6558:Coregulator-binding modulators: 4825:17β-Methyl-17α-dihydroequilenin 3006:Current Opinion in Pharmacology 2872:from the original on 2024-05-12 2459:10.1016/j.maturitas.2003.11.009 2335:from the original on 2024-07-03 1621:Reproductive Biomedicine Online 1486:Scandinavian Journal of Urology 1134:10.1016/j.maturitas.2016.10.010 710:, which has been attributed to 438:cytostatic antineoplastic agent 397:have been used in HDE therapy: 331:premenstrual dysphoric disorder 5389:Erteberel (SERBA-1, LY-500307) 4453:Ovandrotone albumin (Fecundin) 3639:) (via estrogenic metabolites) 2318:Holland-Frei Cancer Medicine 8 2048:10.1016/j.reprotox.2017.04.009 1203:Hormone and Metabolic Research 1: 6897:Hormonal antineoplastic drugs 6846:Receptor/signaling modulators 4810:17α-Ethynyl-3β-androstanediol 4805:17α-Ethynyl-3α-androstanediol 3223:Pharmacokinetics of estradiol 3218:Pharmacodynamics of estradiol 1927:10.1016/s0095-4543(03)00070-8 1403:Clinical Genitourinary Cancer 1308:10.1016/S0015-0282(16)33602-0 1268:10.1016/S0932-8610(12)80156-3 1046:produce decreases in risk of 157:, it has been referred to as 6856:Androgen receptor modulators 5160:Lynestrenol phenylpropionate 4504:Estrogen receptor modulators 4405:hydroxyprogesterone caproate 3316:Estradiol cyclooctyl acetate 2953:. Routledge. pp. 293–. 2947:Dallas Denny (13 May 2013). 2770:10.1007/978-94-009-8195-9_12 2706:Immunology of Pregnancy 2013 2289:10.1007/978-3-642-20113-4_25 2149:. IOS Press. pp. 458–. 1574:Pharmacy World & Science 1498:10.3109/21681805.2013.861508 1068:Estrogen deprivation therapy 908:hydroxyprogesterone caproate 809:follicle-stimulating hormone 487:hydroxyprogesterone caproate 236:benign prostatic hyperplasia 228:androgen deprivation therapy 6851:Estrogens and antiestrogens 6501:Oxabicycloheptene sulfonate 6188:Etacstil (GW-5638, DPC-974) 5364:Doisynoestrol (fenocycline) 5108:Ethinylestradiol 3-benzoate 4620:3β,5α-Dihydrolevonorgestrel 4615:3α,5α-Dihydrolevonorgestrel 4509:Androgens and antiandrogens 4445:Androstenedione immunogens: 4409:medroxyprogesterone acetate 4052:Tooltip luteinizing hormone 3932:Doisynoestrol (fenocycline) 3391:Estradiol hexahydrobenzoate 3296:Estradiol benzoate butyrate 3213:Estradiol (as a medication) 2676:Arthur J. Atkinson (2012). 2321:. PMPH-USA. pp. 753–. 2238:. CRC Press. pp. 40–. 1853:Gynecological Endocrinology 1167:. CRC Press. pp. 90–. 1063:Hormone replacement therapy 788:. When used in high doses, 491:medroxyprogesterone acetate 6918: 6568:Noncompetitive inhibitors: 6193:Ethamoxytriphetol (MER-25) 5354:Dimestrol (dianisylhexene) 5113:Ethinylestradiol sulfonate 4430:Mixed mechanism of action: 4202:Noncompetitive inhibitors: 3954:Methestrol (promethestrol) 3809:Ethinylestradiol sulfonate 3411:Estradiol phenylpropionate 3286:Estradiol acetylsalicylate 3263:Hydroxylation of estradiol 3243:Feminizing hormone therapy 3238:Menopausal hormone therapy 3233:Estrogen (as a medication) 3018:10.1016/j.coph.2003.07.004 2923:The Transsexual Phenomenon 2005:10.1517/14656566.4.10.1651 1886:Kaiser R (July 1959). "". 1634:10.1016/j.rbmo.2020.04.005 1333:Kenneth L. Becker (2001). 892:estrogen receptor-positive 865:hepatic protein production 659:in general (e.g., reduced 627:. In women, HDE may cause 537:breast pain and tenderness 520: 458:ethinylestradiol sulfonate 139:High-dose estrogen therapy 24:High-dose estrogen therapy 6838: 6610:7β-Hydroxyepiandrosterone 6168:Desmethylchlorotrianisene 5347:Diethylstilbestrol esters 5300:Bisdehydrodoisynolic acid 4720:11β-Chloromethylestradiol 4695:7β-Hydroxyepiandrosterone 4577:Tooltip Estrogen receptor 4465: 4187:Exclusively antagonistic: 4081:Tooltip Estrogen receptor 3595:Tooltip Estrogen receptor 2974:Legato MJ (15 May 2017). 2413:10.1080/13697130500148875 1962:10.1017/s1092852900010518 1865:10.3109/09513599809024960 1711:10.1007/s12020-016-1118-z 1586:10.1007/s11096-005-3663-z 129: 37: 28: 6674:Fulvestrant (ICI-182780) 6491:Methylpiperidinopyrazole 6444:Fulvestrant (ICI-182780) 5927:Resorcylic acid lactones 5150:Hydroxyestrone diacetate 5086:Etamestrol (eptamestrol) 3816:Hydroxyestrone diacetate 3743:estradiol ester mixtures 3396:Estradiol monopropionate 3366:Estradiol diundecylenate 3311:Estradiol butyrylacetate 3208:Estradiol (as a hormone) 1365:Clinical Prostate Cancer 900:intramuscular injections 274:in tall adolescent girls 5985:Synthetic xenoestrogens 5542:Triphenylchloroethylene 5477:Methestrol dipropionate 5005:Polyestradiol phosphate 3981:Triphenylchloroethylene 3739:polyestradiol phosphate 3476:Polyestradiol phosphate 3386:Estradiol hemisuccinate 3228:Estrogen (as a hormone) 3134:10.3389/fonc.2016.00228 2920:Harry Benjamin (1966). 2036:Reproductive Toxicology 1455:10.1002/pros.2990140410 1295:Fertility and Sterility 988:polyestradiol phosphate 913:Levels of estrogen and 633:endometrial hyperplasia 428:polyestradiol phosphate 379:endometrial hyperplasia 362:and reduce the risk of 149:in which high doses of 16:Type of hormone therapy 6078:4'-Hydroxynorendoxifen 6073:2-Phenylbenzothiophene 5947:zeranol (α-zearalanol) 5650:phlorizin (phloridzin) 5537:Triphenylbromoethylene 5436:ICI-85966 (Stilbostat) 5017:Estramustine phosphate 4890:Bolandiol dipropionate 3976:Triphenylbromoethylene 3753:Estramustine phosphate 3456:Estradiol undecylenate 3361:Estradiol diundecylate 3346:Estradiol dipropionate 3291:Estradiol anthranilate 2525:10.1001/jama.2009.1204 1533:. Mosby. p. 263. 