Compound: estradiol
SMILES: Oc1cc2c([C@@H]3[C@H]([C@H]4[C@]([C@@H](O)CC4)(C)CC3)CC2)cc1
InChIKey: VOXZDWNPVJITMN-ZBRFXRBCSA-N
Synonyms: estradiol, beta-Estradiol, 50-28-2, 17beta-Estradiol, Oestradiol, Dihydrofolliculin, Estrace, Aquadiol, Diogynets, Divigel, Vivelle, Diogyn, Dihydrotheelin, Dihydroxyestrin, Dimenformon, Estraderm, Femestral, Gynoestryl, Aerodiol, Climara, Gynergon, Vagifem, Estraldine, Estrogel, Evorel, Estring, Systen, Zumenon, estradiol-17beta, cis-Estradiol, Compudose, Innofem, Alora, Fempatch, Gynodiol, Ovocylin, Esclim, 17beta-Oestradiol, Elestrin, Evamist, Menostar, 17-beta-estradiol, 3,17-Epidihydroxyestratriene, Estraderm TTS 50, Estraderm MX, VIVELLE-DOT, Estra-1,3,5(10)-triene-3,17beta-diol, NSC-9895, Oestradiol-17beta, (17beta)-Estra-1,3,5(10)-triene-3,17-diol, 17 beta-Estradiol, 17beta oestradiol, Estradiol-17 beta, Elestrim, Minivelle, Estradiol Anhydrous, Estradiol 17-beta, 17-beta-oestradiol, (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol, Estraderm TTS 100, NSC-20293, IMVEXXY, DTXSID0020573, Estradiol valerate metabolite e2, CHEBI:16469, Estra-1,3,5(10)-triene-3,17-diol (17beta)-, S21400 (INTRANASAL), 4TI98Z838E, 3,17beta-Dihydroxyestra-1,3,5(10)-triene, 17beta-Estra-1,3,5(10)-triene-3,17-diol, WC3011, WC-3011, s21400, DTXCID80573, CHEBI:23965, NSC9895, ORIAHNN COMPONENT ESTRADIOL, S 21400, Aquagen, Gvnodiol, Gynogen, Sandrena, Yuvafem, Bedol, NSC20293, Adgyn estro, Elleste solo, Progynova ts, Estradiol Gel, Estradiol pellet, Estradiol,, E-Cypionate, Vivelle Dot, Estradiol Vaginal, Estrogen 4X, Dermestril 25, Dermestril 50, Estradiol 17beta, Vagifem 8, Estraderm mx 25, Estraderm mx 50, Estraderm mx 75, Fematrix 40, Fematrix 80, Femseven 50, Femseven 75, Menorest 50, Menorest 75, Menoring 50, Dermestril 100, Estraderm tts 25, estradiol valeriante, (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta(a)phenanthrene-3,17-diol, Vagifem 18, 17 beta Estradiol, Estradiol 17 beta, Femseven 100, 17 beta Oestradiol, 17 beta-Oestradiol, Estraderm mx 100, Estradiol 1557, Estradiol 17 alpha, Estradiol Transdermal, Evorel 25, Evorel 50, Evorel 75, Therapeutic Estradiol, DOTTI, LYLLANA, Menorest 37.5, Elleste solo mx 40, Elleste solo mx 80, Estra-25, Estra-50, Dermestril septem 25, Dermestril septem 50, Dermestril septem 75, Evorel 100, Estradiol Gel 0.1%, Estradiol Vaginal Cream, RefChem:6428, ESTROGEN PHENOLIC, Estradiol, (17-alpha)-, Estradiol Transdermal System, ESTRADIOL VAGINAL INSERTS, (1S,10R,11S,14S,15S)-15-methyltetracyclo(8.7.0.02,7.011,15)heptadeca-2(7),3,5-triene-5,14-diol, 200-023-8, Benzhormovarine, progynon, Ovocyclin, Follicyclin, Bardiol, Corpagen, Estrovite, Ginosedol, Lamdiol, Macrodiol, Oestergon, Ovahormon, Ovasterol, Ovastevol, Perlatanol, Primofol, Profoliol, Syndiol, Altrad, Dihydromenformon, Oestroglandol, Nordicol, Estroclim, Trocosone, Menorest, D-Oestradiol, D-Estradiol, Estraderm