Desoxymethyltestosterone

Desoxymethyltestosterone
Clinical data
Other names	DMT; Madol; Pheraplex; 3-Desoxy-17α-methyl-δ2-5α-dihydrotestosterone; 3-Desoxy-17α-methyl-δ2-DHT; 17α-Methyl-5α-androst-2-en-17β-ol; NSC-63329; SC-11977
Pregnancy; category	X;
Routes of; administration	By mouth
Drug class	Androgen; Anabolic steroid
ATC code	None;
Legal status
Legal status	UK: Class C; US: Schedule III;
Identifiers
	IUPAC name (5S,8R,9S,10S,13S,14S,17S)-10,13,17-trimethyl-1,4,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol;
CAS Number	3275-64-7 ;
PubChem CID	18651;
ChemSpider	17611 ;
UNII	B9E9G5A169;
CompTox Dashboard (EPA)	DTXSID50872931 ;
Chemical and physical data
Formula	C20H32O
Molar mass	288.475 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O[C@@]4([C@@]2([C@H]([C@@H]1CC[C@@H]3[C@]([C@H]1CC2)(C)C\C=C/C3)CC4)C)C;
	InChI InChI=1S/C20H32O/c1-18-11-5-4-6-14(18)7-8-15-16(18)9-12-19(2)17(15)10-13-20(19,3)21/h4-5,14-17,21H,6-13H2,1-3H3/t14-,15-,16+,17+,18+,19+,20+/m1/s1 ; Key:FRVHJVATKMIOPQ-PAPWGAKMSA-N ;
	(verify)

Desoxymethyltestosterone (DMT), known by the nicknames Madol and Pheraplex, is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-methylated derivative of dihydrotestosterone (DHT) which was never marketed for medical use. It was one of the first designer steroids to be marketed as a performance-enhancing drug to athletes and bodybuilders.

Desoxymethyltestosterone is sometimes abbreviated as DMT, though it should not be confused with the hallucinogen dimethyltryptamine, which is also known by the same acronym.

Clinical data

Other names	DMT; Madol; Pheraplex; 3-Desoxy-17α-methyl-δ²-5α-dihydrotestosterone; 3-Desoxy-17α-methyl-δ²-DHT; 17α-Methyl-5α-androst-2-en-17β-ol; NSC-63329; SC-11977
Pregnancy category	X
Routes of administration	By mouth
Drug class	Androgen; Anabolic steroid
ATC code	None
Legal status
Legal status	UK: Class C US: Schedule III
Identifiers
IUPAC name (5S,8R,9S,10S,13S,14S,17S)-10,13,17-trimethyl-1,4,5,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol
CAS Number	3275-64-7^Y
PubChem CID	18651
ChemSpider	17611^Y
UNII	B9E9G5A169
CompTox Dashboard (EPA)	DTXSID50872931
Chemical and physical data
Formula	C₂₀H₃₂O
Molar mass	288.475 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O[C@@]4([C@@]2([C@H]([C@@H]1CC[C@@H]3[C@]([C@H]1CC2)(C)C\C=C/C3)CC4)C)C
InChI InChI=1S/C20H32O/c1-18-11-5-4-6-14(18)7-8-15-16(18)9-12-19(2)17(15)10-13-20(19,3)21/h4-5,14-17,21H,6-13H2,1-3H3/t14-,15-,16+,17+,18+,19+,20+/m1/s1^Y Key:FRVHJVATKMIOPQ-PAPWGAKMSA-N^Y
(verify)