Structure via PubChem · Public domain (PubChem)
methyltestosterone
Sign in to saveAlso known as 17-methyltestosterone, NSC-9701, 17-beta-hydroxy-17-methylandrost-4-en-3-one, 17alpha-methyl-Delta(4)-androsten-17beta-ol-3-one, 17alpha-methyl-3-oxo-4-androsten-17beta-ol, 17alpha-methyltestosterone, 17(alpha)-methyl-Delta(4)-androsten-17(beta)-ol-3-one, 17beta-hydroxy-17-methylandrost-4-en-3-one
Methyltestosterone, sold under the brand names Android, Metandren, and Testred among others, is an androgen and anabolic steroid (AAS) medication which is used in the treatment of low testosterone levels in men, delayed puberty in boys, at low doses as a component of menopausal hormone therapy for menopausal symptoms like hot flashes, osteoporosis, and low sexual desire in women, and to treat breast cancer in women. It is taken by mouth or held in the cheek or under the tongue.
Key facts
- Drug.Verifiedfields
- verified
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 434903709
- Drug.IUPAC_name
- (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- Drug.image
- Methyltestosterone.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225px
- Drug.image2
- Methyltestosterone molecule ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 235px
- Drug.tradename
- Agoviron, Android, Metandren, Oraviron, Oreton, Testovis, Testred, Virilon, others
- Drug.pregnancy_AU
- D
- Drug.pregnancy_US
- X
- Drug.legal_BR
- C5
- Drug.legal_CA
- Schedule IV
- Drug.legal_US
- Schedule III
- Drug.legal_AU
- Schedule 4
- Drug.legal_status
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C20H30O2
- Molecular weight
- 302.5 g/mol
- IUPAC name
- (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- SMILES
- C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C
- InChIKey
- GCKMFJBGXUYNAG-HLXURNFRSA-N
- XLogP
- 3.4
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
1,931 papers- A Simple Method for Inducing Masculinization of Zebrafish Stocks Using 17α-Methyltestosterone.Zebrafish · 2022
- Calusterone.Annals of internal medicine · 1978
- Synthesis and chemical reactions of the steroidal hormone 17α-methyltestosterone.Steroids · 2016
- SFC-MS/MS for orthogonal separation of hydroxylated 17α-methyltestosterone isomers.Drug testing and analysis · 2024
- Cyclosporine-methyltestosterone interaction.Nephron · 1991
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 302.225
- Has use
- medication
Show 10 more facts
- chemical formula
- C₂₀H₃₀O₂
- medical condition treated
- hypogonadism
- canonical SMILES
- CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(C)O)C
- isomeric SMILES
- C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C
- World Health Organisation international non-proprietary name
- methyltestosterone
- defined daily dose
- 25
- Commons category
- Methyltestosterone
- physically interacts with
- androgen receptor
- different from
- oxymetholone
- stylized name
- methylTESTOSTERone
Sources (8)
via Wikidata · CC0
~13 min read
Encyclopedic overview
30 sectionsContents
- Uses
- Medical
- Non-medical
- Available forms
- Contraindications
- Side effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Excretion
- Chemistry
- Derivatives
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- With an estrogen
- Availability
- United States
- Other countries
- Legal status
- See also
- References
- Further reading
- External links
Methyltestosterone, sold under the brand names Android, Metandren, and Testred among others, is an androgen and anabolic steroid (AAS) medication which is used in the treatment of low testosterone levels in men, delayed puberty in boys, at low doses as a component of menopausal hormone therapy for menopausal symptoms like hot flashes, osteoporosis, and low sexual desire in women, and to treat breast cancer in women. It is taken by mouth or held in the cheek or under the tongue.
Side effects of methyltestosterone include symptoms of masculinization like acne, increased hair growth, voice changes, and increased sexual desire. It can also cause estrogenic effects like fluid retention, breast tenderness, and breast enlargement in men and 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 moderate androgenic effects and moderate anabolic effects, which make it useful for producing masculinization.
Excerpted from Wikipedia’s “methyltestosterone” article, available under the CC BY-SA 4.0 licence.