Compound: ethinyl estradiol
SMILES: Oc1cc2c([C@@H]3[C@H]([C@H]4[C@]([C@](O)(C#C)CC4)(C)CC3)CC2)cc1
InChIKey: BFPYWIDHMRZLRN-SLHNCBLASA-N
Synonyms: ethinyl estradiol, ETHINYLESTRADIOL, 57-63-6, Ethynylestradiol, Ethynyl estradiol, Ethinyloestradiol, Estinyl, 17-Ethinylestradiol, Ginestrene, Lynoral, 17alpha-Ethynylestradiol, Progynon C, Etinoestryl, Amenoron, Dyloform, Estigyn, Ethidol, Eticyclin, Eticyclol, Etinestrol, Feminone, Inestra, Linoral, Menolyn, Novestrol, Oradiol, Orestralyn, Primogyn, Spanestrin, Esteed, Neo-Estrone, Primogyn C, Primogyn M, Estorals, Ethinoral, Etinestryl, Etistradiol, Follicoral, Ertonyl, Estoral, Palonyl, Perovex, Eston-E, 17alpha-Ethinylestradiol, Diogyn E, Nogest-S, 17-Ethynylestradiol, Chee-O-Genf, Chee-O-Gen, Ethynyloestradiol, 17-Ethinyl-3,17-estradiol, 17-Ethinyl-3,17-oestradiol, 17-Ethynyloestradiol, Estoral (Orion), Ylestrol, Ethinyl-oestranol, Diognat-E, Diogyn-E, Etinilestradiol, Orestrayln, Eticylol, Ethinylestradiolum, Estradiol, 17-ethynyl-, NSC-10973, DTXSID5020576, Estoral [Orion], 17alpha-Ethinyl-17beta-estradiol, (17alpha)-19-norpregna-1,3,5(10)-trien-20-yne-3,17-diol, 19-Nor-17alpha-pregna-1,3,5(10)-trien-20-yne-3,17-diol, 423D2T571U, 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17alpha)-, DTXCID70576, 17alpha-ethinylestra-1,3,5(10)-triene-3,17beta-diol, CHEBI:4903, (8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol, 3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene, Estra-1,3,5(10)-triene-3,17-beta-diol, 17-alpha-ethynyl-, 3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-oestratriene, NSC10973, 17-Ethynylestra-1,3,5(10)-triene-3,17beta-diol, ZOVIA COMPONENT ETHINYL ESTRADIOL, AVIANE COMPONENT ETHINYL ESTRADIOL, FEMLYV COMPONENT ETHINYL ESTRADIOL, LEVORA COMPONENT ETHINYL ESTRADIOL, PORTIA COMPONENT ETHINYL ESTRADIOL, TWIRLA COMPONENT ETHINYL ESTRADIOL, VIENVA COMPONENT ETHINYL ESTRADIOL, VOLNEA COMPONENT ETHINYL ESTRADIOL, XULANE COMPONENT ETHINYL ESTRADIOL, BEKYREE COMPONENT ETHINYL ESTRADIOL, ENSKYCE COMPONENT ETHINYL ESTRADIOL, LESSINA COMPONENT ETHINYL ESTRADIOL, NORINYL COMPONENT ETHINYL ESTRADIOL, PIMTREA COMPONENT ETHINYL ESTRADIOL, TRIVORA COMPONENT ETHINYL ESTRADIOL, VIORELE COMPONENT ETHINYL ESTRADIOL, VYFEMLA COMPONENT ETHINYL ESTRADIOL, ANNOVERA COMPONENT ETHINYL ESTRADIOL, BREVICON COMPONENT ETHINYL ESTRADIOL, ELIFEMME COMPONENT ETHINYL ESTRADIOL, ENPRESSE COMPONENT ETHINYL ESTRADIOL, ISIBLOOM COMPONENT ETHINYL ESTRADIOL, MARLISSA COMPONENT ETHINYL ESTRADIOL, NORDETTE COMPONENT ETHINYL ESTRADIOL, SETLAKIN COMPONENT ETHINYL ESTRADIOL, TAYTULLA COMPONENT ETHINYL ESTRADIOL, QUARTETTE COMPONENT ETHINYL ESTRADIOL, TRIPHASIL COMPONENT ETHINYL ESTRADIOL, Estradiol, Ethinyl, Estradiol, Ethynyl, LO MINASTRIN FE COMPONENT ETHINYL ESTRADIOL, MINASTRIN 24 FE COMPONENT ETHINYL ESTRADIOL, 17alpha-Ethinyl-1,3,5(10)-estratriene-3,17-diol, Ethinyl Oestradiol Effik, Jenapharm, Ethinylestradiol, Hemihydrate, Ethinyl Estradiol, Amethia, Azurette, Camrese, Rivelsa, Rosyrah, LoJaimiess, camrese Lo, (8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthrene-3,17-diol, RefChem:55157, Desogestrel/Ethinyl Estradiol and Ethinyl Estradiol, Levonorgestrel/Ethinyl Estradiol and Ethinyl Estradiol, Desogestrel