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Methylclostebol

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Methylclostebol
Clinical data
Other namesChloromethyltestosterone; CMT; 4-Chloro-17α-methyltestosterone; 4-Chloro-17α-methylandrost-4-en-17β-ol-3-one
Routes of
administration
Oral
Legal status
Legal status
Identifiers
  • (8R,9S,10R,13S,14S,17S)-4-Chloro-17-hydroxy-10,13,17-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
UNII
ChEBI
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC20H29ClO2
Molar mass336.90 g·mol−1
3D model (JSmol)
  • C[C@]12CCC(=O)C(=C1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)Cl
  • InChI=1S/C20H29ClO2/c1-18-9-8-16(22)17(21)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h12-14,23H,4-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1
  • Key:SOMOGWLYTLQJGT-XMUHMHRVSA-N

Methylclostebol, also known as4-chloro-17α-methyltestosterone or as4-chloro-17α-methylandrost-4-en-17β-ol-3-one, is asynthetic,orally activeanabolic-androgenic steroid (AAS) anddesigner steroid that has been sold on the Internet as a "dietary supplement",[1][2] but it has never been studied for medical use.[3] It is the 17α-alkylated variant ofclostebol (4-chlorotestosterone).[4]

Rahnema, Crosnoe, and Kim (2015) reported that German athletes used methylclostebol as aperformance enhancing drug in the 1960s and 1970s, but this has not been substantiated.[3] The compound is listed as a banned anabolic agent by theWorld Anti-Doping Agency.[5]

See also

[edit]

References

[edit]
  1. ^Rahnema CD, Crosnoe LE, Kim ED (March 2015)."Designer steroids - over-the-counter supplements and their androgenic component: review of an increasing problem".Andrology.3 (2):150–155.doi:10.1111/andr.307.PMID 25684733.S2CID 6999218.
  2. ^Pope HG, Wood RI, Rogol A, Nyberg F, Bowers L, Bhasin S (June 2014)."Adverse health consequences of performance-enhancing drugs: an Endocrine Society scientific statement".Endocrine Reviews.35 (3):341–375.doi:10.1210/er.2013-1058.PMC 4026349.PMID 24423981.
  3. ^abRahnema CD, Crosnoe LE, Kim ED (March 2015)."Designer steroids - over-the-counter supplements and their androgenic component: review of an increasing problem".Andrology.3 (2):150–155.doi:10.1111/andr.307.PMID 25684733.S2CID 6999218.
  4. ^Lootens L, Van Eenoo P, Pozo Mendoza OJ, Meulemans P, Leroux-Roels G, Delbeke F (2010)."Application of in vivo urinary steroid detection in uPA+/+-SCID chimeric mice.".28th Cologne workshop on Dope Analysis (Manfred Donike workshop). Vol. 18. pp. 52–61.
  5. ^"World Anti-Doping Code: International Standard Prohibited List"(PDF). January 2017.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
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