Compound: ethylestrenol
SMILES: O[C@@]1([C@@]2([C@H]([C@H]3[C@@H]([C@@H]4C(=CCCC4)CC3)CC2)CC1)C)CC
InChIKey: AOXRBFRFYPMWLR-XGXHKTLJSA-N
Synonyms: ethylestrenol, Ethylnandrol, Maxibolin, Orabolin, Duraboral, Durabolin-O, Ethyloestrenol, Maxibalin, Neodurabolin, Orgabolin, Orgaboral, 965-90-2, Etilestrenol, Ethylestrenolum, Etilestrenolo, 17alpha-Ethylestr-4-en-17beta-ol, 19-Nor-17alpha-pregn-4-en-17beta-ol, DTXSID6023024, 17alpha-Ethyl-17beta-hydroxy-4-estrene, 19-Norpregn-4-en-17-ol, (17alpha)-, ADC79EK5Q8, 17beta-Hydroxy-17alpha-ethyl-19-nor-4-androstene, ORG-483, NSC-37726, 19-Nor-17alpha-pregn-4-en-17-ol, DTXCID503024, (8R,9S,10R,13S,14S,17S)-17-ethyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol, CHEBI:31578, (8R,9S,10R,13S,14S,17S)-17-ethyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta(a)phenanthren-17-ol, RefChem:56822, A14AB02, (1S,2R,10R,11S,14S,15S)-14-ethyl-15-methyltetracyclo(8.7.0.02,?.011,1?)heptadec-6-en-14-ol, 213-523-6, Ethylnandrol (JAN), (17alpha)-19-norpregn-4-en-17-ol, NCGC00167514-01, Ethyloestrenolum, NSC 37726, ETHYLNANDROL [JAN], Etilestrenolo [DCIT], Etilestrenol [INN-Spanish], Ethylestrenolum [INN-Latin], CAS-965-90-2, SMR000238204, Ethylestrenol (1.0mg/ml in Acetonitrile), HSDB 3327, EINECS 213-523-6, Estr-4-en-17beta-ol, 17-ethyl-, UNII-ADC79EK5Q8, (17-alpha)-19-Norpregn-4-en-17-ol, Ethylestrenol [USAN:INN:BAN], AOXRBFRFYPMWLR-XGXHKTLJSA-N, Orabolin (TN), 19-Nor-17-alpha-pregn-4-en-17-ol, 19-Norpregn-4-en-17-ol, (17-alpha)-, ETHYLESTRENOL [MI], ETHYLESTRENOL [INN], Ethylestrenol (USAN/INN), ETHYLESTRENOL [HSDB], ETHYLESTRENOL [USAN], ETHYLESTRENOL [VANDF], MLS000759411, MLS001424123, ETHYLESTRENOL [MART.], SCHEMBL147908, ETHYLESTRENOL [WHO-DD], GTPL6948, CHEMBL1200623, HMS2051P08, ETHYLESTRENOL [ORANGE BOOK], Tox21_112512, 17alpha-19-Norpregn-4-en-17-ol, Tox21_112512_1, CCG-101014, DB01493, NC00264, (17beta)-17-ethylestr-4-en-17-ol, Ethylestrenol (1 mg/ml in Acetonitrile), NCGC00167514-02, NS00040493, D01414, Q764283, 19-NORPREGN-4-EN-17-OL, (17.ALPHA.), W-100138
Theoretical properties:
molecular_formula: C20H32O
molecular_weight: 288.5 g/mol
exact_mass: 288.245315640 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 21
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
odor: ODORLESS
melting_point: about 50
solubility: FREELY SOL IN ALC; SOL IN CHLOROFORM, ACETONE, METHANOL; PRACTICALLY INSOL IN WATER
Descriptions:
{"pubchem": "Ethylestrenol is a 17beta-hydroxy steroid that is estrane containing a double bond between positions 4 and 5 and substituted by an ethyl group and a hydroxy group at the 17alpha and 17beta positions, respectively. It is an anabolic steroid that has little androgenic effect and only slight progestational activity. It has been used to promote growth in boys with delayed bone growth. It has a role as an anabolic agent. It is a tertiary alcohol and a 17beta-hydroxy steroid.", "chebi": "A 17\u03b2-hydroxy steroid that is estrane containing a double bond between positions 4 and 5 and substituted by an ethyl group and a hydroxy group at the 17\u03b1 and 17\u03b2 positions, respectively. It is an anabolic steroid that has little androgenic effect and only slight progestational activity. It has been used to promote growth in boys with delayed bone growth.", "chembl": "ETHYLESTRENOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Ethylestrenol, also known as ethyloestrenol or ethylnandrol and sold under the brand names Maxibolin and Orabolin among others, is an androgen and anabolic steroid (AAS) medication which has been used in the past for a variety of indications such as to promote weight gain and to treat anemia and osteoporosis but has been discontinued for use in humans. It is still available for veterinary use in Australia and New Zealand however. It is taken by mouth.\nSide effects of ethylestrenol include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. It can also cause liver damage. The drug is a synthetic androgen and anabolic steroid and hence is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT). It has strong anabolic effects relative to its androgenic effects. The drug also has strong progestogenic effects. Ethylestrenol is a prodrug of norethandrolone.\nEthylestrenol was first described in 1959 and was introduced for medical use in 1961. In addition to its medical use, ethylestrenol has been used to improve physique and performance. However, it is described as a very weak muscle-builder compared to other AAS and in relation to this has not been commonly used for such purposes. The drug is a controlled substance in many countries and so non-medical use is generally illicit."}