1.0 2011-09-21 00:34:59 UTC 2015-07-21 06:57:52 UTC FDB023806 Oxymesterone Oxymesterone is an anabolic steroid abused by some athletes and is tested for in regular preventive doping control analysis. 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. Oxymesterone and other steroids can be detected in human urine using liquid chromatography/electrospray ionization orthogonal acceleration time-of-flight mass spectrometry (LCoaTOFMS) and gas chromatography/electron ionization orthogonal acceleration time-of-flight mass spectrometry (GCoaTOFMS), using methods that have been developed in order to acquire accurate full scan MS data to be used to detect designer steroids. (PMID: 17610244, 17667636, 17723876, 17723877, 2079979, 3308301, 8456050, 8674183, 8725393, 9216475) [HMDB] (17b)- 4,17b-dihydroxy-17-methyl-Androst-4-en-3-one 4-Hydroxy-17-methyltestosterone 4-Hydroxy-17a-methyltestosterone 4-Hydroxy-17alpha-methyltestosterone 4-Hydroxy-17α-methyltestosterone 4,17b-dihydroxy-17-methyl-Androst-4-en-3-one 4,17b-Dihydroxy-17-methylandrost-4-en-3-one 4,17b-Dihydroxy-17a-methylandrost-4-en-3-one 4,17beta-Dihydroxy-17alpha-methylandrost-4-en-3-one 4,17β-dihydroxy-17α-methylandrost-4-en-3-one Anamidol Aranabol Oranabol Oxymestrone Theranabol C20H30O3 318.4504 318.219494826 (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one oxymesterone 145-12-0 [H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C(O)C(=O)CC[C@]12C InChI=1S/C20H30O3/c1-18-9-8-16(21)17(22)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h12-14,22-23H,4-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1 RXXBBHGCAXVBES-XMUHMHRVSA-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 Enols Hydrocarbon derivatives Organic oxides Tertiary alcohols 17-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid 4-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic alcohol Cyclic ketone Cyclohexenone Delta-4-steroid Enol Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Tertiary alcohol 3-hydroxy steroid Solid logp 2.99 ALOGPS logs -3.75 ALOGPS solubility 5.69e-02 g/l ALOGPS logp 3.13 ChemAxon pka_strongest_acidic 9.31 ChemAxon pka_strongest_basic -0.53 ChemAxon iupac (1S,2R,10R,11S,14S,15S)-6,14-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 318.4504 ChemAxon mono_mass 318.219494826 ChemAxon smiles [H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C(O)C(=O)CC[C@]12C ChemAxon formula C20H30O3 ChemAxon inchi InChI=1S/C20H30O3/c1-18-9-8-16(21)17(22)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h12-14,22-23H,4-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1 ChemAxon inchikey RXXBBHGCAXVBES-XMUHMHRVSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 91.04 ChemAxon polarizability 36.71 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14838 Specdb::CMs 38938 Specdb::CMs 145836 Specdb::MsMs 298786 Specdb::MsMs 298787 Specdb::MsMs 298788 Specdb::MsMs 340654 Specdb::MsMs 340655 Specdb::MsMs 340656 Specdb::MsMs 2776451 Specdb::MsMs 2776452 Specdb::MsMs 2776453 Specdb::MsMs 2901642 Specdb::MsMs 2901643 Specdb::MsMs 2901644 HMDB06027 #<Reference:0x000055ce31e48540> #<Reference:0x000055ce31e48388> #<Reference:0x000055ce31e48180> #<Reference:0x000055ce31e47e88> #<Reference:0x000055ce31e47ca8> #<Reference:0x000055ce31e47af0> #<Reference:0x000055ce31e47938> #<Reference:0x000055ce31e47780> #<Reference:0x000055ce31e47488> #<Reference:0x000055ce31e470c8>