TTS, Progynon DH, Progynon-DH, Climaderm, Dermestril, Ovocycline, Encore, Oesclim, Dihydroxyoestrin, SK-Estrogens, Gynestrel, Microdiol, Oestrogynal, Ovociclina, Tradelia, Estroclim 50, Macrol, Zerella, Oestradiol R, Estring vaginal ring, Trial SAT, Theelin, dihydro-, Oestrogel, Compudose 200, Compudose 365, Profoliol B, Estradiol-17-beta, Estradot, Gelestra, Zesteem, Dihydroxyesterin, cis-Oestradiol, 17.beta.-Estradiol, B-Estradiol, 17b-Oestradiol, Epiestriol 50, Femanest, 3,17-Epidihydroxyoestratriene, Sandrena 1, Estraderm (TN), [3H]-estradiol, 17|A-Oestradiol, Estrogel (TN), Climara (TN), Divigel (TN), Estrace (TN), Estring (TN), Innofem (TN), Vagifem (TN), Vivelle (TN), 17.beta.-Oestradiol, 3,17.beta.-Estradiol, .beta.-Estradiol, .beta.-Oestradiol, [3H]]estradiol, MFCD00003693, (17beta)-estra-1(10),2,4-triene-3,17-diol, Estradiol (Standard), Estradiol, .beta.-, Estradiol-17.beta., Oestradiol-17.beta., 17-.beta.-oestradiol, Oestra-1,3,5(10)-triene-3,17beta-diol, 17|A-estradiol, Estrasorb (TN), 17.beta.-OH-estradiol, 17.beta.-OH-oestradiol, 17beta estradiol (E2), Extrasorb, Estreva, Estrifam, Femtran, Ginedisc, CHEMBL135, GynPolar, Sandrena Gel, D-3,17.beta.-Estradiol, D-3,17.beta.-Oestradiol, Sisare Gel, Estra-1,3,5(10)-triene-3,17-diol, (17beta)-, Estrofem 2, MLS000069494, 3,17b-Dihydroxyestra-1,3,5(10)-triene, (+)-3,17.beta.-Estradiol, Oestradiolum, Climara Forte, Oestradiol Berco, [3H]E2, 17 ?-Estradiol, Estrapak 50, (8R,9S,13S,14S,17S)-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol, Estradiolum [INN], Estradiolo [DCIT], NCGC00091544-04, Oestradiol-17-beta, Estradiolum, Estrodiolum, Estradiolo, Femestrol, SMR000059126, Estradiol-3,17beta, 17-beta-OH-estradiol, 3,17-beta-Estradiol, 3,17-beta-Oestradiol, D-3,17beta-Estradiol, 3,17.beta.-Dihydroxyestra-1,3,5(10)-triene, E(sub 2), Methyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate., Benzogynestry, Estropause, Estasorb, [2,4,6,7-3H]-E2, 17916-67-5, E 2, Estra-1,3,5(10)-triene-3,17-diol (17beta)-, (+/-)-, Yuvvexy, Zesteen, .alpha.-Estradiol, 17-beta-OH-oestradiol, D-3,17beta-Oestradiol, D-3,17-beta-Estradiol, Estrodiolum [INN-Latin], Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, D-3,17-beta-Oestradiol, Activella (Salt/Mix), Combipatch (Salt/Mix), (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol, E2, CCRIS 280, component of Menrium, Climara Pro (Salt/Mix), 3,17beta-Estradiol, 3,17-.beta.-Oestradiol, HSDB 3589, 3,3,5(10)-triene, rec IFN-gamma (human), SR-01000075866, 17-.BETA.