Compound: estrone
SMILES: O=C1[C@@]2([C@H]([C@H]3[C@@H](c4c(cc(O)cc4)CC3)CC2)CC1)C
InChIKey: DNXHEGUUPJUMQT-CBZIJGRNSA-N
Synonyms: estrone, 53-16-7, folliculin, Theelin, estrovarin, Thelykinin, Kestrone, Ketohydroxyestrin, Estrugenone, Tokokin, 1,3,5(10)-Estratrien-3-ol-17-one, Follicunodis, Disynformon, Glandubolin, Hiestrone, Oestroform, Oestroperos, Estron, Femidyn, Folipex, Folisan, Kolpon, Menagen, Oestrin, Endofolliculina, Aquacrine, Crinovaryl, Cristallovar, Crystogen, Hormofollin, Hormovarine, Ketodestrin, Menformon, Oestronum, Ovifollin, Thelestrin, Wynestron, Destrone, Estrusol, Perlatan, 3-Hydroxyestra-1,3,5(10)-trien-17-one, Folikrin, Follestrine, Solliculin, Thynestron, Femestrone injection, Estrona, Estrogenic Substance, Estra-1,3,5(10)-trien-17-one, 3-hydroxy-, Folliculinum, Estronum, 3-Hydroxy-17-keto-estra-1,3,5-triene, 3-Hydroxy-oestra-1,3,5(10)-trien-17-one, 1,3,5(10)-Oestratrien-3-ol-17-one, 3-Hydroxy-17-keto-oestra-1,3,5-triene, delta-1,3,5-estratrien-3-beta-ol-17-one, delta-1,3,5-oestratrien-3-beta-ol-17-one, 3-Hydroxy-1,3,5(10)-estratrien-17-one, Estradiol metabolite e1, (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one, DTXSID4022367, Unden (pharmaceutical), NATURAL ESTROGENIC SUBSTANCE-ESTRONE, 1,3,5-Estratrien-3-ol-17-one, NSC-9699, 3-hydroxy-estra-1,3,5(10)-trien-17-one, 2DI9HA706A, WAY 164397, DTXCID402367, CHEBI:17263, (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-17-one, Estrone 1516, RefChem:5805, G03CA07, G03CC04, (1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo(8.7.0.02,7.011,15)heptadeca-2(7),3,5-trien-14-one, 200-164-5, OESTRONE, Folliculine, Hormestrin, Unden, Estrone-A, Ketohydroxyoestrin, estrol, Estrona [Spanish], Folliculine benzoate, Ovex (tablets), Estronum [INN-Latin], Estrona [INN-Spanish], Follestrol, Mestronaq, (+)-Estrone, Ketohydroxy-Estratriene, 3-Hydroxyestra-1,3,5(10)-triene-17-one, Estrone (E1), delta-1,3,5-Estratrien-3beta-ol-17-one, Fem-O-Gen, (+/-)-Oestrone, delta-1,3,5-Oestratrien-3beta-ol-17-one, (+/-)-Estrone, Estrone DL-form [MI], Estrone, (+/-)-, 19973-76-3, MFCD00003620, Estrone (Standard), E(sub 1), CHEMBL1405, MLS000028475, X9XKA379T9, Estra-1,3,5(10)-trien-17-one, 3-hydroxy-, (+/-)-, SMR000058338, Unigen, [2,4,6,7-3H]-E1, hydroxyestrones, Unden (pharmaceutical) (VAN), (9beta,13alpha)-3-Hydroxyestra-1,3,5(10)-Trien-17-One, Oestrone [Steroidal oestrogens], (1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one, (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one, CCRIS 285, HSDB 3324, (13S)-3-hydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one, NSC 9699, EINECS 200-164-5, Estrone (JAN/USP/INN), Estrone [USP:INN:BAN], BRN 1915077, UNII-2DI9HA706A, UNII-X9XKA379T9, Aquest, Menformon;, Oestrone;, Oestrin;, Estrone RS, Estrone CRS, Oxohydroxyoestrin;, CAS-53-16-7, NCGC00015423-03, Follicular hormone;, J3Z, CMC_13458, Estrone, 15, ESTRONE [VANDF], Opera_ID_330, ESTRONE [HSDB], Estrone, >=99%, ESTRONE [INN], ESTRONE [JAN], ESTRONE [MI], ESTRONE [MART.], Prestwick0_000914, Prestwick1_000914, Prestwick2_000914, Prestwick3_000914, Spectrum5_002047, E0026, ESTRONE [USP-RS], ESTRONE [WHO-DD], 3-hydroxy-estra-1,3,5(10)-triene-17-one, bmse000549, E 9750, EC 200-164-5, FOLLICULINUM [HPUS], Lopac0_000513, SCHEMBL21702, BSPBio_000788, 3-08-00-01171 (Beilstein Handbook Reference), MLS001077340, MLS002695951, MLS006011890, BIDD:ER0145, ESTRONE [ORANGE BOOK], SPBio_002977, BPBio1_000868, GTPL2818, MEGxm0_000444, orb1310063, orb3025577, SGCUT00128, ESTRONE [USP