1.0 2011-09-21 00:34:46 UTC 2015-07-21 06:57:52 UTC FDB023790 5b-Pregnanediol 5beta-Pregnanediol is an endogenous human metabolite of testosterone. The 5beta-Pregnanediol excretion is low in women with suspected placental insufficiency and in women with uterine fibroma. 5beta-Pregnanediol levels can change in endocrine disturbances such as hirsutism or Cushing's syndrome, depending on the stage of the disease. 5beta-Pregnanediol has been tried as a more reliable compound to measure in screening of urinary steroids when suspecting doping, due to its not significant isotopic fractionation that could lead to false positive results in anti-doping testing. 13C-enrichment caused by a diet change might be a reason of concern in athletes that move around between places and might have a considerable change of diet between competitions. In contrast to the results obtained with the carbon isotopic ratio, profiling of urinary testosterone/epitestosterone (T/E) ratios is found to be unaffected by a diet change. (PMID: 16338181, 5172227, 13636945, 14440289) [HMDB] 5b-pregnanediol 5beta-Pregnanediol C21H36 288.5105 288.281701152 14-ethyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane pregnane 26856-62-2 CCC1CCC2C3CCC4CCCCC4(C)C3CCC12C InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3 JWMFYGXQPXQEEM-UHFFFAOYSA-N belongs to the class of organic compounds known as pregnane steroids. These are steroids with a structure based on the 21-carbon pregnane skeleton. Pregnane steroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Aliphatic homopolycyclic compounds Polycyclic hydrocarbons Saturated hydrocarbons Aliphatic homopolycyclic compound Hydrocarbon Polycyclic hydrocarbon Pregnane-skeleton Saturated hydrocarbon Solid logp 6.69 ALOGPS logs -7.32 ALOGPS solubility 1.37e-05 g/l ALOGPS logp 6.55 ChemAxon iupac 14-ethyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane ChemAxon average_mass 288.5105 ChemAxon mono_mass 288.281701152 ChemAxon smiles CCC1CCC2C3CCC4CCCCC4(C)C3CCC12C ChemAxon formula C21H36 ChemAxon inchi InChI=1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3 ChemAxon inchikey JWMFYGXQPXQEEM-UHFFFAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 90.6 ChemAxon polarizability 37.61 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18876 Specdb::CMs 121320 Specdb::CMs 122812 Specdb::MsMs 307924 Specdb::MsMs 307925 Specdb::MsMs 307926 Specdb::MsMs 351982 Specdb::MsMs 351983 Specdb::MsMs 351984 Specdb::MsMs 3408822 Specdb::MsMs 3408823 Specdb::MsMs 3408824 Specdb::MsMs 3408825 Specdb::MsMs 3408826 Specdb::MsMs 3408827 HMDB05943 #<Reference:0x000055ce323920a0> #<Reference:0x000055ce32391ee8> #<Reference:0x000055ce32391d30> #<Reference:0x000055ce32391b78> 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