1415:10.3816/CGC.2006.n.037 1377:10.3816/cgc.2002.n.009 1215:10.1055/s-2007-1001723 822:production and reduce 796:, strongly inhibiting 737:is missing information 597:venous thromboembolism 434:Estramustine phosphate 6258:Miproxifene phosphate 6083:27-Hydroxycholesterol 5547:Triphenyliodoethylene 5091:Ethinylandrostenediol 5054:Estrogenic substances 5042:Polyestriol phosphate 4910:Cloxestradiol acetate 4393:chlormadinone acetate 3777:Estrogenic substances 3771:polyestriol phosphate 3671:Cloxestradiol acetate 3381:Estradiol glucuronide 3121:Frontiers in Oncology 906:and 250 mg/week 605:myocardial infarction 601:cardiovascular events 511:elimination half-life 349:nonsteroidal estrogen 337:Postpartum depression 327:Premenstrual syndrome 181:, among others. Both 5572:WAY-204688 (SIM-688) 5384:ERB-196 (WAY-202196) 5335:Dienestrol diacetate 5074:Estrone methyl ether 4980:Esterified estrogens 4922:Conjugated estrogens 4815:17β-Dihydroequilenin 4790:17α-Dihydroequilenin 4730:15α-Hydroxyestradiol 4725:11β-Methoxyestradiol 4700:8,9-Dehydroestradiol 4401:gestonorone caproate 4215:Aromatase inhibitors 3898:Dienestrol diacetate 3846:Prasterone enanthate 3731:estradiol undecylate 3696:Esterified estrogens 3681:Conjugated estrogens 3517:Esterified estrogens 3512:Conjugated estrogens 3451:Estradiol undecylate 3431:Estradiol salicylate 3351:Estradiol distearate 3341:Estradiol dienantate 3336:Estradiol dibutyrate 2764:. pp. 333–345. 956:bone mineral density 701:erectile dysfunction 617:cholestatic jaundice 420:estradiol undecylate 402:Conjugated estrogens 241:In combination with 6739:Propylpyrazoletriol 6654:Diarylpropionitrile 5502:Propylpyrazoletriol 5359:Dimethylstilbestrol 5325:Diarylpropionitrile 5135:Etynodiol diacetate 4835:Abiraterone acetate 4745:16α-Fluoroestradiol 4397:cyproterone acetate 4296:testosterone esters 3727:estradiol enanthate 3723:estradiol cypionate 3656:etynodiol diacetate 3625:testosterone esters 3441:Estradiol sulfamate 3416:Estradiol phosphate 3406:Estradiol palmitate 3356:Estradiol disulfate 3331:Estradiol diacetate 3326:Estradiol decanoate 3321:Estradiol cypionate 2361:(Suppl 2): S101-3. 1802:10.1530/eje.1.01943 1675:10.1530/EJE-16-1054 1289:Kistner RW (1959). 902:of 40 mg/week 805:luteinizing hormone 712:androgen deficiency 621:gallbladder disease 531:of HDE may include 495:cyproterone acetate 395:steroidal estrogens 6902:Medical treatments 6821:Diethylstilbestrol 6605:2-Methoxyestradiol 6536:TAS-108 (SR-16234) 6486:Methylepitiostanol 6424:EM-800 (SCH-57050) 6348:TAS-108 (SR-16234) 6068:2-Phenylbenzofuran 5682:8-prenylnaringenin 5342:Diethylstilbestrol 5000:Lipoidal estradiol 4975:ERA-63 (ORG-37663) 4917:Conjugated estriol 4862:methyltestosterone 4820:17β-Dihydroequilin 4795:17α-Dihydroequilin 4770:16β-Hydroxyestrone 4755:16α-Hydroxyestrone 4705:8,9-Dehydroestrone 4690:7α-Methylestradiol 4665:4-Methoxyestradiol 4655:4-Hydroxyestradiol 4630:3β-Hydroxytibolone 4625:3α-Hydroxytibolone 4595:2-Hydroxyestradiol 4492:Never to phase III 4327:releasers) (e.g., 4238:Second-generation: 3851:Prasterone sulfate 3735:estradiol valerate 3719:estradiol benzoate 3676:Conjugated estriol 3629:methyltestosterone 3461:Estradiol valerate 3436:Estradiol stearate 3421:Estradiol pivalate 3371:Estradiol enantate 3306:Estradiol benzoate 3258:High-dose estrogen 3060:10.1038/ncponc0602 2275:Aesthetic Medicine 1015:skin discoloration 924:hyperprogestogenic 904:estradiol valerate 850:diethylstilbestrol 771:estrogen receptors 693:sexual dysfunction 649:breast development 637:endometrial cancer 573:hyperprolactinemia 533:breast enlargement 468:Diethylstilbestrol 424:estradiol valerate 416:estradiol benzoate 383:endometrial cancer 352:diethylstilbestrol 321:Uterine hypoplasia 296:As a component of 251:diethylstilbestrol 165:that occur during 86:Estrogen receptors 45:Estradiol valerate 6887:Antigonadotropins 6874: 6873: 6866:List of estrogens 6834: 6833: 6579: 6578: 6419:Cytestrol acetate 5642:isoliquiritigenin 5584:Unknown/unsorted: 5270:β-LGND2 (GTx-878) 4850:Anabolic steroids 4760:16α-Iodoestradiol 4650:4-Fluoroestradiol 4645:4-Androstenedione 4635:3β-Androstanediol 4610:3α-Androstanediol 4561:Estrogen receptor 4527: 4526: 4519:List of estrogens 4461: 4460: 4413:megestrol acetate 4300:nandrolone esters 4288:anabolic steroids 4276:Antigonadotropins 4253:Third-generation: 4226:Aminoglutethimide 4223:First-generation: 4061: 4060: 3767:estriol succinate 3715:estradiol acetate 3637:nandrolone esters 3617:anabolic steroids 3535: 3534: 3446:Estradiol sulfate 3401:Estradiol mustard 3376:Estradiol furoate 3281:Estradiol acetate 2987:978-0-12-803542-9 2960:978-1-134-82110-5 2933:978-0-446-82426-2 2906:978-94-011-3864-2 2865:978-0-397-51418-2 2838:978-3-0348-0664-0 2811:978-0-387-69179-4 2779:978-94-009-8197-3 2746:978-0-12-397769-4 2716:978-1-60805-733-7 2689:978-0-12-385471-1 2662:978-0-08-053415-2 2493:978-1-4443-4263-5 2407:(Suppl 1): 3–63. 2328:978-1-60795-014-1 2298:978-3-642-20112-7 2245:978-0-8493-5973-6 2213:978-1-107-08201-4 2186:978-3-642-60107-1 2156:978-1-58603-880-9 2126:978-0-585-37973-9 2085:978-0-387-31056-5 1837:978-3-11-024568-4 1754:10.1002/phar.1487 1540:978-0-8151-7479-0 1346:978-0-7817-1750-2 1174:978-1-84184-757-3 852:are resistant to 794:antigonadotropins 775:biological target 760: 759: 657:demasculinization 545:hyperpigmentation 354:as well as other 315:Breast hypoplasia 302:transgender women 253:is an example of 217:Estrogen receptor 136: 135: 81:Biological target 53:Class identifiers 6909: 6733:2,2',5'-PCB-4-OH 6669:Ethinylestradiol 6595: 6591: 6587: 6328:Rimostil (P-081) 6138:Chlorotrianisene 6060: 6056: 5835:Metalloestrogens 5614:-related (e.g., 5429:Hexestrol esters 5103:Ethinylestradiol 4995:Estradiol esters 4750:16α-Hydroxy-DHEA 4735:16-Ketoestradiol 4675:5-Androstenediol 4670:4-Methoxyestrone 4660:4-Hydroxyestrone 4640:4-Androstenediol 4600:2-Hydroxyestrone 4582: 4578: 4574: 4554: 4547: 4540: 4531: 4374: 4357: 4102: 4098: 4093: 4089: 4082: 4078: 4072: 4053: 4049: 4044: 4040: 4023: 4016: 3996:Progonadotropins 3942:Hexestrol esters 3888:Chlorotrianisene 3804:Ethinylestradiol 3711:Estradiol esters 3596: 3592: 3586: 3562: 3555: 3548: 3539: 3507:Ethinylestradiol 3187: 3180: 3173: 3164: 3157: 3156: 3146: 3136: 3115:Katz TA (2016). 