1.0 2011-09-21 00:27:16 UTC 2015-07-21 06:57:37 UTC FDB023273 7a-Hydroxytestosterone 4-Hydroxytestosterone is the 17-hydroxylated analog to formestane. It is commercially available on the internet as anabolic steroid for oral self-administration and does not have any therapeutic indication. Hence, only little information is available about its metabolism. So far, most studies dealt with 4-hydroxytestosterone as metabolite of formestane while one study investigated the glucuronic acid conjugates of metabolic products of 4-hydroxytestosterone. This substance is prohibited in sports by the World Anti-Doping Agency; there is to a considerable increase of structurally related steroids with anabolic effects offered via the internet. 4-Hydroxytestosterone is a metabolite of the steroidal aromatase inhibitor 4-hydroxyandrost-4-ene-3,17-dione (4OHA). (PMID: 17724580, 17610244, 17207827, 1284430) [HMDB] (17beta)-4,17-dihydroxy-Androst-4-en-3-one (3b,17a)-Androst-5-ene-3,17-diol 3b,17a-Dihydroxyandrost-5-ene 4-Androstene-7alpha-17beta-diol-3-one 4-OHT 4,17beta-Dihydroxy-4-androstene-3-one 7alpha-Hydroxytestosterone Androst-5-ene-3b,17a-diol D5-Androstene-3b,17a-diol C19H28O3 304.4238 304.203844762 (2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one (2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one 2141-17-5 C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11?,12?,13?,16-,18+,19-/m0/s1 BQOIJSIMMIDHMO-XRJYYLNASA-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 Secondary 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 Secondary alcohol Solid logp 2.48 ALOGPS logs -3.65 ALOGPS solubility 6.80e-02 g/l ALOGPS logp 2.85 ChemAxon pka_strongest_acidic 9.28 ChemAxon pka_strongest_basic -0.88 ChemAxon iupac (2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon average_mass 304.4238 ChemAxon mono_mass 304.203844762 ChemAxon smiles C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2O ChemAxon formula C19H28O3 ChemAxon inchi InChI=1S/C19H28O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,16,21-22H,3-10H2,1-2H3/t11?,12?,13?,16-,18+,19-/m0/s1 ChemAxon inchikey BQOIJSIMMIDHMO-XRJYYLNASA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 86.4 ChemAxon polarizability 34.89 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22627 Specdb::CMs 38677 Specdb::CMs 131888 Specdb::CMs 139622 Specdb::MsMs 316231 Specdb::MsMs 316232 Specdb::MsMs 316233 Specdb::MsMs 362419 Specdb::MsMs 362420 Specdb::MsMs 362421 Specdb::MsMs 2781652 Specdb::MsMs 2781653 Specdb::MsMs 2781654 Specdb::MsMs 2926816 Specdb::MsMs 2926817 Specdb::MsMs 2926818 HMDB03956 #<Reference:0x000055ce308f5e68> #<Reference:0x000055ce308f5c38> #<Reference:0x000055ce308f5a08> #<Reference:0x000055ce308f5738> Cytochrome P450 2D6 Q6NWU0 CYP2D6 Cytochrome P450, family 1, subfamily A, polypeptide 1 A0N0X8 CYP1A1