Methylestradiol

Methylestradiol
Clinical data
Trade names	Ginecosid, Ginecoside, Mediol, Renodiol
Other names	NSC-52245; 17α-Methylestradiol; 17α-ME; 17α-Methylestra-1,3,5(10)-triene-3,17β-diol
Routes of; administration	By mouth
Drug class	Estrogen
Identifiers
	IUPAC name (8R,9S,13S,14S,17S)-13,17-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol;
CAS Number	302-76-1;
PubChem CID	66413;
ChemSpider	59787;
UNII	08IS5358PS;
KEGG	C14483;
ChEBI	CHEBI:34179;
ChEMBL	ChEMBL1627631;
CompTox Dashboard (EPA)	DTXSID401016541 ;
ECHA InfoCard	100.005.572
Chemical and physical data
Formula	C19H26O2
Molar mass	286.415 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC12CCC3C(C1CCC2(C)O)CCC4=C3C=CC(=C4)O;
	InChI InChI=1S/C19H26O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h4,6,11,15-17,20-21H,3,5,7-10H2,1-2H3/t15-,16-,17+,18+,19+/m1/s1; Key:JXQJDYXWHSVOEF-GFEQUFNTSA-N;

Methylestradiol, sold under the brand names Ginecosid, Ginecoside, Mediol, and Renodiol, is an estrogen medication which is used in the treatment of menopausal symptoms.^[2]^[3]^[4] It is formulated in combination with normethandrone, a progestin and androgen/anabolic steroid medication.^[3]^[4] Methylestradiol is taken by mouth.^[1]

Side effects of methylestradiol include nausea, breast tension, edema, and breakthrough bleeding among others.^[5] It is an estrogen, or an agonist of the estrogen receptors, the biological target of estrogens like estradiol.^[6]

Methylestradiol is or has been marketed in Brazil, Venezuela, and Indonesia.^[3] In addition to its use as a medication, methylestradiol has been studied for use as a radiopharmaceutical for the estrogen receptor.^[7]

^ ^a ^b Hegemann O (May 1959). "[Oral hormonal treatment with methylestrene-olone & methylestradiol as early pregnancy tests]". Die Medizinische (in German). 4 (21): 1032–1033. PMID 13673847.
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 898–. ISBN 978-1-4757-2085-3.
^ ^a ^b ^c "Methylestradiol". Drugs.com. Retrieved 2 January 2016.
^ ^a ^b IARC Working Group on the Evaluation of Carcinogenic Risks to Humans; World Health Organization; International Agency for Research on Cancer (2007). Combined Estrogen-progestogen Contraceptives and Combined Estrogen-progestogen Menopausal Therapy. World Health Organization. pp. 389–. ISBN 978-92-832-1291-1.
^ Wittlinger H (1980). "Clinical Effects of Estrogens". Functional Morphologic Changes in Female Sex Organs Induced by Exogenous Hormones. pp. 67–71. doi:10.1007/978-3-642-67568-3_10. ISBN 978-3-642-67570-6.
^ Cite error: The named reference pmid359134 was invoked but never defined (see the help page).
^ Feenstra A, Vaalburg W, Nolten GM, Reiffers S, Talma AG, Wiegman T, et al. (June 1983). "Estrogen receptor binding radiopharmaceuticals: II. Tissue distribution of 17 alpha-methylestradiol in normal and tumor-bearing rats". Journal of Nuclear Medicine. 24 (6): 522–528. PMID 6406650.

[pmid13673847-1] Hegemann O (May 1959). "[Oral hormonal treatment with methylestrene-olone & methylestradiol as early pregnancy tests]". Die Medizinische (in German). 4 (21): 1032–1033. PMID 13673847.

[Elks2014-2] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 898–. ISBN 978-1-4757-2085-3.

[Drugs.com-3] "Methylestradiol". Drugs.com. Retrieved 2 January 2016.

[HumansOrganization2007-4] IARC Working Group on the Evaluation of Carcinogenic Risks to Humans; World Health Organization; International Agency for Research on Cancer (2007). Combined Estrogen-progestogen Contraceptives and Combined Estrogen-progestogen Menopausal Therapy. World Health Organization. pp. 389–. ISBN 978-92-832-1291-1.

[Wittlinger1980-5] Wittlinger H (1980). "Clinical Effects of Estrogens". Functional Morphologic Changes in Female Sex Organs Induced by Exogenous Hormones. pp. 67–71. doi:10.1007/978-3-642-67568-3_10. ISBN 978-3-642-67570-6.

[pmid359134-6] Cite error: The named reference pmid359134 was invoked but never defined (see the help page).

[pmid6406650-7] Feenstra A, Vaalburg W, Nolten GM, Reiffers S, Talma AG, Wiegman T, et al. (June 1983). "Estrogen receptor binding radiopharmaceuticals: II. Tissue distribution of 17 alpha-methylestradiol in normal and tumor-bearing rats". Journal of Nuclear Medicine. 24 (6): 522–528. PMID 6406650.

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