1.0 2011-09-21 00:35:03 UTC 2015-07-21 06:57:52 UTC FDB023811 4-Dihydroboldenone 4-Dihydroboldenone is a metabolite of boldenone. Boldenone is an androgenic anabolic steroid (AAS) intensively used for growth promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore its use is officially banned either in animals intended for consumption or in humans. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. Androgenic anabolic steroids are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 2663904, 16195040, 16292586, 1663826, 16799097, 16888758, 16923823, 9249887) [HMDB] 17b-hydroxy-5b -Androst-1-en-3-one 17b-Hydroxy-5b-androst-1-en-3-one 5b-Androst-1-en-17b-ol-3-one 5b-Androst-1-ene-17b-ol-3-one C19H28O2 288.4244 288.20893014 (1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one (1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one 10529-96-1 [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[C@]12C InChI=1S/C19H28O2/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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1 OKJCFMUGMSVJBG-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. Androgens and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Aliphatic homopolycyclic compounds 17-hydroxysteroids 3-oxo delta-1-steroids 3-oxo-5-beta-steroids Cyclic alcohols and derivatives Cyclohexenones Delta-1-steroids Hydrocarbon derivatives Organic oxides Secondary alcohols 17-hydroxysteroid 3-oxo-5-beta-steroid 3-oxo-delta-1-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-1-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol 17beta-hydroxy steroid 3-oxo Delta(1)-steroid Solid logp 3.38 ALOGPS logs -4.35 ALOGPS solubility 1.28e-02 g/l ALOGPS logp 3.41 ChemAxon pka_strongest_acidic 19.38 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one ChemAxon average_mass 288.4244 ChemAxon mono_mass 288.20893014 ChemAxon smiles [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[C@]12C ChemAxon formula C19H28O2 ChemAxon inchi InChI=1S/C19H28O2/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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1 ChemAxon inchikey OKJCFMUGMSVJBG-MISPCMORSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 84.7 ChemAxon polarizability 33.61 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10184 Specdb::CMs 38943 Specdb::CMs 137273 Specdb::CMs 145007 Specdb::MsMs 288475 Specdb::MsMs 288476 Specdb::MsMs 288477 Specdb::MsMs 327604 Specdb::MsMs 327605 Specdb::MsMs 327606 Specdb::MsMs 2379369 Specdb::MsMs 2379370 Specdb::MsMs 2379371 Specdb::MsMs 2556888 Specdb::MsMs 2556889 Specdb::MsMs 2556890 HMDB06035 #<Reference:0x000055ce309d1e18> #<Reference:0x000055ce309d1c60> #<Reference:0x000055ce309d1aa8> #<Reference:0x000055ce309d1850> #<Reference:0x000055ce309d1490> #<Reference:0x000055ce309d12b0> #<Reference:0x000055ce309d1058> #<Reference:0x000055ce309d0ea0> 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