3112: 3103: 3102: 3086: 3080: 3079: 3043: 3030: 3029: 3001: 2995: 2994: 2971: 2965: 2964: 2944: 2938: 2937: 2926:. Julian Press. 2917: 2911: 2910: 2890: 2884: 2883: 2878: 2877: 2849: 2843: 2842: 2822: 2816: 2815: 2795: 2784: 2783: 2757: 2751: 2750: 2730: 2721: 2720: 2700: 2694: 2693: 2673: 2667: 2666: 2647: 2638: 2637: 2635: 2633: 2627: 2620: 2612: 2606: 2605: 2585: 2579: 2578: 2576: 2574: 2568: 2561: 2553: 2547: 2546: 2536: 2504: 2498: 2497: 2477: 2471: 2470: 2442: 2433: 2432: 2396: 2387: 2386: 2350: 2344: 2343: 2341: 2340: 2312: 2303: 2302: 2278: 2268: 2262: 2261: 2259: 2257: 2229: 2218: 2217: 2197: 2191: 2190: 2170: 2161: 2160: 2140: 2131: 2130: 2110: 2104: 2103: 2097: 2089: 2069: 2060: 2059: 2031: 2025: 2024: 1988: 1982: 1981: 1945: 1939: 1938: 1910: 1904: 1903: 1883: 1877: 1876: 1848: 1842: 1841: 1821: 1815: 1814: 1804: 1780: 1774: 1773: 1737: 1731: 1730: 1694: 1688: 1687: 1677: 1668:(6): R339–R353. 1653: 1647: 1646: 1636: 1612: 1606: 1605: 1569: 1563: 1562: 1556: 1548: 1524: 1518: 1517: 1481: 1475: 1474: 1438: 1427: 1426: 1398: 1389: 1388: 1360: 1351: 1350: 1330: 1321: 1320: 1310: 1286: 1280: 1279: 1250: 1235: 1234: 1198: 1179: 1178: 1158: 1147: 1146: 1136: 1112: 1073:Hyperestrogenism 1023:standard of care 979:overall survival 952:pharmacokinetics 881:estradiol esters 846:ethinylestradiol 826:levels into the 755: 752: 746: 730: 722: 543:enlargement and 505:(e.g., low oral 503:pharmacokinetics 497:, among others. 444:Ethinylestradiol 412:estradiol esters 285: 281: 255:medical reversal 42: 21: 6917: 6916: 6912: 6911: 6910: 6908: 6907: 6906: 6877: 6876: 6875: 6870: 6830: 6809: 6773: 6589: 6575: 6409:7β-Hydroxy-DHEA 6392: 6228:Levormeloxifene 6058: 6051: 6045: 5961:deoxymiroestrol 5829:-hinokiresinol) 5467:Methallenestril 5369:Doisynolic acid 5170:Methylestradiol 4685:7α-Hydroxy-DHEA 4576: 4566: 4558: 4528: 4523: 4497: 4482:Clinical trials 4457: 4418: 4317: 4308:fluoxymesterone 4270: 4209: 4100: 4091: 4084: 4080: 4057: 4051: 4042: 3990: 3949:Methallenestril 3826:Methylestradiol 3792:Estrone sulfate 3594: 3575: 3566: 3536: 3531: 3522:Estrone sulfate 3480: 3267: 3196: 3191: 3161: 3160: 3114: 3113: 3106: 3088: 3087: 3083: 3045: 3044: 3033: 3003: 3002: 2998: 2988: 2973: 2972: 2968: 2961: 2946: 2945: 2941: 2934: 2919: 2918: 2914: 2907: 2892: 2891: 2887: 2875: 2873: 2866: 2851: 2850: 2846: 2839: 2824: 2823: 2819: 2812: 2797: 2796: 2787: 2780: 2759: 2758: 2754: 2747: 2732: 2731: 2724: 2717: 2702: 2701: 2697: 2690: 2675: 2674: 2670: 2663: 2649: 2648: 2641: 2631: 2629: 2625: 2618: 2614: 2613: 2609: 2587: 2586: 2582: 2572: 2570: 2566: 2559: 2555: 2554: 2550: 2506: 2505: 2501: 2494: 2479: 2478: 2474: 2444: 2443: 2436: 2398: 2397: 2390: 2352: 2351: 2347: 2338: 2336: 2329: 2314: 2313: 2306: 2299: 2270: 2269: 2265: 2255: 2253: 2246: 2231: 2230: 2221: 2214: 2203:Early Pregnancy 2199: 2198: 2194: 2187: 2172: 2171: 2164: 2157: 2142: 2141: 2134: 2127: 2112: 2111: 2107: 2090: 2086: 2071: 2070: 2063: 2033: 2032: 2028: 1990: 1989: 1985: 1947: 1946: 1942: 1912: 1911: 1907: 1885: 1884: 1880: 1850: 1849: 1845: 1838: 1823: 1822: 1818: 1782: 1781: 1777: 1748:(12): 1282–97. 1742:Pharmacotherapy 1739: 1738: 1734: 1696: 1695: 1691: 1655: 1654: 1650: 1614: 1613: 1609: 1571: 1570: 1566: 1549: 1541: 1526: 1525: 1521: 1483: 1482: 1478: 1440: 1439: 1430: 1400: 1399: 1392: 1362: 1361: 1354: 1347: 1332: 1331: 1324: 1288: 1287: 1283: 1252: 1251: 1238: 1200: 1199: 1182: 1175: 1160: 1159: 1150: 1114: 1113: 1086: 1081: 1059: 1043: 1000:quality of life 964:hypoestrogenism 939: 920:hyperestrogenic 836:estradiol ester 813:pituitary gland 756: 750: 747: 740: 731: 720: 695:(e.g., reduced 561:fluid retention 529:adverse effects 525: 519: 507:bioavailability 470:(stilbestrol), 391: 389:Available forms 298:hormone therapy 283: 277:Suppression of 232:prostate cancer 210: 175:prostate cancer 159:pseudopregnancy 147:hormone therapy 145:) is a type of 48: 17: 12: 11: 5: 6915: 6913: 6905: 6904: 6899: 6894: 6889: 6879: 6878: 6872: 6871: 6869: 6868: 6863: 6858: 6853: 6848: 6843: 6839: 6836: 6835: 6832: 6831: 6829: 6828: 6823: 6817: 6815: 6811: 6810: 6808: 6807: 6802: 6797: 6792: 6787: 6781: 6779: 6775: 6774: 6772: 6771: 6766: 6761: 6756: 6751: 6746: 6741: 6736: 6726: 6721: 6716: 6711: 6706: 6701: 6699:Hydroxytyrosol 6696: 6691: 6686: 6681: 6676: 6671: 6666: 6661: 6656: 6651: 6637: 6632: 6627: 6622: 6617: 6612: 6607: 6601: 6599: 6592: 6581: 6580: 6577: 6576: 6574: 6573: 6564: 6563: 6554: 6553: 6548: 6543: 6538: 6533: 6528: 6523: 6518: 6513: 6508: 6503: 6498: 6493: 6488: 6483: 6478: 6473: 6468: 6446: 6441: 6436: 6431: 6426: 6421: 6416: 6414:Chloroindazole 6411: 6406: 6400: 6398: 6394: 6393: 6391: 6390: 6385: 6380: 6375: 6370: 6365: 6360: 6355: 6350: 6345: 6340: 6335: 6333:Spironolactone 6330: 6325: 6320: 6315: 6310: 6305: 6300: 6295: 6290: 6285: 6280: 6275: 6270: 6265: 6260: 6255: 6250: 6245: 6240: 6235: 6230: 6225: 6220: 6215: 6210: 6205: 6200: 6195: 6190: 6185: 6180: 6175: 6170: 6165: 6160: 6155: 6150: 6145: 6140: 6135: 6130: 6125: 6120: 6115: 6110: 6105: 6100: 6095: 6090: 6085: 6080: 6075: 6070: 6064: 6062: 6047: 6046: 6044: 6043: 6034:Others (e.g., 6032: 5982: 5968: 5954: 5924: 5906: 5884: 5842: 5832: 5810: 5805: 5762:liquiritigenin 5671: 5657: 5635: 5609:Xenoestrogens: 5605: 5604: 5599: 5594: 5589: 5580: 5579: 5574: 5569: 5564: 5559: 5554: 5549: 5544: 5539: 5534: 5529: 5524: 5519: 5514: 5509: 5504: 5499: 5494: 5489: 5484: 5482:Paroxypropione 5479: 5474: 5469: 5464: 5459: 5451: 5443: 5438: 5433: 5432: 5431: 5421: 5416: 5411: 5406: 5401: 5396: 5394:Estrobin (DBE) 5391: 5386: 5381: 5376: 5371: 5366: 5361: 5356: 5351: 5350: 5349: 5339: 5338: 5337: 5327: 5322: 5317: 5312: 5307: 5302: 5297: 5292: 5287: 5285:Allenolic acid 5282: 5277: 5272: 5267: 5262: 5257: 5252: 5243: 5242: 5237: 5232: 5227: 5222: 5217: 5212: 5207: 5202: 5197: 5192: 5190:Norethisterone 5187: 5182: 5180:Mytatrienediol 5177: 5172: 5167: 5162: 5157: 5152: 5147: 5142: 5137: 5132: 