Compound: METHANDROSTENOLONE
SMILES: O=C1C=C2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@](O)(C)CC4)(C)CC3)CC2)(C)C=C1
InChIKey: XWALNWXLMVGSFR-HLXURNFRSA-N
Synonyms: METHANDROSTENOLONE, Metandienone, Methandienone, 72-63-9, Dianabol, Nerobol, Metandienonum, Methandrolone, Metandienon, Abirol, Danabol, Metandrostenolon, Metandrostenolone, Anabolin, Dianabole, Metastenol, Nerobolettes, Perbolin, Protobolin, Stenolone, Geabol, Crein, Dehydromethyltestosterone, 1-Dehydromethyltestosterone, Compound 17309, NSC-42722, Ciba 17309-ba, 17beta-Hydroxy-17-methylandrosta-1,4-dien-3-one, 1,2-Dehydro-17-methyltestosterone, 1-Dehydro-17alpha-methyltestosterone, 17alpha-Methyl-1-dehydrotestosterone, COZ1R7EOCC, DTXSID2023276, delta(1)-17alpha-Methyltestosterone, Androsta-1,4-dien-3-one, 17-hydroxy-17-methyl-, (17beta)-, 17alpha-Methyl-17beta-hydroxyandrosta-1,4-dien-3-one, Androsta-1,4-dien-3-one, 17beta-hydroxy-17-methyl-, DTXCID203276, NSC42722, Androsta-1,4-diene-3-one, 17-hydroxy-17-methyl-, (17beta)-, RefChem:6012, 200-787-2, Metanabol, Stenolon, Andoredan, Encephan, Naposim, Anabolicum Medivet, Methylandrostenolone, Metandienona, Testosterone, 1-dehydro-17-methyl-, 1-Dehydro-17-alpha-methyltestosterone, 17-alpha-Methyl-1-dehydrotestosterone, Metandienone [INN], MA, Sterolon, 17-beta-Hydroxy-17-alpha-methylandrostra-1,4-dien-3-one, (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one, 1-Dehydro-17-methyltestosterone, Androsta-1,4-dien-3-one, 17-beta-hydroxy-17-alpha-methyl-, 17-beta-hydroxy-17-methyl-androsta-1,4-dien-3-one, Metandienone (INN), NCGC00159415-02, NCGC00159415-04, Methandienonum, 1-Dehydro-17-.alpha.-methyltestosterone, Methandrostenolonum, (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one, 17beta-Hydroxy-17alpha-methylandrosta-1,4-dien-3-one, (17beta)-17-hydroxy-17-methylandrosta-1,4-dien-3-one, .delta.'-17-Methyltestosterone, Metandienonum [Latin], Metandienona [Spanish], A1-Dehydromethyltesterone, Methandrostenolone [USP], Metandrostenolone [DCIT], Metandienonum [INN-Latin], 1-Dehydro-17.alpha.-methyltestosterone, 17.alpha.-Methyl-1-dehydrotestosterone, CAS-72-63-9, MA (VAN), Ciba 17309 BA, Metandienona [INN-Spanish], .DELTA.1-17.alpha.-Methyltestosterone, delta'-17-Methyltestosterone, Androsta-1, 17.beta.-hydroxy-17-methyl-, TMV 17, HSDB 3360, Androsta-1, 17.beta.-hydroxy-17.alpha.-methyl-, UNII-COZ1R7EOCC, delta-1,17-alpha-Methyltestosterone, EINECS 200-787-2, NSC 42722, Androsta-1, 17-hydroxy-17-methyl-, (17.beta.)-, 17-.beta.-hydroxy-17-methyl-androsta-1,4-dien-3-one, Methandrostenolone (1.0 mg/mL in 1,2-Dimethoxyethane), Methandrostenolone (Metandienone), 17-.beta.-Hydroxy-17-.alpha.-methylandrostra-1,4-dien-3-one, delta(sup 1)-17-alpha-Methyltestosterone, Androsta-1,4-diene-3-one, 17-hydroxy-17-methyl-, (17.beta.)-, MFCD00003650, (1S,11S,14S,15S,2R,10R)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0<2,7>.0< 11,15>]heptadeca-3,6-dien-5-one, Methandienone  degrees, 17-alpha-Methyl-17-beta-hydroxy-1,4-androstadien-3-one, alpha-methyltestosterone, Androsta-1,4-dien-3-one, 17-hydroxy-17-methyl-, (17b)-, DIANABOL (TN), METANDIENONE [WHO-DD], METHANDIENONE [MART.], SCHEMBL140928, METHANDROSTENOLONE [MI], CHEBI:6810, CHEMBL1418176, METHANDROSTENOLONE [HSDB], METHANDROSTENOLONE [VANDF], MSK2297, 1-Dehydro-17-methyl-Testosterone, Methandienone, 1mg/ml in Methanol, Androsta-1,4-dien-3-one, 17-hydroxy-17-methyl-, (17-beta)-, NSC51180, Tox21_111647, 1, 2-Dehydro-17-methyltestosterone, BBL029917, LMST02020013, MSK2297-100A, NSC-51180, s4796, SBB080825, STK801870, AKOS005267170, MSK2297-1000A, Tox21_111647_1, CCG-267474, DB13586, 17-.alpha.