1.0 2011-09-21 00:35:19 UTC 2025-11-19 02:45:02 UTC FDB023820 Bolasterone Bolasterone is an anabolic androgenic steroid. Analysis of steroids in urine has been used to detect different hormonal actions in human beings such as testicular function in men, hyperandrogenic disorders in women and puberty problems in children, by the measurement of anabolic steroids, and some hormonal disorders such as adrenocortical adenoma and Cushing syndrome by the control of corticoids. This steroid have been included in the International Olympic Committee (IOC) doping list due to their illegal use in some sports and in the list of schedules drugs in several countries because of its use by young people. In addition, the examination of endogenous steroids profile provides information about the health and the use of exogenous steroids. Bolasterone is excreted as the original compound in human urine. Androgenic anabolic steroids (AAS) 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. The use of anabolic steroids was banned by the International Olympic Committee for the first time at the Olympic Games in Montreal in 1976. Since that time the misuse of anabolic steroids by athletes has been controlled by analysis of urine of the excreted steroids or their metabolites, or both. (PMID: 10892583, 10932808, 14976846, 15042372, 15231229, 3308301, 8456050, 8674183, 16040239) [HMDB] (7a,17b)-17-hydroxy-7,17-dimethyl-Androst-4-en-3-one 17b-hydroxy-7a,17-dimethyl-Androst-4-en-3-one 17b-Hydroxy-7a,17-dimethylandrost-4-en-3-one 17b-Hydroxy-7a,17a-dimethylandrost-4-ene-3-one 17beta-Hydroxy-7alpha,17-dimethylandrost-4-en-3-one 17β-hydroxy-7α,17-dimethylandrost-4-en-3-one 7a,17-dimethyl-Testosterone 7a,17a-Dimethyl-17b-hydroxyandrost-4-en-3-one 7a,17a-Dimethyltestosterone 7alpha,17alpha-Dimethyltestosterone 7α,17α-dimethyltestosterone Myagen U19763 C21H32O2 316.4776 316.240230268 (1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one bolasterone 1605-89-6 [H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](C)CC2=CC(=O)CC[C@]12C InChI=1S/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16+,17+,18-,19+,20+,21+/m1/s1 IVFYLRMMHVYGJH-VLOLGRDOSA-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-4-steroids Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides Tertiary alcohols 17-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Tertiary alcohol 3-hydroxy steroid C19 steroids (androgens) and derivatives Solid logp 3.55 ALOGPS logs -4.45 ALOGPS solubility 1.12e-02 g/l ALOGPS logp 3.93 ChemAxon pka_strongest_acidic 19.56 ChemAxon pka_strongest_basic -0.53 ChemAxon iupac (1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-2,9,14,15-tetramethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 316.4776 ChemAxon mono_mass 316.240230268 ChemAxon smiles [H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](C)CC2=CC(=O)CC[C@]12C ChemAxon formula C21H32O2 ChemAxon inchi InChI=1S/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16+,17+,18-,19+,20+,21+/m1/s1 ChemAxon inchikey IVFYLRMMHVYGJH-VLOLGRDOSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 93.62 ChemAxon polarizability 37.54 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24765 Specdb::CMs 38948 Specdb::CMs 153722 Specdb::MsMs 254877 Specdb::MsMs 254878 Specdb::MsMs 254879 Specdb::MsMs 274818 Specdb::MsMs 274819 Specdb::MsMs 274820 Specdb::MsMs 2845079 Specdb::MsMs 2845080 Specdb::MsMs 2845081 Specdb::MsMs 2860888 Specdb::MsMs 2860889 Specdb::MsMs 2860890 HMDB06048 #<Reference:0x000055ce335e5400> #<Reference:0x000055ce335e5220> #<Reference:0x000055ce335e5018> #<Reference:0x000055ce335e4e38> #<Reference:0x000055ce335e4c30> #<Reference:0x000055ce335e4a78> #<Reference:0x000055ce335e4898> #<Reference:0x000055ce335e4690> #<Reference:0x000055ce335e44d8> 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