1.0 2011-09-21 00:35:04 UTC 2015-07-21 06:57:52 UTC FDB023812 Mesterolone Mesterolone is a synthetic anabolic androgenic steroid (AAS) with reported abuses in human sports. As for other AAS, mesterolone is also a potential doping agent in equine sports. In humans, mesterolone exhibits no inhibitory effects on hypophysial gonadotropin secretion or on spermatogenesis, unlike most androgens. Mesterolone has been used in the treatment of primary nocturnal enuresis in boys six to ten years of age. Mesterolone probably modulates the autonomic innervation of the vesical musculature with correction of the defective neural mechanism which is believed to be implicated in the pathogenesis of nocturnal enuresis. Mesterolone has been utilized in hypogonadism patients to increase total ejaculation volume and the concentration of fructose in the spermatic plasma to normal levels. Mesterolone treatment decreases cholesterol, beta-lipoproteins, fatty acid esters, free fatty acids, triglycerides and glycerol in human serum. (PMID: 4880965, 17616252, 10796496, 17636603, 2087834, 6111418, 6142498, 6386424, 7558381, 792898) [HMDB] (1a,5a,17b)-17-hydroxy-1-methyl-Androstan-3-one 17b-hydroxy-1a-methyl-5a-Androstan-3-one 1a-Methyl-17b-hydroxy-5a-androstan-3-one 1a-Methyl-5a-androstan-17b-ol-3-one 1a-Methyl-5a-dihydrotestosterone Androviron Mesteranum Mestoranum Proviron Provirone 25 SH 723 Testiwop C20H32O2 304.4669 304.240230268 (1S,2S,3S,7S,10R,11S,14S,15S)-14-hydroxy-2,3,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one proviron 1424-00-6 [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)C[C@H](C)[C@]12C InChI=1S/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1 UXYRZJKIQKRJCF-TZPFWLJSSA-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-5-alpha-steroids Cyclic alcohols and derivatives Cyclic ketones Hydrocarbon derivatives Organic oxides Secondary alcohols 17-hydroxysteroid 3-oxo-5-alpha-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Secondary alcohol C19 steroids (androgens) and derivatives Solid logp 3.75 ALOGPS logs -4.68 ALOGPS solubility 6.41e-03 g/l ALOGPS logp 3.7 ChemAxon pka_strongest_acidic 19.38 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (1S,2S,3S,7S,10R,11S,14S,15S)-14-hydroxy-2,3,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one ChemAxon average_mass 304.4669 ChemAxon mono_mass 304.240230268 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@H](C)[C@]12C ChemAxon formula C20H32O2 ChemAxon inchi InChI=1S/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1 ChemAxon inchikey UXYRZJKIQKRJCF-TZPFWLJSSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 88.15 ChemAxon polarizability 36.46 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17284 Specdb::CMs 38944 Specdb::CMs 156158 Specdb::MsMs 256134 Specdb::MsMs 256135 Specdb::MsMs 256136 Specdb::MsMs 276075 Specdb::MsMs 276076 Specdb::MsMs 276077 Specdb::MsMs 2808800 Specdb::MsMs 2808801 Specdb::MsMs 2808802 Specdb::MsMs 2900355 Specdb::MsMs 2900356 Specdb::MsMs 2900357 HMDB06036 #<Reference:0x000055ce315df368> #<Reference:0x000055ce315df188> #<Reference:0x000055ce315defd0> #<Reference:0x000055ce315dee18> #<Reference:0x000055ce315dec60> #<Reference:0x000055ce315deaa8> #<Reference:0x000055ce315de8a0> #<Reference:0x000055ce315de6c0> #<Reference:0x000055ce315de4e0> #<Reference:0x000055ce315de2d8> 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