Compound: estradiol benzoate
SMILES: O=C(Oc1cc2c([C@@H]3[C@H]([C@H]4[C@]([C@@H](O)CC4)(C)CC3)CC2)cc1)c5ccccc5
InChIKey: UYIFTLBWAOGQBI-BZDYCCQFSA-N
Synonyms: estradiol benzoate, 50-50-0, Estradiol 3-benzoate, Oestradiol benzoate, Oestradiol 3-benzoate, NSC-9566, DTXSID9022998, 1S4CJB5ZGN, [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate, DTXCID902998, NSC9566, (17beta)-Estra-1,3,5(10)-triene-3,17-diol 3-benzoate, estra-1,3,5(10)-triene-3,17beta-diol 3-benzoate, Progynon b oleoso, ((8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta(a)phenanthren-3-yl) benzoate, RefChem:55134, Estradiol Benzoate Coarse Grade, 200-043-7, Benzoestrofol, Benovocylin, Benzofoline, Benzo-Gynoestryl, Ovasterol-B, Primogyn B, Progynon benzoate, Difolliculine, Eston-B, Femestrone, Gynecormone, Hidroestron, Hormogynon, Solestro, Unistradiol, De graafina, Dimenformon benzoate, Ovocyclin M, Ovocyclin-MB, Primogyn I, Progynon B, Diogyn B, Estradiol monobenzoate, Ovocyclin Benzoate, Diffollisterol, Follicormon, Gynformone, Benztrone, Follidrin, Graafina, Oestradiol monobenzoate, Ovahormon benzoate, Agofollin Depot, 17-beta-Estradiol 3-benzoate, Benzoate d'estradiol, Benzoato de estradiol, Benzoic acid estradiol, Estradioli benzoas, beta-Estradiol 3-benzoate, Estradiol (benzoate), Benzoate d'oestradiol, 17beta-Estradiol 3-benzoate, 17beta-Estradiol monobenzoate, ESTRADIOL, 3-BENZOATE, Dimenformone, Estrogin, Mesalin, Folone, estradiolbenzoate, Oestroform [BDH], Dihydroestrin benzoate, Hydroxyestrin benzoate, Benzoestrofol difolliculin, Dihydrofolliculin benzoate, MFCD00003692, .beta.-Estradiol benzoate, .beta.-Estradiol 3-benzoate, 17.beta.-Estradiol benzoate, Estradiol-17.beta. benzoate, MLS000028477, EBZ, Estra-1,3,5(10)-triene-3,17-diol (17b)-, 3-benzoate, 17.beta.-Estradiol 3-benzoate, Estradiol-17.beta. 3-benzoate, 17.beta.-Estradiol monobenzoate, Ostrin, NCGC00021274-03, Metroval, Reglovar, SMR000058343, ST075190, Benzo-Ginestryl, Estradiolo Amsa, Benzo-Gineostril, Oestradioli benzoas, Gynecormone Gouttes, Primogyn B oleosum, (8R,9S,13S,14S,17S)-17-Hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl benzoate, Oestraform (BDH), 3-Benzoyloxy-17beta-hydroxyestra-1,3,5(10)-triene, Oestradiolum benzoicum, Oestradiolum benzoylatum, (17beta)-17-hydroxyestra-1(10),2,4-trien-3-yl benzoate, Dihydrofolliculine benzoate, Estradiol benzoate (VAN), Estradiol benzoate [INN], Progynon-B, 17-beta-Estradiol benzoate, Estradiolo benzoato, Estradiolo benzoato [DCIT], Estradiol-17beta 3-benzoate, CCRIS 281, Estra-1,3,5(10)-triene-3,17-diol (17beta)-, 3-benzoate, Estradiol-17-beta-3-benzoate, Benzoate d'oestradiol [French], 17-beta-Oestradiol 3-benzoate, Estradioli benzoas [INN-Latin], Benzoate d'estradiol [INN-French], NSC 9566, |A-Estradiol 3-benzoate, EINECS 200-043-7, UNII-1S4CJB5ZGN, Benzoato de estradiol [INN-Spanish], BRN 3107526, Benzestrofol, Benzogynoestryl, Oestraform, AI3-52465, Pelanin benzoate, Primogyn boleosum, estradiol-benzoate, Estra-1,3,5(10)-triene-3,17beta-diol, 3-benzoate, Estra-1,3,5(10)-triene-3,17-beta-diol, 3-benzoate, Estradiol benzoate [USP:INN:BAN:JAN], Estradiol benzoate CRS, Estra-1,3,5(10)-triene-3,17-diol (17-beta)-3-benzoate, ss-Estradiol 3-benzoate, .beta.-Oestradiol benzoate, 3-Benzoyloxy-17ss-estrol, I(2)-Estradiol 3-benzoate, 4-09-00-00406 (Beilstein Handbook Reference), MLS002207215, .beta.-Oestradiol 3-benzoate, BIDD:ER0126, Estradiol benzoate (Standard), SCHEMBL174896, CHEMBL282575, cid_222757, orb1310664, ESTRADIOL BENZOATE [JAN], SCHEMBL29486378, BDBM56905, CHEBI:77006, Estradiol benzoate (JP17/USP), HY-B1192R, MSK2294, 17-.beta.