1.0 2011-09-21 00:08:42 UTC 2015-07-21 06:56:59 UTC FDB022114 Dihydroandrosterone Dihydroandrosterone is a major metabolite of testosterone. Dihydroandrosterone is the main steroid produced by the immature ovary; at puberty the synthesis of steroids shifts toward 4-ene-3-oxo steroids. testosterone 5a-reduced metabolites, including dihydrotestosterone are produced in the anterior pituitary and the central nervous system. Anabolic androgen steroid (AAS) are one of primary performance-enhancing substances abused by athletes. To defeat doping controls, athletes changed to take endogenous androgens from the application of synthetic AAS. testosterone was one candidate of endogenous androgens abused in sports. testosterone and its relevant steroids in urine is detected and monitored with GC/MS. The abuse of anabolic-androgenic steroids (AS) is a growing problem; however, the effects and mechanisms underlying their addictive effects are not well understood. (PMID: 17112575, 6243214, 491593, 491592) [HMDB] (3a,5a,17b)-Androstane-3,17-diol (3alpha,5alpha,17beta)-Androstane-3,17-diol (3α,5α,17β)-androstane-3,17-diol 3a,17b-Dihydroxy-5a-androstane 3a,5a-Tetrahydrotestosterone 3alpha,17beta-Dihydroxy-5alpha-androstane 3α,17β-dihydroxy-5α-androstane 5a-Androstane-3a,17b-diol 5alpha-Androstane-3alpha,17beta-androstanediol 5alpha-Androstane-3alpha,17beta-diol Adiol Androstane-3a,17b-diol Etiocholane-3a,17b-diol Etiocholane-3alpha,17beta-diol Hombreol C19H32O2 292.4562 292.240230268 (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol 1852-53-5 [H][C@@]12CC[C@H](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-KHOSGYARSA-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 C19 steroids (androgens) and derivatives androstane-3alpha,17beta-diol 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,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol ChemAxon average_mass 292.4562 ChemAxon mono_mass 292.240230268 ChemAxon smiles [H][C@@]12CC[C@H](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-KHOSGYARSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 84.63 ChemAxon polarizability 35.25 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1361 Specdb::NmrOneD 1417 Specdb::CMs 17013 Specdb::CMs 37618 Specdb::CMs 146376 Specdb::CMs 1065655 Specdb::CMs 1065657 Specdb::CMs 1065658 Specdb::CMs 1065660 Specdb::CMs 1065662 Specdb::MsMs 256248 Specdb::MsMs 256249 Specdb::MsMs 256250 Specdb::MsMs 276189 Specdb::MsMs 276190 Specdb::MsMs 276191 Specdb::MsMs 3055490 Specdb::MsMs 3055491 Specdb::MsMs 3055492 Specdb::MsMs 3111839 Specdb::MsMs 3111840 Specdb::MsMs 3111841 HMDB00554 #<Reference:0x000055ce323a4d90> #<Reference:0x000055ce323a4b88> #<Reference:0x000055ce323a4980> #<Reference:0x000055ce323a4750> #<Reference:0x000055ce323a4520> #<Reference:0x000055ce323a4318> 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