5127: 5125:Ethylestradiol 5122: 5120:Ethinylestriol 5117: 5116: 5115: 5110: 5100: 5099: 5098: 5088: 5083: 5082: 5081: 5076: 5071: 5069:Estrone esters 5061: 5056: 5051: 5046: 5045: 5044: 5039: 5037:Estriol esters 5029: 5024: 5022:Estrapronicate 5019: 5014: 5009: 5008: 5007: 5002: 4997: 4987: 4982: 4977: 4972: 4967: 4962: 4957: 4952: 4944: 4939: 4934: 4929: 4924: 4919: 4914: 4913: 4912: 4902: 4897: 4892: 4887: 4882: 4877: 4847: 4842: 4840:Alestramustine 4837: 4832: 4827: 4822: 4817: 4812: 4807: 4802: 4797: 4792: 4787: 4777: 4772: 4767: 4762: 4757: 4752: 4747: 4742: 4740:16-Ketoestrone 4737: 4732: 4727: 4722: 4717: 4712: 4707: 4702: 4697: 4692: 4687: 4682: 4677: 4672: 4667: 4662: 4657: 4652: 4647: 4642: 4637: 4632: 4627: 4622: 4617: 4612: 4607: 4602: 4597: 4588: 4586: 4579: 4568: 4567: 4559: 4557: 4556: 4549: 4542: 4534: 4525: 4524: 4522: 4521: 4516: 4511: 4506: 4501: 4496: 4495: 4494: 4493: 4490: 4479: 4473: 4467: 4466: 4463: 4462: 4459: 4458: 4456: 4455: 4450: 4441: 4440: 4435: 4426: 4424: 4420: 4419: 4417: 4416: 4386: 4369: 4352: 4345:chlorpromazine 4333:metoclopramide 4315: 4311: 4280: 4278: 4272: 4271: 4269: 4268: 4263: 4258: 4249: 4248: 4243: 4234: 4233: 4228: 4219: 4217: 4211: 4210: 4208: 4207: 4198: 4197: 4192: 4183: 4182: 4177: 4172: 4167: 4162: 4157: 4152: 4147: 4142: 4137: 4132: 4127: 4122: 4117: 4112: 4106: 4104: 4069: 4063: 4062: 4059: 4058: 4056: 4055: 4031: 4011: 4000: 3998: 3992: 3991: 3989: 3988: 3983: 3978: 3973: 3968: 3966:Paroxypropione 3963: 3962: 3961: 3951: 3946: 3945: 3944: 3934: 3929: 3928: 3927: 3922: 3917: 3907: 3902: 3901: 3900: 3890: 3885: 3880: 3871: 3870: 3865: 3860: 3855: 3854: 3853: 3848: 3838: 3833: 3828: 3823: 3818: 3813: 3812: 3811: 3801: 3800: 3799: 3794: 3787:Estrone esters 3784: 3779: 3774: 3763:Estriol esters 3760: 3755: 3750: 3708: 3703: 3698: 3693: 3688: 3683: 3678: 3673: 3668: 3663: 3648:norethisterone 3640: 3609: 3600: 3598: 3583: 3577: 3576: 3567: 3565: 3564: 3557: 3550: 3542: 3533: 3532: 3530: 3529: 3524: 3519: 3514: 3509: 3504: 3499: 3494: 3488: 3486: 3482: 3481: 3479: 3478: 3473: 3471:Estrogen ester 3468: 3463: 3458: 3453: 3448: 3443: 3438: 3433: 3428: 3423: 3418: 3413: 3408: 3403: 3398: 3393: 3388: 3383: 3378: 3373: 3368: 3363: 3358: 3353: 3348: 3343: 3338: 3333: 3328: 3323: 3318: 3313: 3308: 3303: 3298: 3293: 3288: 3283: 3277: 3275: 3269: 3268: 3266: 3265: 3260: 3255: 3250: 3245: 3240: 3235: 3230: 3225: 3220: 3215: 3210: 3204: 3202: 3198: 3197: 3192: 3190: 3189: 3182: 3175: 3167: 3159: 3158: 3104: 3081: 3054:(10): 552–63. 3031: 2996: 2986: 2966: 2959: 2939: 2932: 2912: 2905: 2885: 2864: 2844: 2837: 2817: 2810: 2785: 2778: 2752: 2745: 2722: 2715: 2695: 2688: 2668: 2661: 2639: 2616:"Progesterone" 2607: 2580: 2548: 2499: 2492: 2472: 2434: 2388: 2345: 2327: 2304: 2297: 2263: 2244: 2219: 2212: 2192: 2185: 2162: 2155: 2132: 2125: 2105: 2084: 2061: 2026: 1999:(10): 1651–8. 1983: 1956:(12): 944–52. 1940: 1921:(1): 1–12, v. 1905: 1878: 1843: 1836: 1816: 1775: 1732: 1705:(2): 306–314. 1689: 1648: 1627:(2): 279–289. 1607: 1564: 1539: 1519: 1476: 1428: 1409:(3): 198–205. 1390: 1352: 1345: 1322: 1301:(6): 539–556. 1281: 1236: 1180: 1173: 1148: 1083: 1082: 1080: 1077: 1076: 1075: 1070: 1065: 1058: 1055: 1042: 1039: 983:cardiovascular 958:in women with 946:with improved 938: 935: 758: 757: 751:September 2021 734: 732: 725: 719: 716: 683:, and reduced 518: 515: 483: 482: 461: 460: 441: 431: 405: 393:The following 390: 387: 345: 344: 334: 324: 318: 312: 294: 275: 270:Prevention of 268: 258: 239: 226:As a means of 224: 209: 206: 189:estrogens and 134: 133: 127: 126: 122: 121: 112: 110:Chemical class 106: 105: 83: 77: 76: 71: 65: 64: 61: 55: 54: 50: 49: 43: 35: 34: 26: 25: 15: 13: 10: 9: 6: 4: 3: 2: 6914: 6903: 6900: 6898: 6895: 6893: 6890: 6888: 6885: 6884: 6882: 6867: 6864: 6862: 6859: 6857: 6854: 6852: 6849: 6847: 6844: 6841: 6840: 6837: 6827: 6824: 6822: 6819: 6818: 6816: 6812: 6806: 6803: 6801: 6798: 6796: 6793: 6791: 6788: 6786: 6783: 6782: 6780: 6776: 6770: 6767: 6765: 6762: 6760: 6757: 6755: 6752: 6750: 6747: 6745: 6742: 6740: 6737: 6734: 6730: 6727: 6725: 6722: 6720: 6717: 6715: 6712: 6710: 6707: 6705: 6702: 6700: 6697: 6695: 6692: 6690: 6687: 6685: 6682: 6680: 6677: 6675: 6672: 6670: 6667: 6665: 6662: 6660: 6657: 6655: 6652: 6649: 6645: 6641: 6638: 6636: 6633: 6631: 6628: 6626: 6623: 6621: 6618: 6616: 6613: 6611: 6608: 6606: 6603: 6602: 6600: 6596: 6593: 6588: 6582: 6572: 6569: 6566: 6565: 6562: 6559: 6556: 6555: 6552: 6549: 6547: 6544: 6542: 6539: 6537: 6534: 6532: 6529: 6527: 6524: 6522: 6519: 6517: 6514: 6512: 6509: 6507: 6504: 6502: 6499: 6497: 6494: 6492: 6489: 6487: 6484: 6482: 6479: 6477: 6474: 6472: 6469: 6466: 6462: 6458: 6454: 6450: 6447: 6445: 6442: 6440: 6437: 6435: 6432: 6430: 6427: 6425: 6422: 6420: 6417: 6415: 6412: 6410: 6407: 6405: 6402: 6401: 6399: 6395: 6389: 6386: 6384: 6381: 6379: 6376: 6374: 6371: 6369: 6366: 6364: 6361: 6359: 6356: 6354: 6351: 6349: 6346: 6344: 6341: 6339: 6336: 6334: 6331: 6329: 6326: 6324: 6321: 6319: 6316: 6314: 6313:Pipendoxifene 6311: 6309: 6306: 6304: 6301: 6299: 6296: 6294: 6291: 6289: 6286: 6284: 6281: 6279: 6276: 6274: 6271: 6269: 6266: 6264: 6261: 6259: 6256: 6254: 6251: 6249: 6246: 6244: 6241: 6239: 6236: 6234: 6231: 6229: 6226: 6224: 6221: 6219: 6216: 6214: 6211: 6209: 6206: 6204: 6201: 6199: 6196: 6194: 6191: 6189: 6186: 6184: 6181: 6179: 6176: 6174: 6171: 6169: 6166: 6164: 6161: 6159: 6156: 6154: 6151: 6149: 6148:Clomifenoxide 6146: 6144: 6141: 6139: 6136: 6134: 6131: 6129: 6126: 6124: 6123:Brilanestrant 6121: 6119: 6116: 6114: 6111: 6109: 6106: 6104: 6101: 6099: 6096: 6094: 6091: 6089: 6086: 6084: 6081: 6079: 6076: 6074: 6071: 6069: 6066: 6065: 6063: 6057: 6048: 6041: 6037: 6033: 6030: 6026: 6022: 6018: 6014: 6010: 6006: 6002: 5998: 5994: 5990: 5986: 5983: 5980: 5976: 5972: 5969: 5966: 5962: 5959:-like (e.g., 5958: 5955: 5952: 5948: 5944: 5940: 