1.0 2011-09-21 00:35:17 UTC 2015-07-21 06:57:53 UTC FDB023819 5a-Androst-3-en-17-one 5a-Androst-3-en-17-one is a urinary metabolite of 4-hydroxyandrostenedione. 4-hydroxyandrostenedione (Formestane) is a second generation, irreversible aromatase inhibitor and commonly used as anti breast cancer medication for postmenopausal women. 4-hydroxyandrostenedione is a prohibited substance in sports by the World Anti-Doping Agency, and there is a considerable increase of structurally related steroids with anabolic effects offered via the internet. (PMID: 17207827, 17260133, 17616252) [HMDB] (5a)-Androst-3-en-17-one C19H28O 272.425 272.214015518 (1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-5-en-14-one (1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-5-en-14-one 14935-81-0 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C=CCC[C@]12C InChI=1S/C19H28O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3,5,13-16H,4,6-12H2,1-2H3/t13-,14+,15+,16+,18+,19+/m1/s1 RJWNCDOWHNLVPF-HKQXQEGQSA-N belongs to the class of organic compounds known as androstane steroids. These are steroids with a structure based on the 19-carbon androstane skeleton. Androstane steroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Aliphatic homopolycyclic compounds 17-oxosteroids Hydrocarbon derivatives Ketones Organic oxides 17-oxosteroid Aliphatic homopolycyclic compound Androstane-skeleton Carbonyl group Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid 17-oxo steroid C19 steroids (androgens) and derivatives androstanoid Solid logp 4.70 ALOGPS logs -6.07 ALOGPS solubility 2.29e-04 g/l ALOGPS logp 4.79 ChemAxon pka_strongest_acidic 19.96 ChemAxon pka_strongest_basic -7.5 ChemAxon iupac (1S,2S,7S,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-5-en-14-one ChemAxon average_mass 272.425 ChemAxon mono_mass 272.214015518 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C=CCC[C@]12C ChemAxon formula C19H28O ChemAxon inchi InChI=1S/C19H28O/c1-18-11-4-3-5-13(18)6-7-14-15-8-9-17(20)19(15,2)12-10-16(14)18/h3,5,13-16H,4,6-12H2,1-2H3/t13-,14+,15+,16+,18+,19+/m1/s1 ChemAxon inchikey RJWNCDOWHNLVPF-HKQXQEGQSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 83.26 ChemAxon polarizability 32.98 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10265 Specdb::CMs 165975 Specdb::MsMs 288646 Specdb::MsMs 288647 Specdb::MsMs 288648 Specdb::MsMs 327832 Specdb::MsMs 327833 Specdb::MsMs 327834 Specdb::MsMs 2471082 Specdb::MsMs 2471083 Specdb::MsMs 2471084 Specdb::MsMs 2495264 Specdb::MsMs 2495265 Specdb::MsMs 2495266 HMDB06046 #<Reference:0x000055ce3264b350> #<Reference:0x000055ce3264b148> #<Reference:0x000055ce3264af40> 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