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Bolasterone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Bolasterone
Clinical data
Trade namesMyagen, Methosarb
Other namesU-19763; NSC-66233; 7α,17α-Dimethyltestosterone; 7α,17α-Dimethylandrost-4-en-17β-ol-3-one
Routes of
administration		By mouth
Legal status
Legal status
Identifiers
  • (7R,8R,9S,10R,13S,14S,17S)-17-hydroxy-7,10,13,17-tetramethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.015.018Edit this at Wikidata
Chemical and physical data
FormulaC21H32O2
Molar mass316.485 g·mol−1
3D model (JSmol)
  • O=C4\C=C3/[C@]([C@H]2CC[C@]1([C@@H](CC[C@@]1(O)C)[C@@H]2[C@H](C)C3)C)(C)CC4
  • InChI=1S/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16+,17+,18-,19+,20+,21+/m1/s1
  • Key:IVFYLRMMHVYGJH-VLOLGRDOSA-N

Bolasterone (INNTooltip International Nonproprietary Name,USANTooltip United States Adopted Name) (brand namesMyagen,Methosarb; former developmental code nameU-19763), also known as7α,17α-dimethyltestosterone, is a17α-alkylatedandrogen/anabolic steroid (AAS) which is used inveterinary medicine.[2][3] It has close structural similarity totestosterone, and likemethyltestosterone has amethyl group at C17α in order to increaseoralbioavailability.[2] In addition, it is also 7α-methylated, similar to its 7β-methylatedisomercalusterone.[2] The medication has a low to moderate ratio ofanabolic toandrogenic activity, similar to that offluoxymesterone.[4]

Bolasterone is on theWorld Anti-Doping Agency's list of prohibited substances,[5] and is therefore banned from use in most major sports.

References

[edit]
  1. ^Anvisa (2023-03-31)."RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese).Diário Oficial da União (published 2023-04-04).Archived from the original on 2023-08-03. Retrieved2023-08-15.
  2. ^abcElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 646–.ISBN 978-1-4757-2085-3.
  3. ^Morton IK, Hall JS (6 December 2012).Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 52–.ISBN 978-94-011-4439-1.
  4. ^Kochakian CD (6 December 2012).Anabolic-Androgenic Steroids. Springer Science & Business Media. pp. 377, 401.ISBN 978-3-642-66353-6.
  5. ^"The World Anti-Doping Code: The 2020 Prohibited List"(PDF).World Anti-Doping Agency. Retrieved2019-12-28.
Androgens
(incl.AASTooltip anabolic–androgenic steroid)
ARTooltip Androgen receptoragonists
Progonadotropins
Antiandrogens
ARTooltip Androgen receptorantagonists
Steroidogenesis
inhibitors
5α-Reductase
Others
Antigonadotropins
Others
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists

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