and Ethinyl Estradiol and Ethinyl Estradiol, Levonorgestrel / Ethinyl Estradiol and Ethinyl Estradiol, 19-Nor-17alpha-pregna-1,3,5(10)-triene-20-yne-3,17-diol, Levonorgestrel and Ethinyl Estradiol and Ethinyl Estradiol tablets, Norethindrone acetate and ethinyl estradiol, ethinyl estradiol and ferrous fumarate, (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo(8.7.0.02,7.011,15)heptadeca-2(7),3,5-triene-5,14-diol, 200-342-2, 17alpha-Ethinyl estradiol, Etivex, Progynon M, Anovlar, 17a-Ethynylestradiol, Ethinyl Estradiol [USP], 17a-Ethinylestradiol, 17.alpha.-Ethinylestradiol, 17.alpha.-Ethynylestradiol, 17.alpha.-Ethynyloestradiol, Microfollin, Ethinyl estradiol (USP), Prosexol, Diprol, (8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol, EE, CHEMBL691, Ethinylestradiol (Standard), 17.alpha.-Ethinyl-17.beta.-estradiol, 17.alpha.-Ethynyl-17.beta.-oestradiol, MLS000028479, Aethinyloestradiolum, Estopherol, 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17a)-, 17-alpha-Ethynylestradiol, MFCD00003690, Ethinyl E2, 17.alpha.-Ethynylestradiol-l7.beta., 17.alpha.-Ethynyloestradiol-17.beta., 17alpha-Ethynylestra-1,3,5(10)-triene-3,17beta-diol, Estoral (VAN), Aethinyoestradiol [German], NCGC00091533-04, Certostat, SMR000058319, Etinilestradiolo, Aethinyoestradiol, 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17.alpha.)-, Etinilestradiol [INN-Spanish], EE(sub 2), Ethinylestradiolum [INN-Latin], Etinilestradiolo [DCIT], 17alpha-Ethynyloestradiol, (17beta)-17-ethynylestra-1(10),2,4-triene-3,17-diol, 17alpha-ethinyl-estra-1,3,5(10)-triene-3,17beta-diol, 17-Ethynyl-3,17-dihydroxy-1,3,5-oestratriene, 17alpha-Ethinylestradiol-17beta, Ethinylestradiol [INN:BAN:JAN], 17-alpha-Ethynylestradiol-17-beta, 17?-Ethynylestradiol, CAS-57-63-6, 17-alpha-Ethinyl-17-beta-estradiol, 17-alpha-Ethynyl-17-beta-oestradiol, component of Oracon, component of Ortrel, CCRIS 286, Estinyl (TN), component of Demulen, HSDB 3587, EINECS 200-342-2, 17alpha-Ethynyl-1,3,5(10)-estratriene-3,17beta-diol, Estra-1,5(10)-triene-3,17.beta.-diol, 17-ethynyl-, Estra-1,5[10]-triene-3,17.beta.-diol, 17-ethynyl-, BRN 2419975, Ethinyloestradiol [Steroidal oestrogens], Ylestol, 19-Nor-17.alpha.-pregna-1,5(10)-trien-20-yne-3,17-diol, 19-Nor-17.alpha.-pregna-1,5[10]-trien-20-yne-3,17-diol, AI3-52941, Eticyclol;, Etifollin;, Triquilar;, Feminone;, Estigyn;, Estinyl;, ethinyl-estradiol, Lynoral;, UNII-423D2T571U, Progynon C;, component of Ovral, Ethinylestradiol RS, 3WF, Ethinylestradiol CRS, Levlen (Salt/Mix), Oracon (Salt/Mix), Ortrel (Salt/Mix), 17-alpha-Ethynyl-1,3,5-oestratriene-3,17-beta-diol, Anovlar (Salt/Mix), Desogen (Salt/Mix), 17a-Ethynyloestradiol, Estoral {[Orion]}, 17alpha-ethinyloestra-1,3,5(10)-triene-3,17beta-diol, Nordette (Salt/Mix), Secrovin (Salt/Mix), 17-alpha-Ethinylestra-1,3,5(10)-triene-3,17-beta-diol, 17-alpha-Ethynyl-1,3,5(10)-estratriene-3,17-beta-diol, Seasonale (Salt/Mix), Triphasil (Salt/Mix), 17-alpha-Ethinyloestra-1,3,5(10)-triene-3,17-beta-diol, 17-alpha-Ethynyl-1,3,5(10)-oestratriene-3,17-beta-diol, 17alpha-Ethinyl-3,17-dihydroxy-delta(sup1,3,5)-estratriene, 17alpha-ethinyl-3,17-dihydroxy-delta(sup1,3,5)oestratriene, 3,17beta-Dihydroxy-17alpha-ethynyl-1,3,5(10)-estratriene, 