Chemistry:Methoxydienone

Short description: Steroid

Methoxydienone

Clinical data
Other names	Methoxygonadiene; 3-Methoxy-17-dehydro-18-methyl-19-nor-δ2,5(10)-testosterone; 13β-Ethyl-3-methoxygona-2,5(10)-dien-17-one; 18-Methyl-19-nor-δ2,5(10)-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-cyclopenta[a]phenanthren-17-one
CAS Number	2322-77-2
PubChem CID	102242
ChemSpider	92372
UNII	12AU99WIMP
Chemical and physical data
Formula	C20H28O2
Molar mass	300.442 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC[C@]12CC[C@H]3[C@H]([C@@H]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

Methoxydienone, also known as methoxygonadiene, as well as 3-methoxy-17-dehydro-18-methyl-19-nor-δ^2,5(10)-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

• Bolandione
• Dehydroepiandrosterone
• Dienedione