Esterified estrogen
Esterified estrogens (EEs) (brand names Amnestrogen, Estratab, Evex, Femogen, Menest) are synthetic, plant-based estrogens that are manufactured from soybeans and yams.[1][2] They are used in hormone replacement therapy for menopausal symptoms, female hypogonadism, ovariectomy, and primary ovarian failure and in the treatment of prostate cancer.[3]
EEs consist primarily of sodium estrone sulfate and sodium equilin sulfate, and are very similar to conjugated equine estrogen (CEE) preparations such as Premarin.[2][4][5] However, EEs and CEEs differ in the sources of their contents and in the percentages of their constituents; CEEs consist of approximately 53% sodium estrone sulfate and 25% sodium equilin sulfate, while EEs contain approximately 80% sodium estrone sulfate and 11% sodium equilin sulfate.[4][6][3] EEs and CEEs have been found to produce similar serum levels of estrone and estradiol.[7] One study found that the risk of venous thrombosis may be less with EEs relative to CEEs.[6][2]
Estratest is a combination formulation of 1.25 mg EEs with 2.5 mg methyltestosterone.[8]
See also
References
- ↑ Carl P. Weiner, MD; Kate Rope (2 April 2013). The Complete Guide to Medications During Pregnancy and Breastfeeding: Everything You Need to Know to Make the Best Choices for You and Your Baby. St. Martin's Press. pp. 179–. ISBN 978-0-312-67646-9.
- 1 2 3 Smith, N. L.; Heckbert, S. R.; Lemaitre, R. N.; Reiner, A. P.; Lumley, T.; Rosendaal, F. R.; Psaty, B. M. (2006). "Conjugated Equine Estrogen, Esterified Estrogen, Prothrombotic Variants, and the Risk of Venous Thrombosis in Postmenopausal Women". Arteriosclerosis, Thrombosis, and Vascular Biology. 26 (12): 2807–2812. ISSN 1079-5642. doi:10.1161/01.ATV.0000245792.62517.3b.
- 1 2 Manuchair Ebadi (31 October 2007). Desk Reference of Clinical Pharmacology, Second Edition. CRC Press. pp. 249–. ISBN 978-1-4200-4744-8.
- 1 2 Marc A. Fritz; Leon Speroff (28 March 2012). Clinical Gynecologic Endocrinology and Infertility. Lippincott Williams & Wilkins. pp. 752–. ISBN 978-1-4511-4847-3.
- ↑ Tara Parker-Pope (9 January 2007). The Hormone Decision: Untangle the Controversy, Understand Your Options, Make Your Own Choices. Rodale. pp. 157–. ISBN 978-1-59486-927-3.
- 1 2 Smith, Nicholas L. (2004). "Esterified Estrogens and Conjugated Equine Estrogens and the Risk of Venous Thrombosis". JAMA. 292 (13): 1581. ISSN 0098-7484. doi:10.1001/jama.292.13.1581.
- ↑ Lemaitre, Rozenn N.; Weiss, Noel S.; Smith, Nicholas L.; Psaty, Bruce M.; Lumley, Thomas; Larson, Eric B.; Heckbert, Susan R. (2006). "Esterified Estrogen and Conjugated Equine Estrogen and the Risk of Incident Myocardial Infarction and Stroke". Archives of Internal Medicine. 166 (4): 399. ISSN 0003-9926. PMID 16505258. doi:10.1001/archinte.166.4.399.
- ↑ John E. Morley; Lucretia van den Berg (5 November 1999). Endocrinology of Aging. Springer Science & Business Media. pp. 172–. ISBN 978-1-59259-715-4.
