Normethandrone

Normethandrone

Clinical data
Routes of administration	By mouth
ATC code	G03DC31 (WHO)
Identifiers
IUPAC name (8R,9S,10R,13S,14S,17S)-17-Hydroxy-13,17-dimethyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms	17α-Methylestr-4-en-17β-ol-3-one; Lutenin; Matronal; Metalutin; Methalutin; Methylestrenolone; Methylnortestosterone; Normetandrone; Normethandrolone; Normethisterone; Normethanedrolone; Orgasteron; RU-598; NSC-10039
CAS Number	514-61-4
PubChem CID	5284597
ChemSpider	4447645
UNII	743F1Z557A
ChEMBL	CHEMBL269549
ECHA InfoCard	100.007.440
Chemical and physical data
Formula	C19H28O2
Molar mass	288.42 g/mol
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CCC4=CC(=O)CC[C@H]34
InChI InChI=1S/C19H28O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h11,14-17,21H,3-10H2,1-2H3/t14-,15+,16+,17-,18-,19-/m0/s1 Key:ZXSWTMLNIIZPET-ZOFHRBRSSA-N

Normethandrone (brand names Metalutin, Orgasteron, Lutenin, Matronal), also known as methylestrenolone, normethandrolone, and normethisterone, as well as 17α-methyl-19-nortestosterone or 17α-methylestr-4-en-17β-ol-3-one, is an orally active anabolic-androgenic steroid (AAS) and progestin. It has been marketed since 1957. Normethandrone is the 17α-methylated derivative of nandrolone (19-nortestosterone) and the 17α-methyl variant of norethisterone (17α-ethynyl-19-nortestosterone).