methylestradiol methylestradiol methylestradiol, sold under the brand names ginecosid, ginecoside, mediol, and renodiol, is an estrogen medication which is used in the treatment of menopausal symptoms. it is formulated in combination with normethandrone, a progestin and androgen/anabolic steroid medication. methylestradiol is taken by mouth. not to be confused with 7α-methylestradiol. methylestradiolclinical datatrade namesginecosid, ginecoside, mediol, renodiolother namesnsc-52245; 17α-methylestradiol; 17α-me; 17α-methylestra-1,3,5(10)-triene-3,17β-diolroutes ofadministrationby mouthdrug classestrogenidentifiers iupac name (8r,9s,13s,14s,17s)-13,17-dimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopentaphenanthrene-3,17-diol cas number302-76-1pubchem cid66413chemspider59787unii08is5358pskeggc14483chebichebi:34179chemblchembl1627631echa infocard100.005.572 chemical and physical dataformulac19h26o2molar mass286.415 g·mol−13d 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/s1key:jxqjdyxwhsvoef-gfequfntsa-n side effects of methylestradiol include nausea, breast tension, edema, and breakthrough bleeding among others. it is an estrogen, or an agonist of the estrogen receptors, the biological target of estrogens like estradiol. methylestradiol is or has been marketed in brazil, venezuela, and indonesia. in addition to its use as a medication, methylestradiol has been studied for use as a radiopharmaceutical for the estrogen receptor. medical uses methylestradiol is used in combination with the progestin and androgen/anabolic steroid normethandrone (methylestrenolone) in the treatment of menopausal symptoms. available forms methylestradiol is marketed in combination with normethandrone in the form of oral tablets containing 0.3 mg methylestradiol and 5 mg normethandrone. side effects side effects of methylestradiol include nausea, breast tension, edema, and breakthrough bleeding. pharmacology pharmacodynamics methylestradiol is an estrogen, or an agonist of the estrogen receptor. it shows somewhat lower affinity for the estrogen receptor than estradiol or ethinylestradiol. methylestradiol is an active metabolite of the androgens/anabolic steroids methyltestosterone (17α-methyltestosterone), metandienone (17α-methyl-δ1-testosterone), and normethandrone (17α-methyl-19-nortestosterone), and is responsible for their estrogenic side effects, such as gynecomastia and fluid retention. relative affinities (%) of methylestradiol and related steroids compoundprarergrmrshbgcbg estradiol2.67.91000.60.138.7<0.1 ethinylestradiol15–251–31121–3<1 ? ? methylestradiol3–10, 15–251–3671–3<1 ? ? methyltestosterone345, 100–125 ?1–5 ?5 ? normethandrone100146<0.11.50.6 ? ? sources: values are percentages (%). reference ligands (100%) were progesterone for the pr, testosterone for the ar, e2 for the er, dexa for the gr, aldosterone for the mr, dht for shbg, and cortisol for cbg. sources: pharmacokinetics due to the presence of its c17α methyl group, methylestradiol cannot be deactivated by oxidation of the c17β hydroxyl group, resulting in improved metabolic stability and potency relative to estradiol. this is analogous to the case of ethinylestradiol and its c17α ethynyl group. chemistry