3,17beta-Dihydroxy-17alpha-ethynyl-1,3,5(10)-oestratriene, Estopherol (Salt/Mix), Estra-1,3,5(10)-triene-3,17beta-diol, 17alpha-ethynyl-, Seasonique (Salt/Mix), 17-alpha-Ethinyl-3,17-dihydroxy-delta(sup 1,3,5)-estratriene, 17-Ethynylestradiol ram, Ortho Evra (Salt/Mix), Tri-Levlen (Salt/Mix), (17-alpha)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17,diol, 17alpha-ethinyl-delta(sup1,3,5(10))oestratriene-3,17-beta -diol, 17alpha-Ethynyloestradiol-17beta; 17beta-Estradiol, 17-ethynyl-, 19-Nor-17-alpha-pregna-1,3,5(10)-triene-20-yne-3,17-diol, Opera_ID_1808, 17 alpha Ethynylestradiol, 17a-Ethynylestradiol-l7b, 17-alpha-Ethinyl-delta(sup 1,3,5(10))oestratriene-3,17-beta-diol, Ortho-Cyclen (Salt/Mix), 17a-Ethynyloestradiol-17b, SCHEMBL4071, 17a-Ethinyl-17b-estradiol, 17a-Ethynyl-17b-oestradiol, MLS000758274, MLS001424011, BIDD:ER0162, ETHINYLESTRADIOL [INN], ETHINYLESTRADIOL [JAN], ETHINYL ESTRADIOL [MI], Ethinylestradiol (JP18/INN), GTPL7071, orb1308659, orb3139642, SGCUT00127, ETHINYL ESTRADIOL [HSDB], ETHINYLESTRADIOL [MART.], SCHEMBL29369096, 17alpha-Ethynylestradiol (EE2), HY-B0216R, ETHINYL ESTRADIOL [VANDF], ETHINYLESTRADIOL [WHO-DD], ETHINYLESTRADIOL [WHO-IP], MSK2213, HMS2051I19, HMS2235J09, HMS3715J09, 17alpha-Ethynylestradiol, >=98%, ETHINYL ESTRADIOL [USP-RS], 17.beta.-Estradiol, 17-ethynyl-, 19-Nor-17-alpha-pregna-1,3,5(10)-trien-20-yne-3,17-diol, HY-B0216, to_000048, 17-Ethynylestradiol;Ethynylestradiol, Tox21_111147, Tox21_201291, Tox21_300413, BDBM50187243, EBC-11049, ETHINYL ESTRADIOL [EMA EPAR], LMST02010036, MSK2213-100A, s1625, SBB066068, 17|A-Ethynylestradiol;Ethynylestradiol, AKOS015894925, MSK2213-1000A, Tox21_111147_1, YAZ COMPONENT ETHINYL ESTRADIOL, AC-2169, CCG-100819, DB00977, ETHINYL ESTRADIOL [ORANGE BOOK], ETHINYLESTRADIOL [EP MONOGRAPH], FE23175, KS-5257, NC00069, 17.alpha.-ethinyl-3,3,5)oestratriene, BEYAZ COMPONENT ETHINYL ESTRADIOL, OVRAL COMPONENT ETHINYL ESTRADIOL, 17.alpha.-Ethinyl-3,3,5)-estratriene, ALESSE COMPONENT ETHINYL ESTRADIOL, ETHINYL ESTRADIOL [USP MONOGRAPH], ETHINYLESTRADIOLUM [WHO-IP LATIN], FEMHRT COMPONENT ETHINYL ESTRADIOL, KARIVA COMPONENT ETHINYL ESTRADIOL, KELNOR COMPONENT ETHINYL ESTRADIOL, LYBREL COMPONENT ETHINYL ESTRADIOL, NCGC00091533-01, NCGC00091533-05, NCGC00091533-07, NCGC00091533-08, NCGC00091533-09, NCGC00091533-10, NCGC00254514-01, NCGC00258843-01, PREVEN COMPONENT ETHINYL ESTRADIOL, YASMIN COMPONENT ETHINYL ESTRADIOL, (1R,3aS,3bR,9bS,11aS)-1-ethynyl-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,7-diol, (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol, DESOGEN COMPONENT ETHINYL ESTRADIOL, KURVELO COMPONENT ETHINYL ESTRADIOL, LEVLITE COMPONENT ETHINYL ESTRADIOL, NCI60_000234, SAFYRAL COMPONENT ETHINYL ESTRADIOL, ST081364, VELIVET COMPONENT ETHINYL ESTRADIOL, ALTAVERA COMPONENT ETHINYL ESTRADIOL, ARANELLE COMPONENT ETHINYL ESTRADIOL, CRYSELLE COMPONENT ETHINYL ESTRADIOL, CYCLESSA COMPONENT ETHINYL ESTRADIOL, Ethinylestradiol for system suitability CRS, LEVONEST COMPONENT ETHINYL ESTRADIOL, MIRCETTE COMPONENT ETHINYL ESTRADIOL, NUVARING COMPONENT ETHINYL ESTRADIOL, ORSYTHIA COMPONENT ETHINYL ESTRADIOL, PREVIFEM COMPONENT ETHINYL ESTRADIOL, QUASENSE COMPONENT ETHINYL ESTRADIOL, SPRINTEC