5936: 5932: 5928: 5925: 5922: 5918: 5914: 5910: 5907: 5904: 5903:guggulsterone 5900: 5896: 5892: 5888: 5887:Phytosteroids 5885: 5882: 5878: 5874: 5870: 5866: 5862: 5858: 5854: 5850: 5846: 5843: 5840: 5836: 5833: 5830: 5828: 5822: 5821:enterolactone 5818: 5814: 5811: 5809: 5806: 5803: 5799: 5795: 5791: 5787: 5783: 5779: 5775: 5771: 5767: 5763: 5759: 5755: 5751: 5747: 5743: 5739: 5735: 5731: 5727: 5723: 5719: 5715: 5711: 5707: 5703: 5699: 5695: 5691: 5687: 5683: 5679: 5675: 5672: 5669: 5665: 5661: 5658: 5655: 5654:wedelolactone 5651: 5647: 5643: 5639: 5636: 5633: 5632:photoanethole 5629: 5625: 5621: 5617: 5613: 5610: 5607: 5606: 5603: 5600: 5598: 5595: 5593: 5590: 5588: 5585: 5582: 5581: 5578: 5575: 5573: 5570: 5568: 5565: 5563: 5560: 5558: 5555: 5553: 5550: 5548: 5545: 5543: 5540: 5538: 5535: 5533: 5530: 5528: 5525: 5523: 5520: 5518: 5515: 5513: 5510: 5508: 5505: 5503: 5500: 5498: 5495: 5493: 5490: 5488: 5487:Pentafluranol 5485: 5483: 5480: 5478: 5475: 5473: 5470: 5468: 5465: 5463: 5460: 5458: 5456: 5452: 5450: 5448: 5444: 5442: 5439: 5437: 5434: 5430: 5427: 5426: 5425: 5422: 5420: 5417: 5415: 5412: 5410: 5407: 5405: 5402: 5400: 5397: 5395: 5392: 5390: 5387: 5385: 5382: 5380: 5377: 5375: 5372: 5370: 5367: 5365: 5362: 5360: 5357: 5355: 5352: 5348: 5345: 5344: 5343: 5340: 5336: 5333: 5332: 5331: 5328: 5326: 5323: 5321: 5318: 5316: 5313: 5311: 5308: 5306: 5303: 5301: 5298: 5296: 5293: 5291: 5288: 5286: 5283: 5281: 5278: 5276: 5273: 5271: 5268: 5266: 5263: 5261: 5258: 5256: 5253: 5251: 5248: 5247:Nonsteroidal: 5245: 5244: 5241: 5238: 5236: 5233: 5231: 5228: 5226: 5223: 5221: 5218: 5216: 5213: 5211: 5208: 5206: 5203: 5201: 5198: 5196: 5193: 5191: 5188: 5186: 5183: 5181: 5178: 5176: 5173: 5171: 5168: 5166: 5163: 5161: 5158: 5156: 5153: 5151: 5148: 5146: 5143: 5141: 5138: 5136: 5133: 5131: 5128: 5126: 5123: 5121: 5118: 5114: 5111: 5109: 5106: 5105: 5104: 5101: 5097: 5096:Ethandrostate 5094: 5093: 5092: 5089: 5087: 5084: 5080: 5077: 5075: 5072: 5070: 5067: 5066: 5065: 5062: 5060: 5057: 5055: 5052: 5050: 5047: 5043: 5040: 5038: 5035: 5034: 5033: 5030: 5028: 5025: 5023: 5020: 5018: 5015: 5013: 5010: 5006: 5003: 5001: 4998: 4996: 4993: 4992: 4991: 4988: 4986: 4983: 4981: 4978: 4976: 4973: 4971: 4968: 4966: 4963: 4961: 4958: 4956: 4953: 4951: 4949: 4945: 4943: 4940: 4938: 4935: 4933: 4930: 4928: 4925: 4923: 4920: 4918: 4915: 4911: 4908: 4907: 4906: 4905:Cloxestradiol 4903: 4901: 4898: 4896: 4893: 4891: 4888: 4886: 4883: 4881: 4878: 4875: 4871: 4867: 4863: 4859: 4855: 4851: 4848: 4846: 4843: 4841: 4838: 4836: 4833: 4831: 4828: 4826: 4823: 4821: 4818: 4816: 4813: 4811: 4808: 4806: 4803: 4801: 4798: 4796: 4793: 4791: 4788: 4785: 4781: 4780:17α-Estradiol 4778: 4776: 4773: 4771: 4768: 4766: 4763: 4761: 4758: 4756: 4753: 4751: 4748: 4746: 4743: 4741: 4738: 4736: 4733: 4731: 4728: 4726: 4723: 4721: 4718: 4716: 4713: 4711: 4708: 4706: 4703: 4701: 4698: 4696: 4693: 4691: 4688: 4686: 4683: 4681: 4678: 4676: 4673: 4671: 4668: 4666: 4663: 4661: 4658: 4656: 4653: 4651: 4648: 4646: 4643: 4641: 4638: 4636: 4633: 4631: 4628: 4626: 4623: 4621: 4618: 4616: 4613: 4611: 4608: 4606: 4603: 4601: 4598: 4596: 4593: 4590: 4589: 4587: 4583: 4580: 4575: 4569: 4565: 4562: 4555: 4550: 4548: 4543: 4541: 4536: 4535: 4532: 4520: 4517: 4515: 4512: 4510: 4507: 4505: 4502: 4499: 4498: 4491: 4489: 4486: 4485: 4483: 4480: 4477: 4474: 4472: 4469: 4468: 4464: 4454: 4451: 4449: 4446: 4443: 4442: 4439: 4436: 4434: 4431: 4428: 4427: 4425: 4421: 4414: 4410: 4406: 4402: 4398: 4394: 4390: 4387: 4384: 4380: 4376: 4370: 4367: 4363: 4359: 4353: 4350: 4346: 4342: 4338: 4334: 4330: 4326: 4322: 4319: 4312: 4309: 4305: 4301: 4297: 4293: 4289: 4285: 4282: 4281: 4279: 4277: 4273: 4267: 4264: 4262: 4259: 4257: 4254: 4251: 4250: 4247: 4244: 4242: 4239: 4236: 4235: 4232: 4229: 4227: 4224: 4221: 4220: 4218: 4216: 4212: 4206: 4203: 4200: 4199: 4196: 4193: 4191: 4188: 4185: 4184: 4181: 4178: 4176: 4173: 4171: 4168: 4166: 4163: 4161: 4158: 4156: 4153: 4151: 4148: 4146: 4143: 4141: 4138: 4136: 4133: 4131: 4128: 4126: 4123: 4121: 4118: 4116: 4113: 4111: 4108: 4107: 4105: 4099: 4090: 4079: 4073: 4070: 4068: 4067:Antiestrogens 4064: 4050: 4041: 4035: 4034:Gonadotropins 4032: 4029: 4025: 4024:(gonadorelin) 4018: 4012: 4009: 4005: 4004:Antiandrogens 4002: 4001: 3999: 3997: 3993: 3987: 3984: 3982: 3979: 3977: 3974: 3972: 3969: 3967: 3964: 3960: 3957: 3956: 3955: 3952: 3950: 3947: 3943: 3940: 3939: 3938: 3935: 3933: 3930: 3926: 3923: 3921: 3918: 3916: 3913: 3912: 3911: 3908: 3906: 3903: 3899: 3896: 3895: 3894: 3891: 3889: 3886: 3884: 3881: 3879: 3876: 3875:Nonsteroidal: 3873: 3872: 3869: 3866: 3864: 3861: 3859: 3856: 3852: 3849: 3847: 3844: 3843: 3842: 3839: 3837: 3834: 3832: 3829: 3827: 3824: 3822: 3819: 3817: 3814: 3810: 3807: 3806: 3805: 3802: 3798: 3795: 3793: 3790: 3789: 3788: 3785: 3783: 3780: 3778: 3775: 3772: 3768: 3764: 3761: 3759: 3756: 3754: 3751: 3748: 3744: 3740: 3736: 3732: 3728: 3724: 3720: 3716: 3712: 3709: 3707: 3704: 3702: 3699: 3697: 3694: 3692: 3689: 3687: 3684: 3682: 3679: 3677: 3674: 3672: 3669: 3667: 3664: 3661: 3657: 3653: 3649: 3645: 3641: 3638: 3634: 3630: 3626: 3622: 3618: 3614: 3610: 3608: 3605: 3602: 3601: 3599: 3593: 3587: 3584: 3582: 3578: 3574: 3573:antiestrogens 3570: 3563: 3558: 3556: 3551: 3549: 3544: 3543: 3540: 3528: 3525: 3523: 3520: 3518: 3515: 3513: 3510: 3508: 3505: 3503: 3500: 3498: 3495: 3493: 3490: 3489: 3487: 3483: 3477: 3474: 3472: 3469: 3467: 3464: 3462: 3459: 3457: 3454: 3452: 3449: 3447: 3444: 3442: 3439: 3437: 3434: 3432: 3429: 3427: 3424: 3422: 3419: 3417: 3414: 3412: 3409: 3407: 3404: 3402: 3399: 3397: 3394: 3392: 3389: 3387: 3384: 3382: 3379: 3377: 3374: 3372: 3369: 3367: 3364: 3362: 3359: 3357: 3354: 3352: 3349: 3347: 3344: 3342: 3339: 3337: 3334: 3332: 3329: 3327: 3324: 3322: 3319: 3317: 3314: 3312: 3309: 3307: 3304: 3302: 3299: 3297: 3294: 3292: 3289: 3287: 3284: 