1.0 2016-09-30 23:25:51 UTC 2020-04-22 15:18:32 UTC BMDB0006770 BMDB06770 5b-Dihydrotestosterone 5b-Dihydrotestosterone, also known as 5-beta-DHT or 5-β-DHT, 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. Thus, 5b-dihydrotestosterone is considered to be a steroid lipid molecule. 5b-Dihydrotestosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5b-Dihydrotestosterone can be converted into testosterone through its interaction with the enzyme 3-oxo-5-beta-steroid 4-dehydrogenase. In cattle, 5b-dihydrotestosterone is involved in the metabolic pathway called the androgen and estrogen metabolism pathway. (5beta,17beta)-17-Hydroxyandrostan-3-one (5beta,8alpha,17beta)-17-Hydroxyandrostan-3-one 17beta-Hydroxyetiocholan-3-one 5-beta-DHT 5beta,17beta-Hydroxyandrostan-3-one 5beta-Androstan-17beta-ol-3-one Etiocholan-17-beta-ol-3-one (5b,17b)-17-Hydroxyandrostan-3-one (5Β,17β)-17-hydroxyandrostan-3-one (5b,8a,17b)-17-Hydroxyandrostan-3-one (5Β,8α,17β)-17-hydroxyandrostan-3-one 17b-Hydroxyetiocholan-3-one 17Β-hydroxyetiocholan-3-one 5-b-DHT 5-Β-DHT 5b,17b-Hydroxyandrostan-3-one 5Β,17β-hydroxyandrostan-3-one 5b-Androstan-17b-ol-3-one 5Β-androstan-17β-ol-3-one Etiocholan-17-b-ol-3-one Etiocholan-17-β-ol-3-one 5beta-Dihydrotestosterone 17beta-Hydroxy-5beta-androstan-3-one C19H30O2 290.4403 290.224580204 (1S,2S,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one 5β-dihydrotestosterone 571-22-2 [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+/m1/s1 NVKAWKQGWWIWPM-MISPCMORSA-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. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Androgens and derivatives 17-hydroxysteroids 3-oxo-5-beta-steroids Cyclic alcohols and derivatives Cyclic ketones Hydrocarbon derivatives Organic oxides Secondary alcohols 17-hydroxysteroid 3-oxo-5-beta-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 Aliphatic homopolycyclic compounds 17beta-hydroxyandrostan-3-one 3-hydroxy steroid C19 steroids (androgens) and derivatives C19 steroids (androgens) and derivatives Solid logp 3.37 ALOGPS logs -4.46 ALOGPS logp 3.41 ChemAxon pka_strongest_acidic 19.38 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (1S,2S,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]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+/m1/s1 ChemAxon inchikey NVKAWKQGWWIWPM-MISPCMORSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 83.6 ChemAxon polarizability 34.46 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Androgen and Estrogen Metabolism SMP0087251 Specdb::CMs 24097 Specdb::CMs 39082 Specdb::CMs 154578 Specdb::MsMs 248844 Specdb::MsMs 248845 Specdb::MsMs 248846 Specdb::MsMs 268785 Specdb::MsMs 268786 Specdb::MsMs 268787 Specdb::MsMs 2712632 Specdb::MsMs 2712633 Specdb::MsMs 2712634 Specdb::MsMs 2965566 Specdb::MsMs 2965567 Specdb::MsMs 2965568 C05293 10827 11302 DB07447 FDB024072 428206