Compound: ESTETROL
SMILES: Oc1cc2c([C@@H]3[C@H]([C@H]4[C@]([C@@H](O)[C@@H]([C@@H]4O)O)(C)CC3)CC2)cc1
InChIKey: AJIPIJNNOJSSQC-NYLIRDPKSA-N
Synonyms: ESTETROL, 15183-37-6, Estetrol anhydrous, 15alpha-hydroxyestriol, estetrolum, oestetrol, ENB39R14VF, Estetrol (anhydrous), 15 alpha-hydroxyestriol, estra-1,3,5(10)-triene-3,15alpha,16alpha,17beta-tetrol, CHEBI:142773, DTXSID50164888, Estra-1,3,5(10)-triene-3,15,16,17-tetrol, (15alpha,16alpha,17beta)-, 15 alpha Hydroxyestriol, RefChem:591228, 15 alpha Hydroxy Estriol, 15-alpha-Hydroxy-Estriol, DTXCID4087379, (1S,10R,11S,12R,13R,14R,15S)-15-methyltetracyclo(8.7.0.02,?.011,1?)heptadeca-2,4,6-triene-5,12,13,14-tetrol, (8R,9S,13S,14S,15R,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,15,16,17-tetrol, 15.alpha.-hydroxyestriol, ESTETROL (E4), (8R,9S,13S,14S,15R,16R,17R)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,15,16,17-tetraol, E4, Estetrol (USAN), Estetrol [USAN], (14beta,15alpha,16alpha,17alpha)-Estra-1,3,5(10)-Triene-3,15,16,17-Tetrol, E-4, UNII-ENB39R14VF, estell, Donesta, 15?-Hydroxyestriol, ESTETROL [INN], ESTETROL [WHO-DD], MLS006010253, SCHEMBL145580, orb1707327, Estetrol, >=98% (HPLC), CHEMBL1230314, SCHEMBL29424342, GTPL11591, AJIPIJNNOJSSQC-NYLIRDPKSA-N, BDBM158505, GLXC-21863, EX-A7107, ESTETROL (ANHYDROUS) [USAN], WHO 10439, AKOS030254521, AT27982, DB12235, EBC-171042, FE22814, NCGC00345819-03, DA-53011, HY-15731, SMR004701329, US9034854, E4, CS-0008552, NS00070000, C22548, D11513, Q5401078, BRD-K75445017-001-01-1, Drovelis (EMA); ; estetrol monohydrate  + drospirenone, Estra-1,3,5(10)-triene-3,15?,16?,17?-tetrol, Lydisilka (EMA); ; estetrol monohydrate  + drospirenone, Nextstellis (US); estetrol monohydrate  + drospirenone, estra-1(10),2,4-triene-3,15alpha,16alpha,17beta-tetrol, 3,15alpha,16alpha,17beta-tetrahydroxyestra-1,3,5(10)-triene, Estra-1,3,5(10)-triene-3,15 alpha,16alpha,17beta-tetrol, (15?,16?,17?)-Estra-1,3,5(10)-triene-3,15,16,17-tetrol, (15alpha,16alpha,17beta)-estra-1(10),2,4-triene-3,15,16,17-tetrol, ESTRA-1,3,5(10)-TRIENE-3,15.ALPHA.,16.ALPHA.,17.BETA.-TETROL, ESTRA-1,3,5(10)-TRIENE-3,15,16,17-TETROL, (15.ALPHA.,16.ALPHA.,17.BETA.)-, 16127-99-4, 4OH
Theoretical properties:
molecular_formula: C18H24O4
molecular_weight: 304.4 g/mol
exact_mass: 304.16745924 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 22
topological_polar_surface_area: 80.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 491.9±45.0
melting_point: 233-236
Descriptions:
pubchem: Estetrol is a 3-hydroxy steroid that is 17beta-estradiol which has been substituted at the 15alpha and 16alpha positions by two additional hydroxy groups. It is a natural estrogen produced exclusively during pregnancy by the fetal liver. It has a role as an oral contraceptive, an estrogen, an estrogen receptor agonist, a human xenobiotic metabolite and a human metabolite. It is a 16alpha-hydroxy steroid, a steroid hormone, a 17beta-hydroxy steroid, a 3-hydroxy steroid and a 15alpha-hydroxy steroid. It derives from a hydride of an estrane.
chebi: A 3-hydroxy steroid that is 17β-estradiol which has been substituted at the 15α and 16α positions by two additional hydroxy groups. It is a natural estrogen produced exclusively during pregnancy by the fetal liver.
chembl: ESTETROL ANHYDROUS is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Estetrol (E4), or oestetrol, is one of the four natural estrogenic steroid hormones found in humans, along with estrone (E1), estradiol (E2), and estriol (E3). Estetrol is a major estrogen in the body. In contrast to estrone and estradiol, estetrol is a native estrogen of fetal life. Estetrol is produced exclusively by the fetal liver and is found in detectable levels only during pregnancy, with relatively high levels in the fetus and lower levels in the maternal circulation.
In addition to its physiological role as a native hormone, estetrol can be used as a medication, see estetrol (medication).  Estetrol, in combination with drospirenone, has recently been approved as a new estrogenic component of a combined oral contraceptive (COC) and estetrol alone is in clinical development for the treatment of menopausal symptoms as well as breast and prostate cancer.