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Estrogens
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Antiestrogens | ER antagonists (incl. SERMs/SERDs) | |
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Aromatase inhibitors | |
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Antigonadotropins |
- Androgens/anabolic steroids (e.g., testosterone, testosterone esters, nandrolone esters, oxandrolone, fluoxymesterone)
- D2 receptor antagonists (prolactin releasers) (e.g., domperidone, metoclopramide, risperidone, haloperidol, chlorpromazine, sulpiride)
- GnRH agonists (e.g., leuprorelin, goserelin)
- GnRH antagonists (e.g., cetrorelix)
- Progestogens (e.g., chlormadinone acetate, cyproterone acetate, gestonorone caproate, hydroxyprogesterone caproate, medroxyprogesterone acetate, megestrol acetate)
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Others | |
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See also: Androgens and antiandrogens • Progestogens and antiprogestogens • Glucocorticoids and antiglucocorticoids • Mineralocorticoids and antimineralocorticoids • Gonadotropins and GnRH |
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ER | Agonists |
- Steroidal: 2-Hydroxyestradiol
- 2-Hydroxyestrone
- 3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol
- 3α-Androstanediol
- 3β-Androstanediol
- 4-Androstenediol
- 4-Androstenedione
- 4-Hydroxyestradiol
- 4-Hydroxyestrone
- 4-Methoxyestradiol
- 4-Methoxyestrone
- 5-Androstenediol
- 7-Oxo-DHEA
- 7α-Hydroxy-DHEA
- 7β-Hydroxyepiandrosterone
- 8,9-Dehydroestradiol
- 8,9-Dehydroestrone
- 8β-VE2
- 10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)
- 16α-Hydroxy-DHEA
- 16α-Hydroxyestrone
- 16α-Iodo-E2
- 16α-LE2
- 16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
- 17α-Dihydroequilenin
- 17α-Dihydroequilin
- 17α-Epiestriol (16α-hydroxy-17α-estradiol)
- 17β-Dihydroequilenin
- 17β-Dihydroequilin
- Abiraterone
- Abiraterone acetate
- 17α-Estradiol (alfatradiol)
- Alestramustine
- Almestrone
- Anabolic steroids (e.g., testosterone and esters, methyltestosterone, metandienone (methandrostenolone), nandrolone and esters, many others; via estrogenic metabolites)
- Atrimustine
- Bolandiol
- Bolandiol dipropionate
- Butolame
- Clomestrone
- Cloxestradiol
- DHEA
- DHEA-S
- Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
- Epimestrol
- Equilenin
- Equilin
- ERA-63 (ORG-37663)
- Estetrol
- Estradiol
- Estramustine
- Estramustine phosphate
- Estrapronicate
- Estrazinol
- Estriol
- Estrofurate
- Estromustine
- Estrone
- Etamestrol (eptamestrol)
- Ethinylestradiol
- Ethinylestriol
- Etynodiol diacetate
- Hexolame
- Hippulin
- Hydroxyestrone diacetate
- Mestranol
- Methylestradiol
- Moxestrol
- Mytatrienediol
- Nilestriol
- Noretynodrel
- Orestrate
- Pentolame
- Prodiame
- Prolame
- Promestriene
- Quinestradol
- Quinestrol
- Xenoestrogens: Anise-related (e.g., anethole, anol, dianethole, dianol, photoanethole)
- Chalconoids (e.g., isoliquiritigenin, phloretin, phlorizin (phloridzin), wedelolactone)
- Coumestans (e.g., coumestrol, psoralidin)
- Flavonoids (incl. 7,8-DHF, 8-prenylnaringenin, apigenin, baicalein, baicalin, biochanin A, calycosin, catechin, daidzein, daidzin, ECG, EGCG, epicatechin, equol, formononetin, glabrene, glabridin, genistein, genistin, glycitein, kaempferol, liquiritigenin, mirificin, myricetin, naringenin, penduletin, pinocembrin, prunetin, puerarin, quercetin, tectoridin, tectorigenin)
- Lavender oil
- Lignans (e.g., enterodiol, enterolactone, nyasol (cis-hinokiresinol))
- Metalloestrogens (e.g., cadmium)
- Pesticides (e.g., alternariol, dieldrin, endosulfan, fenarimol, methiocarb, methoxychlor, triclocarban, triclosan)
- Phytosteroids (e.g., digitoxin (digitalis), diosgenin, guggulsterone)
- Phytosterols (e.g., β-sitosterol, campesterol, stigmasterol)
- Resorcylic acid lactones (e.g., zearalanone, α-zearalenol, β-zearalenol, zearalenone, zeranol (α-zearalanol), taleranol (teranol, β-zearalanol))
- Steroid-like (e.g., deoxymiroestrol, miroestrol)
- Stilbenoids (e.g., resveratrol)
- Synthetic xenoestrogens (e.g., alkylphenols, bisphenols (e.g., BPA, BPF, BPS), DDT, parabens, PBBs, PHBA, phthalates, PCBs)
- Others (e.g., agnuside, rotundifuran)
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Antagonists | |
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GPER | |
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