Compound: Methyltrienolone
SMILES: O=C1C=C2C(=C3C=C[C@@]4([C@](O)(C)CC[C@H]4[C@@H]3CC2)C)CC1
InChIKey: CCCIJQPRIXGQOE-XWSJACJDSA-N
Synonyms: Methyltrienolone, METRIBOLONE, 965-93-5, Metribolona, 17alpha-Methyltrienolone, R1881, Metribolonum, Ru-1881, R 1881, RU 1881, 17-beta-Hydroxy-17-methylestra-4,9,11-trien-3-one, NSC-92858, DTXSID8034162, 2C323EGI97, (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one, estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17beta)-, Ru1881, (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta(a)phenanthren-3-one, RefChem:389124, DTXCID6014162, 17 beta-Hydroxy-17 alpha-methylestra-4,9,11-trien-3-one, 663-842-3, 17beta-Hydroxy-17-methylestra-4,9,11-trien-3-one, R-1881, [3H]methyltrienolone, R1881 (synthetic androgen), (17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE, 17-methyloestra-4,9,11-trien-3-one,17beta-ol, Metribolone (1.0mg/ml in Acetonitrile), (8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-3-one, MLS002695156, Metribolone [INN:DCF], Metribolonum [INN-Latin], Metribolona [INN-Spanish], UNII-2C323EGI97, Methyl trienolone, 1xow, CCCIJQPRIXGQOE-XWSJACJDSA-N, (1S,3aS,3bS,11aS)-1-hydroxy-1,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,11aH-cyclopenta[a]phenanthren-7-one, NSC 92858, 1e3g, 2ao6, Estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17b)-, [3H]R1881, METRIBOLONE [INN], [3H]-R1881, 17.alpha.-Methyltrienolone, METRIBOLONE [MART.], 17-.alpha.-Methyltrienolone, METHYLTRIENOLONE [MI], METRIBOLONE [WHO-DD], SCHEMBL114862, CHEMBL166444, GTPL2857, GTPL3457, CHEBI:379896, GLXC-02541, NSC92858, BDBM50367916, EX-A14292, AKOS015840270, DB02998, Metribolone (1 mg/ml in Acetonitrile), AC-32028, R1881, >=98% (HPLC), Q3333717, 17-.beta.-Hydroxy-17-methylestra-4,11-trien-3-one, 17alpha-Methyl-3-oxo-4,9,11-estratrien-17beta-ol, 17alpha-methyl-4,9,11,estratrien-17beta-ol-3-one, 3-Oxo-17beta-hydroxy-17-methylestra-4,9,11-triene, 17alpha-Methyl-17beta-hydroxyestr-4,9,11-trien-3-one, 17alpha-Methyl-17beta-hydroxyestra-4,9,11-trien-3-one, 17beta-Hydroxy-17alpha-methylestra-4,9,11-trien-3-one, Estra-4,11-trien-3-one, 17.beta.-hydroxy-17-methyl-, Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl-, 17alpha-methyl-17beta-hydroxy-estra-4,9,11-trien-3-one, 3-Oxo-17beta-hydroxy-17alpha-methylestra-4,9,11-triene, (17beta)-17-hydroxy-17-methyl-estra-4,9,11-triene-3-one, 17-beta-hydroxy-17-methylestra-4,9,11-trien-3-one (9CI), 17.BETA.-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE, 17alpha-Methyl-17beta-hydroxyestra-4,9(10),11-trien-3-one, Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl- (8CI), 17-beta-hydroxy-17-methyl-19-norandrosta-4,9,11-triene-3-one, Estra-4,11-trien-3-one, 17-hydroxy-17-methyl-, (17.beta.)-, Estra-4,9,11-trien-3-one, 17beta-hydroxy-17-methyl- (7CI,8CI), Estra-4,9,11-trien-3-one, 17-hydroxy-17-methyl-, (17beta)- (9CI), METHYLTRIENOLONE; 17BETA-HYDROXY-17METHYL-19NORANDROSTA-4,9,11-TRIEN-3-ONE; R1881
Theoretical properties:
molecular_formula: C19H24O2
molecular_weight: 284.4 g/mol
exact_mass: 284.177630004 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 17beta-hydroxy-17-methylestra-4,9,11-trien-3-one is a synthetic non-aromatisable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors. It has a role as an androgen. It is a 17beta-hydroxy steroid, a 3-oxo steroid and an anabolic androgenic steroid. It derives from a hydride of an estrane.
chebi: A synthetic non-aromatisable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.
chembl: METRIBOLONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Metribolone (developmental code R1881, also known as methyltrienolone) is a synthetic and orally active anabolic–androgenic steroid (AAS) and a 17α-alkylated nandrolone (19-nortestosterone) derivative which was never marketed for medical use but has been widely used in scientific research as a hot ligand in androgen receptor (AR) ligand binding assays (LBAs) and as a photoaffinity label for the AR. More precisely, metribolone is the 17α-methylated derivative of trenbolone. It was investigated briefly for the treatment of advanced breast cancer in women in the late 1960s and early 1970s, but was found to produce signs of severe hepatotoxicity at very low dosages, and its development was subsequently discontinued.