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Methoxydienone

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Steroid Pharmaceutical compound
Methoxydienone
Clinical data
Other namesMethoxygonadiene; 3-Methoxy-17-dehydro-18-methyl-19-nor-δ-testosterone; 13β-Ethyl-3-methoxygona-2,5(10)-dien-17-one; 18-Methyl-19-nor-δ-epiandrosterone 3-methyl ether
Routes of
administration		By mouth
Identifiers
IUPAC name
  • (8R,9S,13S,14S)-13-Ethyl-3-methoxy-4,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopentaphenanthren-17-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC20H28O2
Molar mass300.442 g·mol
3D model (JSmol)
SMILES
  • CC12CC3(1CCC2=O)CCC4=C3CC=C(C4)OC
InChI
  • InChI=1S/C20H28O2/c1-3-20-11-10-16-15-7-5-14(22-2)12-13(15)4-6-17(16)18(20)8-9-19(20)21/h5,16-18H,3-4,6-12H2,1-2H3/t16-,17-,18+,20+/m1/s1
  • Key:PQMRKLSVUBRLLQ-XSYGEPLQSA-N
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Find sources: "Methoxydienone" – news · newspapers · books · scholar · JSTOR (January 2022)

Methoxydienone, also known as methoxygonadiene, as well as 3-methoxy-17-dehydro-18-methyl-19-nor-δ-testosterone or 13β-ethyl-3-methoxygona-2,5(10)-dien-17-one, is a synthetic anabolic-androgenic steroid (AAS) and progestogen of the 19-nortestosterone group related to levonorgestrel which was never marketed. It was synthesized in the 1960s and 1970s by chemist Herchel Smith and his colleagues while they were developing progestins for use in oral contraceptives. The drug is a potent anabolic when administered via injection with an anabolic:androgenic ratio of approximately 54:27 relative to testosterone propionate and 90:625 relative to nandrolone. Methoxydienone is not 17α-alkylated (instead featuring a ketone at the C17 position) and no data exist regarding its oral activity in humans. It has been sold on the Internet as a designer steroid.

See also

References

  1. ^ 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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Estrogen receptor modulators
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See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens


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