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methandrostenolone
Sign in to saveMetandienone, 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.
Chemical data
- Formula
- C20H28O2
- Molecular weight
- 300.4 g/mol
- IUPAC name
- (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
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CCC4=CC(=O)C=C[C@]34C
- InChIKey
- XWALNWXLMVGSFR-HLXURNFRSA-N
- XLogP
- 3.6
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
870 papers- [METHANDROSTENOLONE].Meditsinskaia promyshlennost' SSSR · 1964
- Methandrostenolone metabolism in humans: potential problems associated with isolation and identification of metabolites.Journal of steroid biochemistry · 1990
- Methandrostenolone: metabolism in the rabbit.European journal of drug metabolism and pharmacokinetics · 1984
- Determination of methandrostenolone and its metabolites in equine plasma and urine by coupled-column liquid chromatography with ultraviolet detection and confirmation by tandem mass spectrometry.Journal of chromatography · 1989
- METHANDROSTENOLONE, AN ORAL ANABOLIC AGENT.Southern medical journal · 1964
via PubMed
Wikidata facts
- Subclass of
- steroid
- Mass
- 300.209
Show 5 more facts
- chemical formula
- C₂₀H₂₈O₂
- canonical SMILES
- CC12CCC3C(C1CCC2(C)O)CCC4=CC(=O)C=CC34C
- isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CCC4=CC(=O)C=C[C@]34C
- Commons category
- Metandienone
- defined daily dose
- 5
via Wikidata · CC0
~8 min read
Encyclopedic overview
17 sectionsContents
- Medical uses
- Available forms
- Non-medical uses
- Side effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Detection in body fluids
- History
- Society and culture
- Generic names
- Brand names
- Legal status
- Doping in sports
- References
- External links
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.
Excerpted from Wikipedia’s “methandrostenolone” article, available under the CC BY-SA 4.0 licence.