Methylstenbolone

Methylstenbolone, known by the nicknames M-Sten, Methyl-Sten, and Ultradrol, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-methylated derivative of dihydrotestosterone (DHT) which was never introduced for medical use.^[1][2][3] It is a designer steroid and has been sold via the internet marketed as a dietary/nutritional supplement.^[1][2][3]

Methylstenbolone

Clinical data
Other names	M-Sten; Methyl-Sten; Ultradol; NSC-74234; 2,17α-Dimethyl-δ1-4,5α-dihydrotestosterone; 2,17α-Dimethyl-δ1-DHT; 2,17α-Dimethyl-5α-androst-1-en-17β-ol-3-one
Routes of administration	intramuscular By mouth
Drug class	Androgen; Anabolic steroid
ATC code	None
Pharmacokinetic data
Bioavailability	98%
Identifiers
IUPAC name (5S,8R,9S,10S,13S,14S,17S)-17-Hydroxy-2,10,13,17-tetramethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopenta[a]phenanthren-3-one
CAS Number	6176-38-1
PubChem CID	252380
ChemSpider	221137
UNII	SE6T9C1YMB
ChEBI	CHEBI:79535
CompTox Dashboard (EPA)	DTXSID301045943
Chemical and physical data
Formula	C21H32O2
Molar mass	316.485 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC1=C[C@]2([C@@H](CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C)O)C)CC1=O)C
InChI InChI=1S/C21H32O2/c1-13-12-19(2)14(11-18(13)22)5-6-15-16(19)7-9-20(3)17(15)8-10-21(20,4)23/h12,14-17,23H,5-11H2,1-4H3/t14-,15+,16-,17-,19-,20-,21-/m0/s1 Key:TVTSDURKYARCML-IYRCEVNGSA-N

Side effects

See also: Anabolic steroid § Adverse effects

Chemistry

See also: List of androgens/anabolic steroids

Methylstenbolone, also known as 2,17α-dimethyl-δ¹-4,5α-dihydrotestosterone (2,17α-dimethyl-δ¹-DHT) or as 2,17α-dimethyl-5α-androst-1-en-17β-ol-3-one, is a synthetic androstane steroid and a 17α-alkylated derivative of DHT. It is the 17α-methylated derivative of stenbolone, as well as the δ¹-isomer of methasterone (2α,17α-dimethyl-DHT). Related AAS include mestanolone and methyl-1-testosterone.

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.
2. Kimergård A, Walker C, Cowan D (2015). "Potent and untested drugs sold as "dietary supplements"" (PDF). BMJ. 351: h4181. doi:10.1136/bmj.h4181. PMID 26245332. S2CID 8235692.
3. Joseph JF, Parr MK (2015). "Synthetic androgens as designer supplements". Curr Neuropharmacol. 13 (1): 89–100. doi:10.2174/1570159X13666141210224756. PMC 4462045. PMID 26074745.