1.0 2011-09-21 00:19:33 UTC 2015-07-21 06:57:21 UTC FDB022782 Finasteride Finasteride is an androgen antagonist. Finasteride is one of the currently available pharmacologic treatment modalities with proven efficacy for treatment of androgenetic alopecia. Androgenetic alopecia (AGA), or male pattern hair loss, affects approximately 50% of the male population. AGA is an androgen-related condition in genetically predisposed individuals. There is no treatment to completely reverse AGA in advanced stages, but with medical treatment (e.g., finasteride), the progression can be arrested and partly reversed in the majority of patients who have mild to moderate AGA. Finasteride may increase the sensitivity of prostate specific antigen to detect prostate cancer. At present, finasteride remains the only intervention shown in long-term prospective phase III clinical trials to reduce the incidence of prostate cancer. (PMID: 18044109, 17543725, 17414641, 17415094, 17394699) [HMDB] (5a,17b)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide (5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide (5α,17β)-(1,1-dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide Chibro-proscar Finasterida Finasteridum Finastid Finpecia Propecia Proscar Prostide C23H36N2O2 372.5441 372.277678406 (1S,2R,10S,11S,14S,15S)-N-tert-butyl-5-hydroxy-2,15-dimethyl-6-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,5-diene-14-carboximidic acid (1S,2R,10S,11S,14S,15S)-N-tert-butyl-5-hydroxy-2,15-dimethyl-6-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,5-diene-14-carboximidic acid 98319-26-7 [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4NC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)NC(C)(C)C InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18?,22-,23+/m0/s1 DBEPLOCGEIEOCV-SKTQUGAYSA-N belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Androgens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Aliphatic heteropolycyclic compounds 3-oxo-4-azasteroids 4-azasteroids and derivatives Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Secondary carboxylic acid amides 3-oxo-4-azasteroid 3-oxosteroid 4-azasteroid Aliphatic heteropolycyclic compound Androgen-skeleton Azacycle Azasteroid Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxosteroid Secondary carboxylic acid amide Solid logp 4.98 ALOGPS logs -5.59 ALOGPS solubility 9.48e-04 g/l ALOGPS logp 3.97 ChemAxon pka_strongest_acidic 4.86 ChemAxon pka_strongest_basic 6.23 ChemAxon iupac (1S,2R,10S,11S,14S,15S)-N-tert-butyl-5-hydroxy-2,15-dimethyl-6-azatetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,5-diene-14-carboximidic acid ChemAxon average_mass 372.5441 ChemAxon mono_mass 372.277678406 ChemAxon smiles [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4NC(=O)C=C[C@]4(C)[C@@]3([H])CC[C@]12C)C(=O)NC(C)(C)C ChemAxon formula C23H36N2O2 ChemAxon inchi InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18?,22-,23+/m0/s1 ChemAxon inchikey DBEPLOCGEIEOCV-SKTQUGAYSA-N ChemAxon polar_surface_area 65.18 ChemAxon refractivity 109.24 ChemAxon polarizability 44.03 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon HMDB01984 5062 #<Reference:0x000055ce32a50a18> #<Reference:0x000055ce32a50860> #<Reference:0x000055ce32a506a8> #<Reference:0x000055ce32a504c8> #<Reference:0x000055ce32a50310> #<Reference:0x000055ce32a50158> #<Reference:0x000055ce32a43de0> 3-oxo-5-alpha-steroid 4-dehydrogenase 1 P18405 SRD5A1 Androgen receptor P10275 AR