-Estradiol, EINECS 200-023-8, 1,3,5-Estratriene-3,17-beta-diol, oestrodiol, Estradiol [USP:INN:BAN], 3,17beta-Dihydroxyestra-1,3,5-triene, 3,17beta-Dihydroxyoestra-1,3,5-triene, delta-Estradiol, dihydro-Theelin, dl-estradiol, 3,17-beta-Dihydroxyoestra-1,3,5-triene, UNII-4TI98Z838E, beta -estradiol, delta-Oestradiol, TX-004HR, 1,3,5-Estratriene-3,17beta-diol, Estra-1,3,5(10)-triene-3,17-beta-diol, Estrogel HBF, Oestra-1,3,5(10)-triene-3,17-beta-diol, 1jgl, 1lhu, 1qkt, 1qku, 3,17-beta-Dihydroxyestra-1,3,5(10)-triene, [3H]estradiol, 1,3,5-Estratriene-3,17.beta.-diol, 3,17-beta-Dihydroxy-1,3,5(10)-oestratriene, CAS-50-28-2, 17-beta-Estra-1,3,5(10)-triene-3,17-diol, 17beta-Oestra-1,3,5(10)-triene-3,17-diol, .alpha.-Oestradiol, 17-beta-Oestra-1,3,5(10)-triene-3,17-diol, Prestwick_207, 3,17b-Estradiol, Bio-E-Gel, Fem7, [3H]-Estrogen, 3,17.beta.-Dihydroxyestra-1,3,5-triene, 3,17.beta.-Dihydroxyoestra-1,3,5-triene, CMC_11154, Estradiol-17 alpha, 1,3,5,(10)-Estratrien-3,17.beta.-diol, SL-1100, 17 .beta.-estradiol, Beta-estradiol (E2), Estra-1,3,5(10)-triene-3,17.beta.-diol, Oestra-1,3,5(10)-triene-3,17.beta.-diol, 2j7x, 3,17.beta.-Dihydroxy-1,3,5(10)-estratriene, 3,17.beta.-Dihydroxy-1,3,5(10)-oestratriene, 3,3,5-triene, [3H]17beta-estradiol, ESTRADIOL [INN], ESTRADIOL [JAN], 17.beta.-Estra-1,3,5(10)-triene-3,17-diol, ESTRADIOL [MI], ESTRADIOL [HSDB], 17.beta.-Oestra-1,3,5(10)-triene-3,17-diol, Opera_ID_1688, Prestwick0_000441, Prestwick1_000441, Prestwick2_000441, Prestwick3_000441, Spectrum5_002055, 17beta-estradiol (E2), ESTRADIOL [VANDF], alpha-estradiol (obsolete), beta-Estradiol, >=98%, bmse000642, Epitope ID:136018, Epitope ID:140085, (+)-3,17b-Estradiol, E 8875, EC 200-023-8, ESTRADIOL [USP-RS], ESTRADIOL [WHO-DD], SCHEMBL8049, (+)-3,17beta-Estradiol, Estradiol (JAN/USP/INN), Tritiated estradiol-17-beta, BIDD:PXR0065, Lopac0_000503, S-21400, BSPBio_000482, BSPBio_001065, KBioGR_000405, KBioGR_002269, KBioSS_000405, KBioSS_002270, MLS000758312, MLS001076331, MLS001424022, BIDD:ER0125, SPBio_002421, ESTRADIOL [GREEN BOOK], BPBio1_000532, GTPL1012, GTPL1013, orb1309940, orb3139628, SCHEMBL7525926, ESTRADIOL [ORANGE BOOK], NIOSH/KG7030000, SCHEMBL11037492, SCHEMBL29350151, BDBM17292, BIJUVA COMPONENT ESTRADIOL, HY-B0141R, KBio2_000405, KBio2_002269, KBio2_002973, KBio2_004837, KBio2_005541, KBio2_007405, KBio3_000769, KBio3_000770, KBio3_002749, ESTRADIOL [USP MONOGRAPH], MSK2212, 1a52, 1g50, 2d06, ANGELIQ COMPONENT ESTRADIOL, cMAP_000005, ESTRADIOL IMPURITY A [IP], PREFEST COMPONENT ESTRADIOL, Bio1_000403, Bio1_000892, Bio1_001381, Bio2_000363, Bio2_000843, CS336, GLXC-06851, HMS1362E07, HMS1569I04, HMS1792E07, HMS1990E07, HMS2051C17, HMS2090E18, HMS2096I04, HMS2236H04, HMS3261F07, HMS3403E07, HMS3713I04, HMS3884A08, 1,3,5-Estratriene-3,17b-diol, beta-Estradiol, analytical standard, (8S,9S,13S,14S,17S)-13-Methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol, ACTIVELLA COMPONENT ESTRADIOL, ESTRADIOL 17-BETA [VANDF], HY-B0141, Tox21_111148, Tox21_202057, Tox21_300288, Tox21_500503, 1,5-Estratriene-3,17.beta.