3282: 3279: 3278: 3276: 3274: 3270: 3264: 3261: 3259: 3256: 3254: 3251: 3249: 3246: 3244: 3241: 3239: 3236: 3234: 3231: 3229: 3226: 3224: 3221: 3219: 3216: 3214: 3211: 3209: 3206: 3205: 3203: 3199: 3195: 3188: 3183: 3181: 3176: 3174: 3169: 3168: 3165: 3154: 3150: 3145: 3140: 3135: 3130: 3126: 3122: 3118: 3111: 3109: 3105: 3100: 3096: 3092: 3085: 3082: 3077: 3073: 3069: 3065: 3061: 3057: 3053: 3049: 3042: 3040: 3038: 3036: 3032: 3027: 3023: 3019: 3015: 3011: 3007: 3000: 2997: 2993: 2989: 2983: 2979: 2978: 2970: 2967: 2962: 2956: 2952: 2951: 2943: 2940: 2935: 2929: 2925: 2924: 2916: 2913: 2908: 2902: 2898: 2897: 2889: 2886: 2882: 2871: 2867: 2861: 2857: 2856: 2848: 2845: 2840: 2834: 2830: 2829: 2821: 2818: 2813: 2807: 2803: 2802: 2794: 2792: 2790: 2786: 2781: 2775: 2771: 2767: 2763: 2756: 2753: 2748: 2742: 2738: 2737: 2729: 2727: 2723: 2718: 2712: 2708: 2707: 2699: 2696: 2691: 2685: 2681: 2680: 2672: 2669: 2664: 2658: 2654: 2653: 2646: 2644: 2640: 2624: 2617: 2611: 2608: 2603: 2599: 2595: 2591: 2584: 2581: 2565: 2558: 2552: 2549: 2544: 2540: 2535: 2530: 2526: 2522: 2519:(7): 774–80. 2518: 2514: 2510: 2503: 2500: 2495: 2489: 2485: 2484: 2483:Contraception 2476: 2473: 2468: 2464: 2460: 2456: 2453:(4): 269–75. 2452: 2448: 2441: 2439: 2435: 2430: 2426: 2422: 2418: 2414: 2410: 2406: 2402: 2395: 2393: 2389: 2384: 2380: 2376: 2372: 2368: 2364: 2360: 2356: 2349: 2346: 2334: 2330: 2324: 2320: 2319: 2311: 2309: 2305: 2300: 2294: 2290: 2286: 2282: 2277: 2276: 2267: 2264: 2251: 2247: 2241: 2237: 2236: 2228: 2226: 2224: 2220: 2215: 2209: 2205: 2204: 2196: 2193: 2188: 2182: 2178: 2177: 2169: 2167: 2163: 2158: 2152: 2148: 2147: 2139: 2137: 2133: 2128: 2122: 2118: 2117: 2109: 2106: 2101: 2095: 2087: 2081: 2077: 2076: 2068: 2066: 2062: 2057: 2053: 2049: 2045: 2041: 2037: 2030: 2027: 2022: 2018: 2014: 2010: 2006: 2002: 1998: 1994: 1987: 1984: 1979: 1975: 1971: 1967: 1963: 1959: 1955: 1951: 1950:CNS Spectrums 1944: 1941: 1936: 1932: 1928: 1924: 1920: 1916: 1909: 1906: 1901: 1897: 1893: 1890:(in German). 1889: 1882: 1879: 1874: 1870: 1866: 1862: 1858: 1854: 1847: 1844: 1839: 1833: 1829: 1828: 1820: 1817: 1812: 1808: 1803: 1798: 1795:(1): 107–13. 1794: 1790: 1786: 1779: 1776: 1771: 1767: 1763: 1759: 1755: 1751: 1747: 1743: 1736: 1733: 1728: 1724: 1720: 1716: 1712: 1708: 1704: 1700: 1693: 1690: 1685: 1681: 1676: 1671: 1667: 1663: 1659: 1652: 1649: 1644: 1640: 1635: 1630: 1626: 1622: 1618: 1611: 1608: 1603: 1599: 1595: 1591: 1587: 1583: 1580:(3): 139–43. 1579: 1575: 1568: 1565: 1560: 1554: 1547: 1542: 1536: 1532: 1531: 1523: 1520: 1515: 1511: 1507: 1503: 1499: 1495: 1491: 1487: 1480: 1477: 1472: 1468: 1464: 1460: 1456: 1452: 1449:(4): 389–95. 1448: 1444: 1437: 1435: 1433: 1429: 1424: 1420: 1416: 1412: 1408: 1404: 1397: 1395: 1391: 1386: 1382: 1378: 1374: 1370: 1366: 1359: 1357: 1353: 1348: 1342: 1338: 1337: 1329: 1327: 1323: 1318: 1314: 1309: 1304: 1300: 1296: 1292: 1285: 1282: 1277: 1273: 1269: 1265: 1261: 1257: 1249: 1247: 1245: 1243: 1241: 1237: 1232: 1228: 1224: 1220: 1216: 1212: 1209:(9): 428–31. 1208: 1204: 1197: 1195: 1193: 1191: 1189: 1187: 1185: 1181: 1176: 1170: 1166: 1165: 1157: 1155: 1153: 1149: 1144: 1140: 1135: 1130: 1126: 1122: 1118: 1111: 1109: 1107: 1105: 1103: 1101: 1099: 1097: 1095: 1093: 1091: 1089: 1085: 1078: 1074: 1071: 1069: 1066: 1064: 1061: 1060: 1056: 1054: 1052: 1049: 1048:mammary gland 1040: 1038: 1036: 1031: 1028: 1024: 1018: 1016: 1012: 1009: 1005: 1001: 997: 993: 989: 984: 980: 976: 972: 967: 965: 961: 957: 953: 949: 945: 936: 934: 932: 927: 925: 921: 916: 911: 909: 905: 901: 896: 895:breast cancer 893: 889: 884: 882: 878: 874: 870: 866: 862: 858: 855: 851: 847: 843: 839: 837: 833: 829: 825: 821: 818: 814: 810: 806: 803: 802:gonadotropins 799: 795: 792:are powerful 791: 787: 783: 780: 776: 772: 768: 764: 754: 744: 738: 735:This section 733: 729: 724: 723: 717: 715: 713: 709: 704: 702: 698: 694: 690: 686: 682: 678: 674: 670: 666: 662: 658: 654: 650: 646: 642: 638: 634: 630: 626: 622: 618: 614: 610: 606: 602: 598: 594: 590: 586: 583:, reversible 582: 578: 574: 570: 566: 562: 558: 554: 550: 546: 542: 538: 534: 530: 524: 516: 514: 512: 508: 504: 500: 496: 492: 488: 481: 477: 473: 469: 466: 465: 464: 459: 456: 452: 449: 445: 442: 439: 435: 432: 429: 425: 421: 417: 413: 409: 406: 403: 400: 399: 398: 396: 388: 386: 384: 380: 376: 371: 369: 365: 361: 357: 353: 350: 342: 338: 335: 332: 328: 325: 322: 319: 316: 313: 311: 308:and suppress 307: 303: 299: 295: 293: 289: 282: 276: 273: 269: 266: 262: 259: 256: 252: 248: 247:endometriosis 244: 240: 237: 233: 229: 225: 222: 221:breast cancer 218: 215: 214: 213: 207: 205: 204:may be used. 203: 200: 196: 192: 188: 184: 180: 179:endometriosis 176: 172: 171:breast cancer 168: 164: 160: 156: 152: 148: 144: 140: 132: 128: 123: 120: 116: 113: 111: 107: 103: 99: 95: 91: 87: 84: 82: 78: 75: 72: 70: 66: 62: 60: 56: 51: 46: 41: 36: 33: 32: 27: 22: 19: 6567: 6557: 6481:Mepitiostane 6429:Epitiostanol 6298:Ormeloxifene 6223:Lasofoxifene 6133:Camizestrant 6128:Broparestrol 6118:Bazedoxifene 6040:rotundifuran 5989:alkylphenols 5939:β-zearalenol 5935:α-zearalenol 5921:stigmasterol 5913:β-sitosterol 5909:Phytosterols 5877:triclocarban 5873:methoxychlor 5826: 5808:Lavender oil 5802:tectorigenin 5734:formononetin 5608: 5583: 5454: 5446: 5246: 5230:Quinestradol 5220:Promestriene 5195:Noretynodrel 5059:Estromustine 5012:Estramustine 4947: 4854:testosterone 4591: 4444: 4429: 4389:Progestogens 4292:testosterone 4252: 4237: 4231:Testolactone 4222: 4201: 4186: 4160:Ormeloxifene 4155:Mepitiostane 4150:Lasofoxifene 4145:Epitiostanol 4125:Broparestrol 4120:Bazedoxifene 4008:bicalutamide 3874: 3863:Quinestradol 3858:Promestriene 3652:noretynodrel 3633:metandienone 3621:testosterone 3603: 3124: 3120: 3093:(16): 61–5. 3090: 3084: 3051: 3047: 3012:(6): 650–4. 