1.0 2011-09-21 00:24:28 UTC 2024-11-29 22:28:05 UTC FDB023086 Dihydrotestosterone A potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid. -- Pubchem; Dihydrotestosterone (DHT) (INN: androstanolone) is a biologically active metabolite of the hormone testosterone, formed primarily in the prostate gland, testes, hair follicles, and adrenal glands by the enzyme 5-alpha-reductase by means of reducing the alpha 4,5 double-bond. Dihydrotestosterone belongs to the class of compounds called androgens, also commonly called androgenic hormones or testoids. DHT is thought to be approximately 30 times more potent than testosterone because of increased affinity to the androgen receptor. -- Wikipedia [HMDB] 17-Hydroxy-androstan-3-one 17-Hydroxyandrostan-3-one 17b-Hydroxy-3-androstanone 17b-Hydroxy-5a-androstan-3-one 17b-Hydroxyandrostan-3-one 17beta-hydroxy-5alpha-androstan-3-one 17beta-Hydroxyandrostan-3-one 17β-hydroxy-5α-androstan-3-one 17β-hydroxyandrostan-3-one 4-Dihydrotestosterone 4,5a-Dihydrotestosterone 4,5alpha-Dihydrotestosterone 4,5α-dihydrotestosterone 5-a-Androstanolone 5-alpha-Androstanolone 5a-Androstan-17b-ol-3-one 5A-Androstan-3-on-17B-ol 5a-DHT 5a-Dihydrotestosterone 5alpha-androstan-17beta-ol-3-one 5alpha-DHT 5alpha-Dihydrotestosterone 5B-Androstan-3-on-17B-ol 5α-dht 5α-dihydrotestosterone Anaboleen Anabolex Andractim Androlone Androstalone Androstanolona Androstanolone Androstanolonum Cristerona MB DHT Dihydrotestosteron Dihydrotestosterone Drolban Neodrol Proteina Protona Stanaprol Stanolone Stanorone C19H30O2 290.4403 290.224580204 (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one 521-18-6 [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1 NVKAWKQGWWIWPM-ABEVXSGRSA-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 homopolycyclic compounds 17-hydroxysteroids 3-oxo-5-alpha-steroids Cyclic alcohols and derivatives Cyclic ketones Hydrocarbon derivatives Organic oxides Secondary alcohols 17-hydroxysteroid 3-oxo-5-alpha-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol 17beta-hydroxy steroid 17beta-hydroxyandrostan-3-one 3-oxo steroid Androgens Androstane and derivatives C19 steroids (androgens) and derivatives C19 steroids (androgens) and derivatives Solid logp 3.37 ALOGPS logs -4.46 ALOGPS solubility 9.98e-03 g/l ALOGPS logp 3.41 ChemAxon pka_strongest_acidic 19.38 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one ChemAxon average_mass 290.4403 ChemAxon mono_mass 290.224580204 ChemAxon smiles [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C ChemAxon formula C19H30O2 ChemAxon inchi InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1 ChemAxon inchikey NVKAWKQGWWIWPM-ABEVXSGRSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 83.6 ChemAxon polarizability 34.54 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Androgen and Estrogen Metabolism SMP00068 map00150 Metabolism and Physiological Effects of Androsterone sulfate SMP0127012 Specdb::EiMs 1139 Specdb::NmrOneD 3122 Specdb::CMs 23263 Specdb::CMs 27723 Specdb::CMs 29856 Specdb::CMs 38504 Specdb::CMs 99791 Specdb::CMs 99792 Specdb::CMs 137601 Specdb::CMs 145335 Specdb::MsMs 60588 Specdb::MsMs 60589 Specdb::MsMs 60590 Specdb::MsMs 116940 Specdb::MsMs 116941 Specdb::MsMs 116942 Specdb::MsMs 2244953 Specdb::MsMs 2245178 Specdb::MsMs 2247065 Specdb::MsMs 2247219 Specdb::MsMs 2249175 Specdb::MsMs 2249221 Specdb::MsMs 2454082 Specdb::MsMs 2454083 Specdb::MsMs 2454084 Specdb::MsMs 2485431 Specdb::MsMs 2485432 Specdb::MsMs 2485433 HMDB02961 16330 DHT #<Reference:0x00007fd474297f48> #<Reference:0x00007fd474297d90> #<Reference:0x00007fd474297bd8> #<Reference:0x00007fd474297a20> #<Reference:0x00007fd474297868> #<Reference:0x00007fd4742976b0> #<Reference:0x00007fd4742974f8> #<Reference:0x00007fd474297340> #<Reference:0x00007fd474297188> #<Reference:0x00007fd474296fd0> #<Reference:0x00007fd474296e18> #<Reference:0x00007fd474296c60> #<Reference:0x00007fd474296aa8> #<Reference:0x00007fd4742968c8> #<Reference:0x00007fd474296710> #<Reference:0x00007fd474296558> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columba 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 Animal Capra aegagrus hircus 9925 Domestic pig Type 1 Animal Sus scrofa domesticus 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus cuniculus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus hemionus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 3-oxo-5-alpha-steroid 4-dehydrogenase 1 P18405 SRD5A1 3-oxo-5-alpha-steroid 4-dehydrogenase 2 P31213 SRD5A2 Androgen receptor P10275 AR Polyprenol reductase Q9H8P0 SRD5A3