Stenbolone

Stenbolone is an anabolic–androgenic steroid (AAS) of the dihydrotestosterone (DHT) group which was never marketed.[1][2][3][4] A C17β ester prodrug of stenbolone, stenbolone acetate, is used as an AAS for depot intramuscular injection under the brand names Anatrofin and Stenobolone.[1][3]

Stenbolone
Clinical data
Other names2-Methyl-5α-androst-1-en-17β-ol-3-one; 2-Methyl-δ1-4,5α-dihydrotestosterone; 2-Methyl-δ1-DHT; Deacetylanatrofin
Routes of
administration		Intramuscular injection (as stenbolone acetate)
Drug classAndrogen; Anabolic steroid
Identifiers
IUPAC name
  • (5S,8R,9S,10S,13S,14S,17S)-17-Hydroxy-2,10,13-trimethyl-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H30O2
Molar mass302.458 g·mol−1
3D model (JSmol)
SMILES
  • CC1=C[C@]2([C@@H](CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)CC1=O)C
InChI
  • InChI=1S/C20H30O2/c1-12-11-20(3)13(10-17(12)21)4-5-14-15-6-7-18(22)19(15,2)9-8-16(14)20/h11,13-16,18,22H,4-10H2,1-3H3/t13-,14-,15-,16-,18-,19-,20-/m0/s1
  • Key:GYBGISLVORKLBN-YNZDMMAESA-N
  (verify)

Chemistry
See also: List of androgens/anabolic steroids

Stenbolone, also known as 2-methyl-δ1-4,5α-dihydrotestosterone (2-methyl-δ1-DHT) or as 2-methyl-5α-androst-1-en-17β-ol-3-one, is a synthetic androstane steroid and a derivative of DHT.[1][3] It is closely related structurally to drostanolone (2-methyl-DHT), 1-testosterone (δ1-DHT), and methylstenbolone (17α-methylstenbolone).[5]

Society and culture

Generic names

Stenbolone is the generic name of the drug and its INN.[1][3][4]

References
  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1–. ISBN 978-1-4757-2085-3.
  2. William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 301–. ISBN 978-0-9828280-1-4.
  3. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 962–. ISBN 978-3-88763-075-1.
  4. I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 261–. ISBN 978-94-011-4439-1.
  5. Rahnema CD, Crosnoe LE, Kim ED (2015). "Designer steroids - over-the-counter supplements and their androgenic component: review of an increasing problem". Andrology. 3 (2): 150–5. doi:10.1111/andr.307. PMID 25684733. S2CID 6999218.
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