3009: 3005: 2999: 2991: 2976: 2969: 2949: 2942: 2922: 2915: 2895: 2888: 2880: 2874:. Retrieved 2854: 2847: 2827: 2820: 2800: 2761: 2755: 2735: 2705: 2698: 2678: 2671: 2651: 2630:. Retrieved 2610: 2596:(5): 452–6. 2593: 2589: 2583: 2571:. Retrieved 2551: 2516: 2512: 2502: 2482: 2475: 2450: 2446: 2404: 2400: 2358: 2354: 2348: 2337:. Retrieved 2317: 2274: 2266: 2254:. Retrieved 2234: 2202: 2195: 2175: 2145: 2115: 2108: 2074: 2039: 2035: 2029: 1996: 1992: 1986: 1953: 1949: 1943: 1918: 1915:Primary Care 1914: 1908: 1891: 1887: 1881: 1859:(2): 123–7. 1856: 1852: 1846: 1826: 1819: 1792: 1788: 1778: 1745: 1741: 1735: 1702: 1698: 1692: 1665: 1661: 1651: 1624: 1620: 1610: 1577: 1573: 1567: 1544: 1529: 1522: 1489: 1485: 1479: 1446: 1443:The Prostate 1442: 1406: 1402: 1368: 1364: 1335: 1298: 1294: 1284: 1262:(1): 20–23. 1259: 1255: 1206: 1202: 1163: 1124: 1120: 1044: 1027:antiestrogen 1019: 1008:prophylactic 1004:gynecomastia 992:osteoporosis 968: 940: 928: 915:progesterone 912: 885: 871:relative to 840: 824:testosterone 761: 748: 736: 718:Pharmacology 705: 681:distribution 663:, decreased 653:feminization 645:gynecomastia 641:tolerability 613:prolactinoma 577:galactorrhea 526: 517:Side effects 499:Progesterone 484: 480:stilbestrols 478:, and other 462: 392: 372: 356:stilbestrols 346: 306:feminization 272:tall stature 265:osteoporosis 211: 208:Medical uses 187:bioidentical 158: 142: 138: 137: 125:Legal status 119:Nonsteroidal 29: 18: 6826:Zearalenone 6778:Antagonists 6754:Resveratrol 6719:Nonylphenol 6714:Niacinamide 6630:Bisphenol A 6620:Aldosterone 6449:Glyceollins 6397:Antagonists 6388:Zuclomifene 6383:Zindoxifene 6293:NNC 45-1506 6288:NNC 45-0781 6283:NNC 45-0320 6278:NNC 45-0095 6273:Nitromifene 6253:Miproxifene 6203:Fispemifene 6178:Enclomifene 6173:Droloxifene 6153:CN-55945-27 6098:Afimoxifene 6088:Acefluranol 5979:rhaponticin 5975:resveratrol 5971:Stilbenoids 5943:zearalenone 5931:zearalanone 5917:campesterol 5849:alternariol 5782:pinocembrin 5726:epicatechin 5698:biochanin A 5638:Chalconoids 5532:Terfluranol 5507:Quadrosilan 5379:Elacestrant 5280:Allenestrol 5155:Lynestrenol 5079:Estropipate 5049:Estrofurate 4900:Clomestrone 4880:Atrimustine 4830:Abiraterone 4784:alfatradiol 4478:from market 4375:antagonists 4362:leuprorelin 4341:haloperidol 4337:risperidone 4329:domperidone 4321:antagonists 4304:oxandrolone 4256:Anastrozole 4195:Fulvestrant 4190:Elacestrant 4140:Enclomifene 4083:antagonists 4028:leuprorelin 3971:Quadrosilan 3747:Climacteron 3666:Clomestrone 3607:Alfatradiol 2557:"Estradiol" 2401:Climacteric 2279:. pp.  1894:: 593–604. 1492:(1): 4–14. 1371:(2): 81–9. 1011:irradiation 996:hot flashes 971:orchiectomy 869:blood clots 773:(ERs), the 691:size), and 675:changes in 665:muscle mass 631:and rarely 585:infertility 368:teratogenic 364:miscarriage 304:to achieve 155:progestogen 131:In Wikidata 6881:Categories 6769:Tectoridin 6749:Raloxifene 6724:Oleuropein 6571:Trilostane 6516:Prochloraz 6476:MDL-101906 6471:ICI-164384 6358:Trioxifene 6353:Toremifene 6323:Raloxifene 6308:Panomifene 6303:Ospemifene 6268:Nafoxidine 6158:Cyclofenil 6113:Arzoxifene 6093:Acolbifene 6025:phthalates 5993:bisphenols 5965:miroestrol 5869:methiocarb 5857:endosulfan 5845:Pesticides 5817:enterodiol 5798:tectoridin 5778:penduletin 5774:naringenin 5758:kaempferol 5674:Flavonoids 5668:psoralidin 5664:coumestrol 5660:Coumestans 5624:dianethole 5577:WAY-214156 5567:WAY-200070 5562:WAY-169916 5557:WAY-166818 5527:SKF-82,958 5492:Phenestrol 5472:Methestrol 5457:-Hexestrol 5449:-Butestrol 5330:Dienestrol 5310:Carbestrol 5295:Bifluranol 5290:Benzestrol 5235:Quinestrol 5185:Nilestriol 5027:Estrazinol 4960:Epimestrol 4950:-Estradiol 4932:Cyclotriol 4870:nandrolone 4845:Almestrone 4680:7-Oxo-DHEA 4592:Steroidal: 4564:modulators 4438:Gestrinone 4379:cetrorelix 4261:Exemestane 4246:Formestane 4205:Trilostane 4180:Toremifene 4170:Raloxifene 4165:Ospemifene 4135:Cyclofenil 4110:Acolbifene 3893:Dienestrol 3883:Bifluranol 3878:Benzestrol 3868:Quinestrol 3836:Nilestriol 3691:Epimestrol 3686:Epiestriol 3644:progestins 3604:Steroidal: 2876:2018-07-17 2339:2017-07-30 1623:(Review). 1079:References 977:but worse 960:osteopenia 944:progestins 873:endogenous 857:metabolism 779:endogenous 689:testicular 629:amenorrhea 625:gallstones 593:thrombosis 581:amenorrhea 521:See also: 509:and short 476:bifluranol 472:fosfestrol 453:, and its 404:(Premarin) 288:acromegaly 286:levels in 261:Osteopenia 243:progestins 219:-positive 199:parenteral 104:, others)) 31:Drug class 6892:Estrogens 6764:Tamoxifen 6744:Quercetin 6684:Genistein 6664:Estradiol 6648:o',p'-DDE 6551:ZK-191703 6546:ZK-164015 6506:Phenytoin 6404:(R,R)-THC 6343:Tamoxifen 6318:Promensil 6243:LY-117018 6218:Idoxifene 6213:ICI-55548 6198:Femarelle 6183:Endoxifen 6143:Clomifene 5899:diosgenin 5895:digitalis 5891:digitoxin 5881:triclosan 5861:fenarimol 5794:quercetin 5770:myricetin 5766:mirificin 5754:glycitein 5746:genistein 5742:glabridin 5702:calycosin 5690:baicalein 5646:phloretin 5602:ZK-283197 5462:Mestilbol 5424:Hexestrol 5399:Fenestrel 5374:Efavirenz 5305:Butestrol 5260:2,8-DHHHC 5255:(S,S)-THC 5250:(R,R)-THC 5205:Pentolame 5200:Orestrate 5175:Moxestrol 5165:Mestranol 5130:Etynodiol 4990:Estradiol 4965:Equilenin 4927:Cyclodiol 4885:Bolandiol 4488:Phase III 4476:Withdrawn 4366:goserelin 4349:sulpiride 4325:prolactin 4284:Androgens 4266:Letrozole 4241:Fadrozole 4175:Tamoxifen 4130:Clomifene 3937:Hexestrol 3831:Moxestrol 3821:Mestranol 3706:Estradiol 3613:androgens 3581:Estrogens 3569:Estrogens 3194:Estradiol 2447:Maturitas 2094:cite book 2042:: 71–77. 1699:Endocrine 1553:cite book 1317:0015-0282 1276:0932-8610 1231:260169203 1127:: 11–23. 