1.0 2011-09-21 00:08:03 UTC 2025-11-19 02:40:46 UTC FDB022074 Androstanediol Androstanediol is a metabolite of dihydrotestosterone, itself a metabolite of testosterone. Androstanediol is implicated in the regulation of gonadotropin secretion. As a metabolite of dihydroxytestosterone formed in the peripheral tissues, androstanediol and androstnediol-glucuronide can be used to estimate peripheral androgen activity. Androstanediol is a potential GABA (A) receptor-modulating neurosteroid with anticonvulsant properties and hence could act as a key neuromodulator in the central nervous system. It is considered that androstanediol has hedonic effects; therefore it is anticipated that androgens that are readily metabolized to androstanediol may have higher abuse potential than androgens that are not as easily metabolized to androstanediol. These results add to the growing literature indicating that athletes and non-athletes may be at considerable risk when they abuse androgens. (PMID: 11500254, 16040068, 11744084) [HMDB] 3-a-androstanediol 3-alpha-androstanediol 3alpha-androstanediol 5 a-androstane-3 a, 17 b-diol 5 alpha-androstane-3 alpha, 17 beta-diol 5-a-androstane-3-a, 17-b-diol 5-alpha-androstan-3-alpha,17-beta-diol 5-alpha-androstane-3-a, 17-beta-diol 5-alpha-androstane-3-alpha-17-beta-diol Androstane-3,17-diol C19H32O2 292.4562 292.240230268 (1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol (1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol 25126-76-5 [H][C@@]12CCC(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17?,18-,19-/m0/s1 CBMYJHIOYJEBSB-UNPXRYTGSA-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-alpha-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 17-hydroxysteroid 3-alpha-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Cyclic alcohol Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Androstane and derivatives C19 steroids (androgens) and derivatives Solid logp 3.56 ALOGPS logs -4.18 ALOGPS solubility 1.93e-02 g/l ALOGPS logp 3.2 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -0.76 ChemAxon iupac (1S,2S,5R,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-diol ChemAxon average_mass 292.4562 ChemAxon mono_mass 292.240230268 ChemAxon smiles [H][C@@]12CCC(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C ChemAxon formula C19H32O2 ChemAxon inchi InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17?,18-,19-/m0/s1 ChemAxon inchikey CBMYJHIOYJEBSB-UNPXRYTGSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 84.63 ChemAxon polarizability 35.34 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Metabolism and Physiological Effects of Androsterone sulfate SMP0127012 Specdb::MsMs 76932 Specdb::MsMs 76933 Specdb::MsMs 76934 Specdb::MsMs 136899 Specdb::MsMs 136900 Specdb::MsMs 136901 Specdb::MsMs 2417227 Specdb::MsMs 2417228 Specdb::MsMs 2417229 Specdb::MsMs 2549329 Specdb::MsMs 2549330 Specdb::MsMs 2549331 Specdb::CMs 18188 Specdb::CMs 37569 Specdb::CMs 147004 Specdb::CMs 1063878 Specdb::CMs 1063880 Specdb::CMs 1063882 Specdb::CMs 1063883 Specdb::CMs 1063886 HMDB00495 #<Reference:0x000055ce319ce938> #<Reference:0x000055ce319ce780> #<Reference:0x000055ce319ce5c8> #<Reference:0x000055ce319ce410> #<Reference:0x000055ce319ce258> #<Reference:0x000055ce319ce0a0> #<Reference:0x000055ce319cdee8> #<Reference:0x000055ce319cdd30> #<Reference:0x000055ce319cdb78> #<Reference:0x000055ce319cd9c0> #<Reference:0x000055ce319cd808> #<Reference:0x000055ce319cd650> #<Reference:0x000055ce319cd498> #<Reference:0x000055ce319cd2e0> #<Reference:0x000055ce319cd128> #<Reference:0x000055ce319ccf70> 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 Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 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 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