MONOGRAPH], Estrone 1.0 mg/ml in Methanol, SCHEMBL29373834, ACon0_000083, ACon1_000122, BDBM17289, HY-B0234R, [2,4,6,7-3H]-Estrone, MSK2214, Estriol EP Impurity B (Estrone), HMS1570H10, HMS2090E22, HMS2097H10, HMS2232O15, HMS3261H07, HMS3714H10, HY-B0234, to_000049, Tox21_113567, Tox21_201375, Tox21_303651, Tox21_500513, BBL033470, BL-090, EBC-04419, LMST02010004, MSK2214-100A, s1665, STK801833, AKOS005622512, AKOS007930641, MSK2214-1000A, Tox21_113567_1, AC-1395, CCG-204604, DB00655, DS-6316, Estrone 100 microg/mL in Acetonitrile, FE22839, LP00513, SDCCGSBI-0050497.P002, SMP1_000123, NCGC00023643-03, NCGC00023643-04, NCGC00023643-05, NCGC00023643-06, NCGC00023643-07, NCGC00023643-08, NCGC00023643-09, NCGC00023643-10, NCGC00023643-11, NCGC00023643-12, NCGC00023643-13, NCGC00023643-15, NCGC00023643-16, NCGC00023643-22, NCGC00179433-01, NCGC00179433-02, NCGC00179433-03, NCGC00257402-01, NCGC00258926-01, NCGC00261198-01, Estrone, meets USP testing specifications, SY036249, D1,3,5(10)-Estratrien-3-ol-17-one, 3-hydroxyl-1,3,5(10)-estratien-17-one, 3-Hydroxyoestra-1,3,5(10)-trien-17-one, AB00382990, CS-0694877, Estrone Solution in Acetonitrile, 100ug/mL, Estrone, VETRANAL(TM), analytical standard, EU-0100513, NS00010299, T1009, Estrone Solution in Acetonitrile, 1000ug/mL, C00468, D00067, EN300-120636, AB00382990-16, AB00382990-17, AB00382990_18, estra-1(10),2,4-trien-17-one, 3-hydroxy-, ETHINYLESTRADIOL IMPURITY C [EP IMPURITY], F301492, Q414986, SR-01000000085, SR-01000075867, SR-01000000085-3, SR-01000075867-1, BRD-K81839095-001-04-6, BRD-K81839095-001-25-1, BRD-K81839095-001-30-1, ESTRADIOL HEMIHYDRATE IMPURITY A [EP IMPURITY], 86C77018-146D-4603-ACEA-CA0D8C4F1E2C, Estrone, European Pharmacopoeia (EP) Reference Standard, Z1530425070, Estrone, United States Pharmacopeia (USP) Reference Standard, Estrone, Pharmaceutical Secondary Standard; Certified Reference Material, (8R,13S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one, (8R,9S,13S,14S)-3-HYDROXY-13-METHYL-6,7,8,9,11,12,13,14,15,16-DECAHYDRO-17H-CYCLOPENTA(A)PHENANTHREN-17-ONE, Estradiol Hemihydrate EP Impurity A; Estriol EP Impurity B; Ethinylestradiol EP Impurity C; Estrone
Theoretical properties:
molecular_formula: C18H22O2
molecular_weight: 270.4 g/mol
exact_mass: 270.161979940 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 20
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Small, white crystals, or white to creamy white, crystalline powder
color: Small, white crystals, or white to creamy white, crystalline powder
odor: Odorless
melting_point: 258-261 °C
density: 1.236 g/cu cm at 25 °C
Descriptions:
pubchem: Estrone can cause cancer according to an independent committee of scientific and health experts.
chebi: A 17-oxo steroid that is estra-1,3,5(10)-triene substituted by an hydroxy group at position 3 and an oxo group at position 17.
chembl: ESTRONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesized from cholesterol and secreted mainly from the gonads, though they can also be formed from adrenal androgens in adipose tissue. Relative to estradiol, both estrone and estriol have far weaker activity as estrogens. Estrone can be converted into estradiol, and serves mainly as a precursor or metabolic intermediate of estradiol. It is both a precursor and metabolite of estradiol.
In addition to its role as a natural hormone, estrone has been used as a medication, for instance in menopausal hormone therapy; for information on estrone as a medication, see the estrone (medication) article.