Methandriol propionate

Methandriol propionate (brand name Metilbisexovis), or methylandrostenediol propionate, also known as 17α-methylandrost-5-ene-3β,17β-diol 3β-propionate, is a synthetic, injected anabolic-androgenic steroid (AAS) and a 17α-alkylated derivative of 5-androstenediol that is or was marketed by Vister in Italy.[1][2][3] It is an androgen ester – specifically, the C3,17β propionate ester of methandriol (17α-methyl-5-androstenediol) – and acts as a prodrug of methandriol in the body.[1] Methandriol propionate is administered by intramuscular injection and, relative to methandriol, has an extended duration via this route due to a depot effect afforded by its ester.

Methandriol propionate
Clinical data
Trade namesMetilbisexovis
Other namesMethylandrostenediol propionate; Methylandrostenediol 3β-propionate; 17α-Methylandrost-5-ene-3β,17β-diol 3β-propionate
Routes of
administration		Intramuscular injection
Identifiers
IUPAC name
  • [(3S,8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] propanoate
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC23H36O3
Molar mass360.538 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@]4(C)O)C)C
InChI
  • InChI=1S/C23H36O3/c1-5-20(24)26-16-8-11-21(2)15(14-16)6-7-17-18(21)9-12-22(3)19(17)10-13-23(22,4)25/h6,16-19,25H,5,7-14H2,1-4H3/t16-,17+,18-,19-,21-,22-,23-/m0/s1
  • Key:YAZVIHSCBXWIRW-ZGIWMXSJSA-N

See also

References
  1. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 663–. ISBN 978-3-88763-075-1.
  2. Charles D. Kochakian (6 December 2012). Anabolic-Androgenic Steroids. Springer Science & Business Media. pp. 635–. ISBN 978-3-642-66353-6.
  3. DE RUGGIERI P, DE GIUSEPPE L (1953). "[Determination and identification of hormonal steroids in pharmaceutical preparations. IV. Solutions of methylandrostenediol propionate and androstenedion dipropionate in oil]". Farmaco Sci. 8 (12): 703–5. PMID 13142030.



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