Structure via PubChem · Public domain (PubChem)
methandriol
Sign in to saveAlso known as methylandrostenediol, 17α-methylandrost-5-ene-3β,17β-diol, Crestabolic, Cytobolin, Diandren, Madiol, Stenediol, Mestenediol
Methandriol (brand names Anabol, Crestabolic, Cytobolin, Diandren, Durabolic, Madiol, Mestenediol, Methabolic, Methydiol, Sterabolic, Stenediol), also known as methylandrostenediol, is an androgen and anabolic steroid (AAS) medication which was developed by Organon and is used in both oral and injectable (as methandriol dipropionate, methandriol propionate, or methandriol bisenanthoyl acetate) formulations. It is an orally active 17α-alkylated AAS and a derivative of the endogenous androgen prohormone androstenediol.
Chemical data
- Formula
- C20H32O2
- Molecular weight
- 304.5 g/mol
- IUPAC name
- (3S,8R,9S,10R,13S,14S,17S)-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-diol
- SMILES
- C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)O
- InChIKey
- WRWBCPJQPDHXTJ-DTMQFJJTSA-N
- XLogP
- 3.7
- Polar surface area
- 40.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
154 papers- Detection of urinary metabolites common to structurally related 17alpha-alkyl anabolic steroids in horses and application to doping tests in racehorses: methandienone, methandriol, and oxymetholone.Journal of analytical toxicology · 2008
- Methylandrostenediol.The Journal of clinical endocrinology and metabolism · 1951
- [Mastodynias].Minerva medica · 1980
- Amlexanox reduces new-onset atrial fibrillation risk in sepsis by downregulating S100A12: a Mendelian randomization study.Frontiers in cardiovascular medicine · 2024
- False pregnancy.The Veterinary clinics of North America. Small animal practice · 1982
via PubMed
Wikidata facts
- Mass
- 304.24023
Show 4 more facts
- chemical formula
- C₂₀H₃₂O₂
- canonical SMILES
- CC12CCC(CC1=CCC3C2CCC4(C3CCC4(C)O)C)O
- Commons category
- Methandriol
- isomeric SMILES
- C[C@]12CC[C@@H](CC1=CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)O
via Wikidata · CC0
~3 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Available forms
- Chemistry
- History
- Society and culture
- Generic names
- Availability
- References
- External links
Methandriol (brand names Anabol, Crestabolic, Cytobolin, Diandren, Durabolic, Madiol, Mestenediol, Methabolic, Methydiol, Sterabolic, Stenediol), also known as methylandrostenediol, is an androgen and anabolic steroid (AAS) medication which was developed by Organon and is used in both oral and injectable (as methandriol dipropionate, methandriol propionate, or methandriol bisenanthoyl acetate) formulations. It is an orally active 17α-alkylated AAS and a derivative of the endogenous androgen prohormone androstenediol.
==Medical uses== Methandriol has been used in the treatment of breast cancer in women. It has been reported to be almost as virilizing as comparable doses of testosterone propionate and methyltestosterone in women.
Excerpted from Wikipedia’s “methandriol” article, available under the CC BY-SA 4.0 licence.
Available in 8 languages
via Wikidata sitelinks · CC0