Ethinyl Estradiol


CAS No. : 57-63-6

Ethinyl Estradiol,57-63-6
Product Details
Cat No:A000604
Synonyms:Ethynylestradiol; Ethynyl estradiol; ETHINYLESTRADIOL; Ethinyloestradiol; 57-63-6
Molecular Formula:C20H24O2
Molecular Weight:296.4
Target:Estrogen/progestogen Receptor
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Appearance:Solid powder
Purity: > 98%
Cat No:A000604
Cas No:57-63-6
Product-Name:Ethinyl Estradiol
InChI:1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
InChIKey:BFPYWIDHMRZLRN-SLHNCBLASA-N
SMILES:CC12CCC3C(C1CCC2(C#C)O)CCC4=C3C=CC(=C4)O
Ethinyl Estradiol is a semisynthetic estrogen. The mechanism of action of ethinyl estradiol is as an Estrogen Receptor Agonist. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in oral contraceptives. Ethinyl estradiol binds to the estrogen receptor complex and enters the nucleus, activating DNA transcription of genes involved in estrogenic cellular responses. This agent also inhibits 5-alpha reductase in epididymal tissue, which lowers testosterone levels and may delay progression of prostatic cancer. In addition to its antineoplastic effects, ethinyl estradiol protects against osteoporosis. In animal models, short-term therapy with this agent has been shown to provide long-term protection against breast cancer, mimicking the antitumor effects of pregnancy.
1: Catanese MC, Vandenberg LN. Developmental estrogen exposures and disruptions to maternal behavior and brain: Effects of ethinyl estradiol, a common positive control. Horm Behav. 2017 Nov 7. pii: S0018-506X(17)30330-6. doi: 10.1016/j.yhbeh.2017.10.013. [Epub ahead of print] PubMed PMID: 29107581.
2: Simmons KB, Kumar N, Plagianos M, Roberts K, Hoskin E, Han L, Alami M, Creasy G, Variano B, Merkatz R. Effects of concurrent vaginal miconazole treatment on the absorption and exposure of Nestorone® (segesterone acetate) and ethinyl estradiol delivered from a contraceptive vaginal ring: A randomized, crossover drug-drug interaction study. Contraception. 2017 Oct 30. pii: S0010-7824(17)30498-5. doi: 10.1016/j.contraception.2017.10.010. [Epub ahead of print] PubMed PMID: 29097225.
3: Nappi RE, Lobo Abascal P, Hsieh J, Micheletti MC. Cycle control with an extended-regimen oral contraceptive combining levonorgestrel and ethinyl estradiol that includes continuous low-dose ethinyl estradiol instead of the traditional hormone-free interval. Int J Womens Health. 2017 Oct 5;9:739-747. doi: 10.2147/IJWH.S142078. eCollection 2017. PubMed PMID: 29042818; PubMed Central PMCID: PMC5633331.
4: LaPlante CD, Vandenberg LN. Data describing lack of effects of 17α-ethinyl estradiol on mammary gland morphology in female mice exposed during pregnancy and lactation. Data Brief. 2017 Jul 27;14:337-343. doi: 10.1016/j.dib.2017.07.062. eCollection 2017 Oct. PubMed PMID: 28795111; PubMed Central PMCID: PMC5547231.
5: Zhu B, Nestorov I, Zhao G, Meka V, Leahy M, Kam J, Sheikh SI. Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women. Clin Pharmacol Drug Dev. 2017 Nov;6(6):604-613. doi: 10.1002/cpdd.377. Epub 2017 Aug 7. PubMed PMID: 28783872.
6: Catanese MC, Vandenberg LN. Low doses of 17α-ethinyl estradiol alter the maternal brain and induce stereotypies in CD-1 mice exposed during pregnancy and lactation. Reprod Toxicol. 2017 Oct;73:20-29. doi: 10.1016/j.reprotox.2017.07.007. Epub 2017 Jul 21. PubMed PMID: 28736173.
7: Manshack LK, Conard CM, Johnson SA, Alex JM, Bryan SJ, Deem SL, Holliday DK, Ellersieck MR, Rosenfeld CS. Corrigendum to /Effects of developmental exposure to bisphenol A and ethinyl estradiol on spatial navigational learning and memory in painted turtles (Chrysemys picta)/ [Horm. Behav. 85 (2016) 48-55]. Horm Behav. 2017 Jul;93:203. doi: 10.1016/j.yhbeh.2017.05.010. Epub 2017 May 25. PubMed PMID: 28551168.
8: Bitzer J, Römer T, Lopes da Silva Filho A. The use of cyproterone acetate/ethinyl estradiol in hyperandrogenic skin symptoms - a review. Eur J Contracept Reprod Health Care. 2017 Jun;22(3):172-182. doi: 10.1080/13625187.2017.1317339. Epub 2017 Apr 27. PubMed PMID: 28447864.
9: Gear RB, Belcher SM. Impacts of Bisphenol A and Ethinyl Estradiol on Male and Female CD-1 Mouse Spleen. Sci Rep. 2017 Apr 12;7(1):856. doi: 10.1038/s41598-017-00961-8. PubMed PMID: 28404993; PubMed Central PMCID: PMC5429804.
10: Saeedi Saravi SS, Arefidoust A, Saeedi Saravi SS, Yaftian R, Bayati M, Salehi M, Dehpour AR. Mammalian target of rapamycin (mTOR)/nitric oxide system possibly modulate antidepressant-like effect of 17α-ethinyl estradiol in ovariectomized mice. Biomed Pharmacother. 2017 May;89:591-604. doi: 10.1016/j.biopha.2017.02.078. Epub 2017 Mar 1. PubMed PMID: 28259097.
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