1.02011-09-21 00:27:16 UTC2015-07-21 06:57:37 UTCFDB0232737a-Hydroxytestosterone4-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-diol3b,17a-Dihydroxyandrost-5-ene4-Androstene-7alpha-17beta-diol-3-one4-OHT4,17beta-Dihydroxy-4-androstene-3-one7alpha-HydroxytestosteroneAndrost-5-ene-3b,17a-diolD5-Androstene-3b,17a-diolC19H28O3304.4238304.203844762(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-one2141-17-5C[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2OInChI=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/s1BQOIJSIMMIDHMO-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 derivativesOrganic compoundsLipids and lipid-like moleculesSteroids and steroid derivativesAndrostane steroidsAliphatic homopolycyclic compounds17-hydroxysteroids3-oxo delta-4-steroidsCyclic alcohols and derivativesCyclohexenonesDelta-4-steroidsEnolsHydrocarbon derivativesOrganic oxidesSecondary alcohols17-hydroxysteroid3-oxo-delta-4-steroid3-oxosteroid4-hydroxysteroidAlcoholAliphatic homopolycyclic compoundAndrogen-skeletonCarbonyl groupCyclic alcoholCyclic ketoneCyclohexenoneDelta-4-steroidEnolHydrocarbon derivativeHydroxysteroidKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundOxosteroidSecondary alcoholSolidlogp2.48logs-3.65solubility6.80e-02 g/llogp2.85pka_strongest_acidic9.28pka_strongest_basic-0.88iupac(2R,14S,15S)-6,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-oneaverage_mass304.4238mono_mass304.203844762smilesC[C@]12CCC3C(CCC4=C(O)C(=O)CC[C@]34C)C1CC[C@@H]2OformulaC19H28O3inchiInChI=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/s1inchikeyBQOIJSIMMIDHMO-XRJYYLNASA-Npolar_surface_area57.53refractivity86.4polarizability34.89rotatable_bond_count0acceptor_count3donor_count2physiological_charge0formal_charge0Specdb::CMs22627Specdb::CMs38677Specdb::CMs131888Specdb::CMs139622Specdb::MsMs316231Specdb::MsMs316232Specdb::MsMs316233Specdb::MsMs362419Specdb::MsMs362420Specdb::MsMs362421Specdb::MsMs2781652Specdb::MsMs2781653Specdb::MsMs2781654Specdb::MsMs2926816Specdb::MsMs2926817Specdb::MsMs2926818HMDB03956#<Reference:0x0000555674243108>#<Reference:0x0000555674242f28>#<Reference:0x0000555674242cd0>#<Reference:0x0000555674242b18>Cytochrome P450 2D6Q6NWU0CYP2D6Cytochrome P450, family 1, subfamily A, polypeptide 1A0N0X8CYP1A1