COMPONENT ETHINYL ESTRADIOL, INTROVALE COMPONENT ETHINYL ESTRADIOL, SEASONALE COMPONENT ETHINYL ESTRADIOL, CS-0694931, E0037, FEMCON FE COMPONENT ETHINYL ESTRADIOL, NS00008601, ORTHO-CEPT COMPONENT ETHINYL ESTRADIOL, SEASONIQUE COMPONENT ETHINYL ESTRADIOL, 17-Ethynyl-3-17-dihydroxy-1,5-oestratriene, 17alpha-Ethynylestradiol, >=98.0% (HPLC), NORQUEST FE COMPONENT ETHINYL ESTRADIOL, C07534, D00554, EN300-119516, ESTROSTEP FE COMPONENT ETHINYL ESTRADIOL, H11762, LOSEASONIQUE COMPONENT ETHINYL ESTRADIOL, TRI-PREVIFEM COMPONENT ETHINYL ESTRADIOL, TRI-SPRINTEC COMPONENT ETHINYL ESTRADIOL, 17-Ethynyl-3-17-dihydroxy-1,3,5-oestratriene, AB00441335-11, AB00441335_12, TRI-LEGEST FE COMPONENT ETHINYL ESTRADIOL, WLN: L E5 B666TTT&J E1 FQ F1UU1 OQ, F358085, LO LOESTRIN FE COMPONENT ETHINYL ESTRADIOL, Q415563, SR-01000721903, TRI LO SPRINTEC COMPONENT ETHINYL ESTRADIOL, 17a-Ethinylestradiol 100 microg/mL in Acetonitrile, Ethinylestradiol Solution in Acetonitrile, 100ug/mL, ORTHO TRI-CYCLEN COMPONENT ETHINYL ESTRADIOL, SR-01000721903-3, 17-Ethynyloestra-1,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethynyl-1,5-estratriene-3,17.beta.-diol, 17.alpha.-Ethynyl-1,5-oestratriene-3,17.beta.-diol, BRD-K48195008-001-17-3, BRD-K48195008-001-19-9, Ethinylestradiol Solution in Acetonitrile, 1000ug/mL, 17-Ethynyloestra-1,3,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethinyl-1,3,5(10)-estratriene-3,17-diol, Z1521553721, 17.alpha.-ethinylestra-1,5(10)-triene-3,17.beta.-diol, 17.alpha.-ethinyloestra-1,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethynylestra-1,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethynyloestra-1,5(10)-triene-3,17.beta.-diol, (17?)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, (17|A)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, 17.alpha.-ethinylestra-1,3,5(10)-triene-3,17.beta.-diol, 17.alpha.-ethinyloestra-1,3,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethynyl-1,3,5(10)-estratriene-3,17.beta.-diol, 17.alpha.-Ethynyl-1,3,5(10)-oestratriene-3,17.beta.-diol, 17.alpha.-Ethynylestra-1,3,5(10)-triene-3,17.beta.-diol, 17.alpha.-Ethynyloestra-1,3,5(10)-triene-3,17.beta.-diol, 17alpha-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol, 17alpha-Ethynylestradiol, VETRANAL(TM), analytical standard, 19-nor-17.alpha.-Pregna-1,5(10)-trien-2-yne-3,17-diol, Estra-1,5(10)-triene-3,17.beta.-diol, 17.alpha.-ethynyl-, 17.alpha.-Ethinyl-3,17-dihydroxy-.delta.(sup1,3,5)-estratriene, 17.alpha.-ethinyl-3,17-dihydroxy-.delta.(sup1,3,5)oestratriene, 19-Nor-17.alpha.-pregna-1,3,5(10)-trien-20-yn-3,17-diol, 19-Nor-17.alpha.-pregna-1,3,5(10)-trien-20-yne-3,17-diol, 19-Norpregna-1,5(10)-trien-20-yne-3,17-diol, (17.alpha.)-, 3,17.beta.-Dihydroxy-17.alpha.-ethynyl-1,3,5(10)-estratriene, 3,17.beta.-Dihydroxy-17.alpha.-ethynyl-1,3,5(10)-oestratriene, Estra-1,3,5(10)-triene-3,17.beta.-diol, 17.alpha.-ethynyl-, Ethinylestradiol, European Pharmacopoeia (EP) Reference Standard, 17.alpha.-ethinyl-.delta.(sup1,3,5(10))oestratriene-3,17-.beta. -diol, 17.alpha.-ethinyl-.delta.(sup1,5(10))oestratriene-3,17-.beta.-diol, 19-Nor-17.alpha.-pregna-1,3,5(10)-trien-20-yne-3,17.beta.-diol, Ethinyl estradiol, United States Pharmacopeia (USP) Reference Standard, (9beta,13alpha,14beta,17alpha)-17-ethynylestra-1(10),2,4-triene-3,17-diol, Ethinyl Estradiol, Pharmaceutical Secondary Standard; Certified Reference Material, Ethinylestradiol for system suitability, European Pharmacopoeia (EP) Reference Standard, (1S,11S,15S,10R,14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]hept adeca-2(7),3,5-triene-5,14-diol, (1S,11S,15S,10R,14R)-14-ethynyl-15-methyltetracyclo[8.7.0.0<2,7>.0<11,15>]hept adeca-2,4,6-triene-5,14-diol, 1050678-65-3
