Turosteride
Basic information
- CAS
137099-09-3- Standard SMILES
CC(C)NC(=O)N(C(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4N(C)C(=O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C- InChIKey
WMPQMBUXZHMEFZ-YJPJVVPASA-N- Molecular formula
- C27H45N3O3
- Average molar mass
- 459.7 g/mol
- Monoisotopic mass
- 459.34609231
Overview
Turosteride is a 3-hydroxy steroid. It has a role as an androgen.
Names & identifiers
- Preferred name
- Turosteride
- IUPAC
- (1S,3aS,3bS,5aR,9aR,9bS,11aS)-6,9a,11a-trimethyl-7-oxo-N-propan-2-yl-N-(propan-2-ylcarbamoyl)-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1H-indeno[5,4-f]quinoline-1-carboxamide
- English name
- Turosteride
- Molecular formula
- C27H45N3O3
- Molecular weight
- 459.66
Names & synonyms
Turosteride137099-09-3turosteridaLU1LTK666WFCE 26073FCE-26073DTXSID0010293941,3-Diisopropyl-1-((4-methyl-3-oxo-4-aza-5alpha-androstan-17beta-yl)carbonyl)ureaturosteridumRefChem:192583DTXCID6015146581-(4-methyl-3-oxo-4-aza-5 alpha-androstane-17 beta-carbonyl)-1,3-diisopropylurea
Show more names
1H-Indeno[5,4-f]quinoline-7-carboxamide, hexadecahydro-1,4a,6a-trimethyl-N-(1-methylethyl)-N-[[(1-methylethyl)amino]carbonyl]-2-oxo-, (4aR,4bS,6aS,7S,9aS,9bS,11aR)-
Turosteride [INN](1S,3aS,3bS,5aR,9aR,9bS,11aS)-6,9a,11a-trimethyl-7-oxo-N-propan-2-yl-N-(propan-2-ylcarbamoyl)-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1H-indeno[5,4-f]quinoline-1-carboxamideUNII-LU1LTK666WTurosteridfce26073SCHEMBL62002orb1737788CHEMBL1908332
Database identifiers
- CAS
137099-09-3
Properties
Computed structural properties
- XLogP
- 5.2
- Topological polar surface area
- 69.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 810
Physicochemical properties
- FDA UNII
- 1 LTK666W · LU1LTK666W
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs that inhibit 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE. They are commonly used to reduce the production of DIHYDROTESTOSTERONE.
Applications
UsesTurosteride is a selective 5 alpha-reductase inhibitor, with IC50 values of 55 and 53 nM for human and rat prostatic 5 alpha-reductases, respectively. Turosteride can reduce the prostate and seminal vesicle weights[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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