-Oestradiol 3-benzoate, HMS2232P14, ESTRADIOL 3-BENZOATE [MI], ESTRADIOL BENZOATE [MART.], Estra-1,3,5(10)-triene-3,17-diol, (17beta)-, 3-benzoate, ESTRADIOL BENZOATE [USP-RS], ESTRADIOL BENZOATE [WHO-DD], HY-B1192, Tox21_110868, beta-Estradiol 3-benzoate, >=97%, EBC-26853, MSK2294-100A, s4110, AKOS015955542, MSK2294-1000A, CCG-268370, CS-4780, DB13953, ESTRADIOL BENZOATE [GREEN BOOK], CAS-50-50-0, ESTRADIOL BENZOATE [EP MONOGRAPH], ESTRADIOL BENZOATE [USP IMPURITY], Estradiol benzoate for system suitability, NCGC00021274-04, NCGC00021274-05, (1S,3aS,3bR,9bS,11aS)-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl benzoate, AS-13030, ESTRADIOL BENZOATE [USP MONOGRAPH], FE147394, SY038941, WLN: L E5 B666TTT&J E1 FQ OOVR, E0329, NS00001115, Estradiol benzoate for system suitability CRS, D01953, D97619, EN300-19631609, SR-01000003080, 1,5(10)-Estratriene-3,17.beta.-diol 3-benzoate, SR-01000003080-3, 1,3,5(10)-Estratriene-3,17.beta.-diol 3-benzoate, 17beta-Hydroxyestra-1,3,5(10)-trien-3-yl benzoate, 3,17ss-Dihydroxy-1,3,5(10)-estratriene 3-benzoate, Estra-1,5(10)-triene-3,17.beta.-diol, 3-benzoate, Estradiol benzoate Solution in Acetonitrile, 100ug/mL, Q11450699, (17beta)Estra-1,3,5(10)triene-3,17-diol-3-benzoate, 1,3,5(10)-Oestratriene-3,17-.beta.-diol 3-benzoate, 3-Benzoyloxy-17.beta.-hydroxyestra-1,3,5(10)-triene, Estra-1,3,5(10)-triene-3,17.beta.-diol, 3-benzoate, Estradiol benzoate Solution in Acetonitrile, 1000ug/mL, (17.beta.)-Estra-1,3,5(10)-triene-3,17-diol 3-benzoate, beta-Estradiol 3-benzoate, VETRANAL(TM), analytical standard, Estra-1,3,5(10)-triene-3,17-diol (17|A)-, 3-benzoate, Estra-1,5(10)-triene-3,17-diol (17.beta.)-, 3-benzoate, 17-Hydroxyestra-1(10),2,4-trien-3-yl benzoate, (17.beta.)-, Estradiol benzoate, European Pharmacopoeia (EP) Reference Standard, Estradiol benzoate, United States Pharmacopeia (USP) Reference Standard, Estradiol benzoate for system suitability, European Pharmacopoeia (EP) Reference Standard, (1S,11S,14S,15S,10R)-14-hydroxy-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]hept adeca-2,4,6-trien-5-yl benzoate, [(13S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate, [(8R,9S,13S,14S,17S)-13-methyl-17-oxidanyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate, benzoic acid [(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] ester
Theoretical properties:
Physical properties:
Descriptions:
chebi: A benzoate ester resulting from the formal condensation of benzoic acid with the phenolic hydroxy group of 17β-estradiol.
chembl: ESTRADIOL BENZOATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in the treatment of gynecological disorders. It is also used in the treatment of prostate cancer in men. Estradiol benzoate is used in veterinary medicine as well. When used clinically, the medication is given by injection into muscle usually two to three times per week.
Side effects of estradiol benzoate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. Estradiol benzoate is an estrogen and hence is an agonist of the estrogen receptor, the biological target of estrogens like estradiol. It is an estrogen ester and a prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen.
Estradiol benzoate was discovered in 1933 and was introduced for medical use that same year. It was the first estradiol ester to be discovered or marketed, and was one of the first estrogens to be used in medicine. Along with estradiol dipropionate, estradiol benzoate was among the most widely used esters of estradiol for many years following its introduction. However, in the 1950s, longer-acting estradiol esters that necessitated less frequent injections, such as estradiol valerate and estradiol cypionate, were developed, and have since largely superseded estradiol benzoate. Nonetheless, estradiol benzoate remains widely available throughout the world. It is not available for medical use in the United States, but is available there for use in veterinary medicine.