-diol, COMBIPATCH COMPONENT ESTRADIOL, EBC-06093, HB2494, LMST02010001, MSK2212-100A, s1709, Estradiol for peak identification CRS, Estradiol-17-beta-6,7-(sup 3)H, [2,4,6,7-3H]-17beta-estradiol, AKOS015896570, CLIMARA PRO COMPONENT ESTRADIOL, MSK2212-1000A, CCG-100808, CS-1938, DB00783, FE10880, LP00503, NC00058, SDCCGSBI-0050487.P002, IDI1_002118, SMP1_000121, NCGC00091544-00, NCGC00091544-01, NCGC00091544-02, NCGC00091544-05, NCGC00091544-06, NCGC00091544-07, NCGC00091544-09, NCGC00091544-10, NCGC00091544-11, NCGC00091544-12, NCGC00091544-13, NCGC00091544-14, NCGC00091544-15, NCGC00091544-16, NCGC00091544-18, NCGC00091544-27, NCGC00179321-01, NCGC00179321-02, NCGC00254177-01, NCGC00259606-01, NCGC00261188-01, (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol, AC-22346, AS-13729, CPD000059126, FR108523, SY017569, Estra-1,3,5(10)-triene-3,17b-diol, Oestra-1,3,5(10)-triene-3,17b-diol, US9034854, E2, US9040509, E2, US9422324, E2, US9561238, E2, WLN: L E5 B666TTT&J E1 FQ OQ, 17 beta-Estradiol, 1mg/ml in Acetonitrile, DB-246618, Estra-1(10),2,4-triene-3,17beta-diol, Estra-1,5(10)-triene-3,17.beta.-diol, Estradiol, meets USP testing specifications, 3,17beta-dihydroxyestra-1,3,5(10)-trien, CS-0694760, Estra-1,3,5(10)-triene-3,17beta-diol-, EU-0100503, KG70300000, NS00008517, NS00115904, Oestra-1,5(10)-triene-3,17.beta.-diol, 3,17beta-Dihydroxy-1,3,5(10)-estratriene, Estradiol Solution in Acetonitrile, 100ug/mL, C00951, D00105, EN300-119518, Estradiol Solution in Acetonitrile, 1000ug/mL, (17b)-Estra-1,3,5(10)-triene-3,17-diol, 13b-Methyl-1,3,5(10)-gonatriene-3,17b-ol, 17.beta.-Estra-1,5(10)-triene-3,17-diol, 17.beta.-Oestra-1,5(10)-triene-3,17-diol, ETHINYLESTRADIOL IMPURITY D [EP IMPURITY], 17-beta-Estradiol 100 microg/mL in Acetonitrile, F358087, Q422416, SR-01000721892, (17|_)-Estra-1,3,5(10)-triene-3,17-diol, (17|A)-Estra-1,3,5(10)-triene-3,17-diol, 13beta-Methyl-1,3,5(10)-gonatriene-3,17beta-ol, Estra-1,5(10)-triene-3,17-diol (17.beta.)-, ESTRADIOL BENZOATE IMPURITY A [EP IMPURITY], ESTRADIOL VALERATE IMPURITY A [EP IMPURITY], SR-01000075866-1, SR-01000075866-4, SR-01000721892-3, BRD-K18910433-001-04-4, BRD-K18910433-001-36-6, BRD-K18910433-001-43-2, estra-1(10),2,4-triene-3,17-diol, (17beta)-, Estra-1,5(10)-triene-3,17-diol, (17.beta.)-, Z1521553843, B8B5AEF5-4957-49EB-A14F-444A8212C482, beta-Estradiol, BioReagent, powder, suitable for cell culture, Estradiol, United States Pharmacopeia (USP) Reference Standard, 13.BETA.-METHYL-1,3,5(10)-GONATRIENE-3,17.BETA.-OL, beta-Estradiol, powder, gamma-irradiated, suitable for cell culture, Estra-1,3,5(10)-triene-3,17-diol, (6,7-(sup 3)H,17-beta)-, (9beta,13alpha,14beta,17alpha)-estra-1,3,5(10)-triene-3,17-diol, Estradiol, Pharmaceutical Secondary Standard; Certified Reference Material, (13S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-beta-diol, |A-Estradiol; 1,3,5-?Estratriene-?3,17|A-diol; 17|A-Estradiol; 3,17|A-Dihydroxy-1,3,5(10)-estratriene; Dihydrofolliculin, Estradiol; Estriol EP Impurity D; Ethinylestradiol EP Impurity D; Estradiol Valerate EP Impurity A