-Methyl-1-dehydrotestosterone, NCGC00159415-03, NCGC00159415-05, (1S,3aS,3bR,9aR,9bS,11aS)-1-hydroxy-1,9a,11a-trimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one, 17alpha-methyl-Androsta-1,4-dien-3-one, laquo deltaRaquo '-17-Methyltestosterone, VS-09501, .delta.-1,17-.alpha.-Methyltestosterone, 17-alpha-Methylandrostra-1,4-dien-3-one, NS00010330, ST50411312, laquo deltaRaquo 1-17alpha-Methyltestosterone, 17-Hydroxy-17-methylandrosta-1,4-dien-3-one, D00389, AB01332687-02, Methandrostenolone 100 microg/mL in Acetonitrile, 17-Hydroxy-17-methylandrosta-1,4-dien-3-one #, Q417194, 17beta-hydroxy-17-methyl-Androsta-1,4-dien-3-one, laquo deltaRaquo (Sup1)-17alpha-Methyltestosterone, Androsta-1,4-dien-3-one, 17alpha-methyltestosterone, Methandrostenolone Solution in Acetonitrile, 100ug/mL, 17beta-Hydroxy-17-methylandrosta-1,4-dien-3-one, 98%, 17beta-hydroxy-17alpha-methyl-Androsta-1,4-dien-3-one, Methandrostenolone Solution in Acetonitrile, 1000ug/mL, 17-Hydroxy-17-methyl-(17beta)-Androsta-1,4-dien-3-one, 17-Hydroxy-17-methyl-(17beta)-Androsta-1,4-diene-3-one, Androsta-1,4-dien-3-one, 17.alpha.-hydroxy-17-methyl-, 17-Hydroxy-17-methylandrosta-1,4-dien-3-one (ACD/Name 4.0), 17beta-Hydroxy-17-methylandrosta-1,4-dien-3-one, >=99.0% (HPLC), 17beta-Hydroxy-17-methylandrosta-1,4-dien-3-one, analytical standard, (8R,10R,13S,17S)-17-Hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one
Theoretical properties:
molecular_formula: C20H28O2
molecular_weight: 300.4 g/mol
exact_mass: 300.208930132 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 22
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from acetone and ether
color: Crystals from acetone and ether
odor: ODORLESS
melting_point: 163-164 °C
solubility: SOL IN ALC, CHLOROFORM, GLACIAL ACETIC ACID; SLIGHTLY SOL IN ETHER; INSOL IN WATER
Descriptions:
pubchem: Methandrostenolone is an organic molecular entity.
chembl: METHANDROSTENOLONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Metandienone, also known as methandienone or methandrostenolone and sold under the brand name Dianabol (D-Bol) among others, is an androgen and anabolic steroid (AAS) medication which is mostly no longer prescribed. It is also used non-medically for physique- and performance-enhancing purposes. It is often taken by mouth.
Side effects of metandienone include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire, estrogenic effects like fluid retention and breast enlargement, and liver damage. The drug is an agonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT), and has strong anabolic effects and moderate androgenic effects. It also has moderate estrogenic effects.
Metandienone was originally developed in 1955 by CIBA and marketed in Germany and the United States. As the CIBA product Dianabol, metandienone quickly became the first widely used AAS among professional and amateur athletes, and remains the most common orally active AAS for non-medical use. It is currently a controlled substance in the United States and United Kingdom and remains popular among bodybuilders. Metandienone is readily available without a prescription in certain countries such as Mexico, and is also manufactured in some Asian countries.