1.02011-09-21 00:24:28 UTC2015-07-21 06:57:30 UTCFDB023086DihydrotestosteroneA 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-one17-Hydroxyandrostan-3-one17b-Hydroxy-3-androstanone17b-Hydroxy-5a-androstan-3-one17b-Hydroxyandrostan-3-one17beta-hydroxy-5alpha-androstan-3-one17beta-Hydroxyandrostan-3-one17β-hydroxy-5α-androstan-3-one17β-hydroxyandrostan-3-one4-Dihydrotestosterone4,5a-Dihydrotestosterone4,5alpha-Dihydrotestosterone4,5α-dihydrotestosterone5-a-Androstanolone5-alpha-Androstanolone5a-Androstan-17b-ol-3-one5A-Androstan-3-on-17B-ol5a-DHT5a-Dihydrotestosterone5alpha-androstan-17beta-ol-3-one5alpha-DHT5alpha-Dihydrotestosterone5B-Androstan-3-on-17B-ol5α-dht5α-dihydrotestosteroneAnaboleenAnabolexAndractimAndroloneAndrostaloneAndrostanolonaAndrostanoloneAndrostanolonumCristerona MBDHTDihydrotestosteronDihydrotestosteroneDrolbanNeodrolProteinaProtonaStanaprolStanoloneStanoroneC19H30O2290.4403290.224580204(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-one521-18-6[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12CInChI=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/s1NVKAWKQGWWIWPM-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 derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesAndrostane steroidsAliphatic homopolycyclic compounds17-hydroxysteroids3-oxo-5-alpha-steroidsCyclic alcohols and derivativesCyclic ketonesHydrocarbon derivativesOrganic oxidesSecondary alcohols17-hydroxysteroid3-oxo-5-alpha-steroid3-oxosteroidAlcoholAliphatic homopolycyclic compoundAndrogen-skeletonCarbonyl groupCyclic alcoholCyclic ketoneHydrocarbon derivativeHydroxysteroidKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSecondary alcohol17beta-hydroxy steroid17beta-hydroxyandrostan-3-one3-oxo steroidAndrogensAndrostane and derivativesC19 steroids (androgens) and derivativesC19 steroids (androgens) and derivativesSolidlogp3.37logs-4.46solubility9.98e-03 g/llogp3.41pka_strongest_acidic19.38pka_strongest_basic-0.88iupac(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-oneaverage_mass290.4403mono_mass290.224580204smiles[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12CformulaC19H30O2inchiInChI=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/s1inchikeyNVKAWKQGWWIWPM-ABEVXSGRSA-Npolar_surface_area37.3refractivity83.6polarizability34.54rotatable_bond_count0acceptor_count2donor_count1physiological_charge0formal_charge0Androgen and Estrogen MetabolismSMP00068map00150Specdb::NmrOneD3122Specdb::EiMs1139Specdb::CMs23263Specdb::CMs27723Specdb::CMs29856Specdb::CMs38504Specdb::CMs99791Specdb::CMs99792Specdb::CMs137601Specdb::CMs145335Specdb::MsMs60588Specdb::MsMs60589Specdb::MsMs60590Specdb::MsMs116940Specdb::MsMs116941Specdb::MsMs116942Specdb::MsMs2244953Specdb::MsMs2245178Specdb::MsMs2247065Specdb::MsMs2247219Specdb::MsMs2249175Specdb::MsMs2249221Specdb::MsMs2454082Specdb::MsMs2454083Specdb::MsMs2454084Specdb::MsMs2485431Specdb::MsMs2485432Specdb::MsMs2485433HMDB0296116330DHT#<Reference:0x0000555674ef3998>#<Reference:0x0000555674ef2e08>#<Reference:0x0000555674ef2c28>#<Reference:0x0000555674ef2a70>#<Reference:0x0000555674ef28b8>#<Reference:0x0000555674ef2660>#<Reference:0x0000555674ef2430>#<Reference:0x0000555674ef2188>#<Reference:0x0000555674ef1f08>#<Reference:0x0000555674ef1d00>#<Reference:0x0000555674ef1aa8>#<Reference:0x0000555674ef18c8>#<Reference:0x0000555674ef1710>#<Reference:0x0000555674ef1440>#<Reference:0x0000555674ef1198>#<Reference:0x0000555674ef0fe0>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa98233-oxo-5-alpha-steroid 4-dehydrogenase 1P18405SRD5A13-oxo-5-alpha-steroid 4-dehydrogenase 2P31213SRD5A2Androgen receptorP10275ARPolyprenol reductaseQ9H8P0SRD5A3