1121:Maturitas 1030:tamoxifen 975:mortality 931:pregnancy 877:estradiol 842:Synthetic 832:estradiol 811:from the 798:secretion 790:estrogens 786:estradiol 782:estrogens 763:Estrogens 743:talk page 708:cellulite 661:body hair 599:), other 451:mestranol 408:Estradiol 360:pregnancy 341:psychosis 310:androgens 292:gigantism 191:synthetic 167:pregnancy 151:estrogens 115:Steroidal 6842:See also 6644:p,p'-DDT 6635:Daidzein 6625:Atrazine 6598:Agonists 6526:RU-58668 6521:RU-39411 6368:U-11555A 6363:TZE-5323 6108:Anordrin 6103:Anordiol 6036:agnuside 6013:parabens 5853:dieldrin 5825:nyasol ( 5790:puerarin 5786:prunetin 5750:genistin 5738:glabrene 5710:daidzein 5706:catechin 5694:baicalin 5686:apigenin 5616:anethole 5404:FERb 033 5240:Tibolone 5225:RU-16117 5210:Prodiame 5145:Hippulin 5140:Hexolame 4985:Estetrol 4895:Butolame 4585:Agonists 4500:See also 4383:elagolix 4358:agonists 4318:receptor 4115:Anordrin 4017:agonists 3701:Estetrol 3660:tibolone 3642:Certain 3611:Certain 3597:agonists 3502:Estetrol 3153:27833901 3068:17019433 3026:14644018 2870:Archived 2623:Archived 2602:12750241 2564:Archived 2543:19690310 2467:15063479 2429:24616324 2421:16112947 2383:32650111 2333:Archived 2250:Archived 2056:28461243 2021:23193276 2013:14521476 1978:24450591 1970:16344831 1935:11856655 1900:13853204 1811:15994752 1770:26979177 1762:25220381 1727:10136018 1719:27704479 1684:28274950 1643:32532666 1602:12630813 1594:16096877 1514:34563641 1506:24256023 1471:21510744 1423:17239273 1385:15046698 1143:27889048 1057:See also 1041:Research 1035:toxicity 828:castrate 820:androgen 784:such as 767:agonists 677:fat mass 673:feminine 669:strength 589:thrombus 557:headache 553:vomiting 527:General 343:in women 333:in women 323:in women 267:in women 223:in women 163:hormones 69:ATC code 59:Synonyms 6814:Unknown 6790:Estriol 6694:GPER-L2 6689:GPER-L1 6373:U-11634 6248:Menerba 6238:LN-2299 6233:LN-1643 6208:GW-7604 6163:D-15413 5995:(e.g., 5987:(e.g., 5973:(e.g., 5957:Steroid 5929:(e.g., 5911:(e.g., 5889:(e.g., 5847:(e.g., 5839:cadmium 5837:(e.g., 5815:(e.g., 5813:Lignans 5714:daidzin 5678:7,8-DHF 5676:(incl. 5662:(e.g., 5640:(e.g., 5522:SERBA-2 5517:SC-4289 5512:SC-3296 5419:GTx-758 5315:D-15414 5265:β-LGND1 5215:Prolame 5064:Estrone 5032:Estriol 4970:Equilin 4852:(e.g., 4765:16α-LE2 4433:Danazol 4391:(e.g., 4377:(e.g., 4360:(e.g., 4290:(e.g., 4085:(incl. 4036:(e.g., 4019:(e.g., 4006:(e.g., 3986:Zeranol 3782:Estrone 3765:(e.g., 3758:Estriol 3713:(e.g., 3646:(e.g., 3619:(e.g., 3497:Estriol 3492:Estrone 3485:Related 3144:5080290 3127:: 228. 3099:7999471 3076:6847203 2534:3460383 2375:3242384 2256:14 June 1873:9610425 1463:2664738 1223:7835827 962:due to 948:potency 937:History 861:potency 854:hepatic 817:gonadal 800:of the 769:of the 603:(e.g., 595:(e.g., 569:melasma 414:(e.g., 183:natural 100:(e.g., 6709:Niacin 6704:Kepone 6561:ERX-11 6531:SS1020 6439:ERB-88 6434:ERA-90 6338:SS1010 6263:MRL-37 5628:dianol 5597:ERB-79 5592:ERA-45 5587:ERB-26 5320:DCW234 5275:AC-186 4942:DHEA-S 4874:esters 4858:esters 4710:8β-VE2 4471:WHO-EM 4423:Others 3273:Esters 3201:Topics 3151:  3141:  3097:  3074:  3066:  3024:  2984:  2957:  2930:  2903:  2862:  2835:  2808:  2776:  2743:  2713:  2686:  2659:  2632:5 July 2600:  2573:5 July 2541:  2531:  2490:  2465:  2427:  2419:  2381:  2373:  2325:  2295:  2283:–272. 2242:  2210:  2183:  2153:  2123:  2082:  2054:  2019:  2011:  1976:  1968:  1933:  1898:  1871:  1834:  1809:  1768:  1760:  1725:  1717:  1682:  1641:  1600:  1592:  1537:  1512:  1504:  1469:  1461:  1421:  1383:  1343:  1315:  1274:  1229:  1221:  1171:  1141:  1051:tumors 834:or an 697:libido 685:penile 623:, and 609:stroke 549:nausea 541:nipple 493:, and 446:, its 375:uterus 238:in men 202:routes 177:, and 6785:CCL18 6659:Equol 6541:ZB716 6511:PHTPP 6378:Y-134 6055:SERMs 6050:Mixed 5730:equol 5612:Anise 5441:M2613 4097:SERDs 4088:SERMs 3072:S2CID 2626:(PDF) 2619:(PDF) 2567:(PDF) 2560:(PDF) 2425:S2CID 2379:S2CID 2017:S2CID 1974:S2CID 1766:S2CID 1723:S2CID 1598:S2CID 1510:S2CID 1467:S2CID 1227:S2CID 565:edema 455:ester 448:ether 280:IGF-1 6805:MIBE 6800:G-36 6795:G-15 6729:PCBs 6586:GPER 6496:MIBE 6029:PCBs 6021:PHBA 6017:PBBs 5865:HPTE 5722:EGCG 5620:anol 5455:meso 5447:meso 4937:DHEA 4872:and 4856:and 4373:GnRH 4356:GnRH 4022:GnRH 4015:GnRH 3571:and 3149:PMID 3095:PMID 3064:PMID 3022:PMID 2982:ISBN 2955:ISBN 2928:ISBN 2901:ISBN 2860:ISBN 2833:ISBN 2806:ISBN 2774:ISBN 2741:ISBN 2711:ISBN 2684:ISBN 2657:ISBN 2634:2024 2598:PMID 2575:2024 2539:PMID 2513:JAMA 2488:ISBN 2463:PMID 2417:PMID 2371:PMID 2323:ISBN 2293:ISBN 2258:2019 2240:ISBN 2208:ISBN 2181:ISBN 2151:ISBN 2121:ISBN 2100:link 2080:ISBN 2052:PMID 2009:PMID 1966:PMID 1931:PMID 1896:PMID 1869:PMID 1832:ISBN 1807:PMID 1758:PMID 1715:PMID 1680:PMID 1639:PMID 1590:PMID 1559:link 1535:ISBN 1502:PMID 1459:PMID 1419:PMID 1381:PMID 1341:ISBN 1313:ISSN 1272:ISSN 1219:PMID 1169:ISBN 1139:PMID 950:and 922:and 888:oral 879:and 848:and 807:and 765:are 699:and 687:and 679:and 667:and 655:and 591:and 551:and 410:and 381:and 347:The 339:and 329:and 300:for 290:and 263:and 245:for 234:and 230:for 197:and 195:oral 102:GPER 98:mERs 74:G03C 6759:STX 6679:G-1 6640:DDT 6461:III 6009:DDT 6007:), 6005:BPS 6001:BPF 5997:BPA 5897:), 5827:cis 5718:ECG 4948:ent 4039:FSH 3139:PMC 3129:doi 3056:doi 3014:doi 2766:doi 2529:PMC 2521:doi 2517:302 2455:doi 2409:doi 2363:doi 2285:doi 2281:265 2044:doi 2001:doi 1958:doi 1923:doi 1861:doi 1797:doi 1793:153 1750:doi 1707:doi 1670:doi 1666:176 1629:doi 1582:doi 1494:doi 1451:doi 1411:doi 1373:doi 1303:doi 1264:doi 1211:doi 1129:doi 777:of 703:). 651:), 635:or 611:), 513:). 185:or 143:HDE 94:ERβ 90:ERα 6883:: 6646:, 6465:IV 6463:, 6459:, 6457:II 6455:, 6038:, 6027:, 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Index

Drug class

Estradiol valerate
Synonyms
ATC code
G03C
Biological target
Estrogen receptors
ERα
ERβ
mERs
GPER
Chemical class
Steroidal
Nonsteroidal
In Wikidata
hormone therapy
estrogens
progestogen
hormones
pregnancy
breast cancer
prostate cancer
endometriosis
natural
bioidentical
synthetic
oral
parenteral
routes

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