1.0 2011-09-21 00:39:28 UTC 2018-05-29 01:53:11 UTC FDB024074 Adrenosterone Adrenosterone is a steroid hormone with weak androgenic effect. It was first isolated in 1936 from the adrenal cortex by Tadeus Reichstein at the Pharmaceutical Institute in the University of Basel. Originally, adrenosterone was called Reichstein's substance G. Andrenosterone is created from androst-4-ene-3,17-dione by the work of two enzymes, CYP11B (E1.14.15.4) and 11beta-hydroxysteroid dehydrogenase [EC:1.1.1.146]. [HMDB] C19H24O3 300.3921 300.172544634 (1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14,17-trione adrenosterone 382-45-6 [H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1 RZRPTBIGEANTGU-IRIMSJTPSA-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 11-oxosteroids 17-oxosteroids 3-oxo delta-4-steroids Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides 11-oxosteroid 17-oxosteroid 3-oxo-delta-4-steroid 3-oxosteroid Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid 3-hydroxy steroid Androstane and derivatives Solid logp 2.42 ALOGPS logs -3.74 ALOGPS solubility 5.46e-02 g/l ALOGPS logp 3.01 ChemAxon pka_strongest_acidic 17.99 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14,17-trione ChemAxon average_mass 300.3921 ChemAxon mono_mass 300.172544634 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C19H24O3 ChemAxon inchi InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1 ChemAxon inchikey RZRPTBIGEANTGU-IRIMSJTPSA-N ChemAxon polar_surface_area 51.21 ChemAxon refractivity 84.27 ChemAxon polarizability 33.28 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2188 Specdb::CMs 22229 Specdb::CMs 31543 Specdb::CMs 154295 Specdb::MsMs 315355 Specdb::MsMs 315356 Specdb::MsMs 315357 Specdb::MsMs 361312 Specdb::MsMs 361313 Specdb::MsMs 361314 Specdb::MsMs 374663 Specdb::MsMs 439650 Specdb::MsMs 439651 Specdb::MsMs 439652 Specdb::MsMs 439653 Specdb::MsMs 439654 Specdb::MsMs 439655 Specdb::MsMs 449735 Specdb::MsMs 449736 Specdb::MsMs 451298 Specdb::MsMs 2226736 Specdb::MsMs 2228008 Specdb::MsMs 2229057 Specdb::MsMs 2230378 Specdb::MsMs 2778622 Specdb::MsMs 2778623 Specdb::MsMs 2778624 Specdb::MsMs 2903838 Specdb::MsMs 2903839 HMDB06772 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 Corticosteroid 11-beta-dehydrogenase isozyme 1 P28845 HSD11B1