Theoretical properties:
molecular_formula: C18H24O2
molecular_weight: 272.4 g/mol
exact_mass: 272.177630004 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White crystalline powder. Prisms from 80% alcohol
color: White crystalline powder. Prisms from 80% alcohol
odor: Odorless
boiling_point: 445.9±45.0
Descriptions:
{"pubchem": "17beta-estradiol is the 17beta-isomer of estradiol. It has a role as a geroprotector, an estrogen, an EC 1.2.3.1 (aldehyde oxidase) inhibitor, a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is an estradiol and a 17beta-hydroxy steroid.", "chebi": "The 17\u03b2-isomer of estradiol.", "chembl": "ESTRADIOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Estradiol (E2), also called oestrogen, oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of female reproductive cycles such as estrous and menstrual cycles. Estradiol is responsible for the development of female secondary sexual characteristics such as the breasts, widening of the hips and a female pattern of fat distribution. It is also important in the development and maintenance of female reproductive tissues such as the mammary glands, uterus and vagina during puberty, adulthood and pregnancy. It also has important effects in many other tissues including bone, fat, skin, liver, and the brain.\nThough estradiol levels in males are much lower than in females, estradiol has important roles in males as well. Apart from humans and other mammals, estradiol is also found in most vertebrates and crustaceans, insects, fish, and other animal species.\nEstradiol is produced within the follicles of the ovaries and in other tissues including the testicles, the adrenal glands, fat, liver, the breasts, and the brain. Estradiol is produced in the body from cholesterol through a series of reactions and intermediates. The major pathway involves the formation of androstenedione, which is then converted by aromatase into estrone and is subsequently converted into estradiol. Alternatively, androstenedione can be converted into testosterone, which can then be converted into estradiol. Upon menopause in females, production of estrogens by the ovaries stops and estradiol levels decrease to very low levels.\nIn addition to its role as a natural hormone, estradiol is used as a medication, for instance in menopausal hormone therapy, and feminizing hormone therapy for transgender women and some genderqueer individuals; for information on estradiol as a medication, see the estradiol (medication) article."}