Methyl-1-testosterone

Methyl-1-testosterone
Clinical data
Other names	M1T; SC-11195; Methyldihydroboldenone; 17α-Methyl-1-testosterone; 17α-Methyl-4,5α-dihydro-δ1-testosterone; 17α-Methyl-δ1-DHT; 17α-Methyl-5α-androst-1-en-17β-ol-3-one
Routes of; administration	By mouth
Identifiers
	IUPAC name (5S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopenta[a]phenanthren-3-one;
CAS Number	65-04-3 ;
PubChem CID	7092657;
ChemSpider	5442174;
UNII	21O907N0NH;
CompTox Dashboard (EPA)	DTXSID20879831 ;
ECHA InfoCard	100.219.594
Chemical and physical data
Formula	C20H30O2
Molar mass	302.458 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C4\C=C/[C@]1([C@@H](CC[C@@H]2[C@@H]1CC[C@]3([C@H]2CC[C@@]3(O)C)C)C4)C;
	InChI InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,13,15-17,22H,4-5,7-8,10-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1; Key:JRNSSSJKIGAFCT-YDSAWKJFSA-N;

Methyl-1-testosterone (M1T; developmental code name SC-11195), also known as 17α-methyl-4,5α-dihydro-δ¹-testosterone (17α-methyl-δ¹-DHT) or 17α-methyl-5α-androst-1-en-17β-ol-3-one, as well as methyldihydroboldenone, is a synthetic and orally active anabolic–androgenic steroid (AAS)^[1] which was never marketed for medical use. It is the 17α-methyl derivative of 1-testosterone (Δ¹-DHT; dihydroboldenone).

Methyl-1-testosterone is on the World Anti-Doping Agency's list of prohibited substances,^[2] and is therefore banned from use in most major sports.

References

^ Parr MK, Blatt C, Zierau O, Hess C, Gütschow M, Fusshöller G, Opfermann G, Schänzer W, Diel P (December 2011). "Endocrine characterization of the designer steroid methyl-1-testosterone: investigations on tissue-specific anabolic-androgenic potency, side effects, and metabolism". Endocrinology. 152 (12): 4718–28. doi:10.1210/en.2011-1164. PMID 21990312.
^ "The World Anti-Doping Code: The 2012 Prohibited List" (PDF). World Anti-Doping Agency. Archived from the original (PDF) on 2012-05-13. Retrieved 2012-07-17.

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[Parr_2011-1] Parr MK, Blatt C, Zierau O, Hess C, Gütschow M, Fusshöller G, Opfermann G, Schänzer W, Diel P (December 2011). "Endocrine characterization of the designer steroid methyl-1-testosterone: investigations on tissue-specific anabolic-androgenic potency, side effects, and metabolism". Endocrinology. 152 (12): 4718–28. doi:10.1210/en.2011-1164. PMID 21990312.

[2] "The World Anti-Doping Code: The 2012 Prohibited List" (PDF). World Anti-Doping Agency. Archived from the original (PDF) on 2012-05-13. Retrieved 2012-07-17.

[1]

[2]

Clinical data

Other names	M1T; SC-11195; Methyldihydroboldenone; 17α-Methyl-1-testosterone; 17α-Methyl-4,5α-dihydro-δ¹-testosterone; 17α-Methyl-δ¹-DHT; 17α-Methyl-5α-androst-1-en-17β-ol-3-one
Routes of administration	By mouth
Identifiers
IUPAC name (5S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-5,6,7,8,9,11,12,14,15,16-decahydro-4H-cyclopenta[a]phenanthren-3-one
CAS Number	65-04-3^Y
PubChem CID	7092657
ChemSpider	5442174
UNII	21O907N0NH
CompTox Dashboard (EPA)	DTXSID20879831
ECHA InfoCard	100.219.594
Chemical and physical data
Formula	C₂₀H₃₀O₂
Molar mass	302.458 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C4\C=C/[C@]1([C@@H](CC[C@@H]2[C@@H]1CC[C@]3([C@H]2CC[C@@]3(O)C)C)C4)C
InChI InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h6,9,13,15-17,22H,4-5,7-8,10-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1 Key:JRNSSSJKIGAFCT-YDSAWKJFSA-N