Theoretical properties:
molecular_formula: C20H24O2
molecular_weight: 296.4 g/mol
exact_mass: 296.177630004 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 22
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Fine, white to creamy white crystalline powder
color: Fine, white to creamy white crystalline powder
odor: Odorless
melting_point: 288 to 295 °F (NTP, 1992)
solubility: less than 1 mg/mL at 70 °F (NTP, 1992)
Descriptions:
{"pubchem": "Ethinylestradiol can cause cancer according to an independent committee of scientific and health experts.", "chebi": "A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a  xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.", "chembl": "ETHINYL ESTRADIOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Ethinylestradiol (EE) is an estrogen medication which is used widely in birth control pills in combination with progestins. Ethinylestradiol is widely used for various indications such as the treatment of menopausal symptoms, gynecological disorders, and certain hormone-sensitive cancers. It is usually taken by mouth but is also used as a patch and vaginal ring.\nThe general side effects of ethinylestradiol include breast tenderness and enlargement, headache, fluid retention, and nausea among others. In males, ethinylestradiol can additionally cause breast development, feminization in general, hypogonadism, and sexual dysfunction. Rare but serious side effects include blood clots, liver damage, and cancer of the uterus.\nEthinylestradiol is an estrogen, or an agonist of the estrogen receptors, the biological target of estrogens like estradiol. It is a synthetic derivative of estradiol, a natural estrogen, and differs from it in various ways. Compared to estradiol, ethinylestradiol is more resistant to metabolism, has greatly improved bioavailability when taken by mouth, and shows relatively increased effects in certain parts of the body like the liver and uterus. These differences make ethinylestradiol more favorable for use in birth control pills than estradiol, though also result in an increased risk of blood clots and certain other rare adverse effects.\nEthinylestradiol was developed in the 1930s and was introduced for medical use in 1943. The medication started being used in birth control pills in the 1960s. Ethinylestradiol is found in almost all combined forms of birth control pills and is nearly the exclusive estrogen used for this purpose, making it one of the most widely used estrogens. In 2022, the combination with norethisterone was the 80th most commonly prescribed medication in the United States with more than 8 million prescriptions. Fixed-dose combination medications containing ethinylestradiol with other hormones are available."}