Mestanolone

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Mestanolone
Mestanolone.png
Clinical data
Trade names Andoron, Notandron
AHFS/Drugs.com International Drug Names
Pregnancy
category
  • US: X (Contraindicated)
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
Pharmacokinetic data
Bioavailability 99% oral
Protein binding yes
Metabolism Hepatic
Biological half-life ?
Excretion Renal
Identifiers
Synonyms (5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.007.549
Chemical and physical data
Formula C20H32O2
Molar mass 304.467 g/mol
3D model (JSmol)
 NYesY (what is this?)  (verify)

Mestanolone (brand names Andoron, Notandron), also known as methylandrostanolone, is an orally active anabolic-androgenic steroid (AAS) and the 17α-methylated derivative of dihydrotestosterone (DHT).[1][2]

Side effects[edit]

Pharmacology[edit]

Due to inactivation by 3α-hydroxysteroid dehydrogenase (3α-HSD) in skeletal muscle, mestanolone is described as a very poor anabolic agent, similarly to DHT.[2] As mestanolone is already 5α-reduced, it cannot be aromatized and hence has no propensity for estrogenic side effects such as gynecomastia.[2] The drug also has no progestogenic activity.[2] Like other 17α-alkylated AAS, mestanolone is hepatotoxic.[2]

Chemistry[edit]

Mestanolone, also known as 17α-methyl-5α-dihydrotestosterone (17α-methyl-DHT) or as 17α-methyl-5α-androstan-17β-ol-3-one, is a synthetic, 17α-alkylated androstane steroid and a derivative of DHT differing from it only in the presence of a methyl group at the C17α position.[1][2] Close synthetic relatives of mestanolone include oxandrolone (2-oxa-17α-methyl-DHT), oxymetholone (2-hydroxymethylene-17α-methyl-DHT), and stanozolol (a derivative of 17α-methyl-DHT (mestanolone) with a pyrazole ring fused to the A ring).[1][2]

See also[edit]

References[edit]

  1. ^ a b c J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 775–. ISBN 978-1-4757-2085-3. 
  2. ^ a b c d e f g William Llewellyn (2009). Anabolics. Molecular Nutrition Llc. p. 241. ISBN 978-0967930473.