1.0 2016-09-30 23:07:05 UTC 2020-06-04 20:38:36 UTC BMDB0003956 BMDB03956 7a-Hydroxytestosterone (17beta)-4,17-Dihydroxy-androst-4-en-3-one (3b,17a)-Androst-5-ene-3,17-diol 3b,17a-Dihydroxyandrost-5-ene 4,17beta-Dihydroxy-4-androstene-3-one 4-Androstene-7alpha-17beta-diol-3-one 4-OHT 7alpha-Hydroxytestosterone Androst-5-ene-3b,17a-diol D5-Androstene-3b,17a-diol 4,17 beta-Dihydroxy-4-androstene-3-one 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. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Androstane steroids Androgens and derivatives 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 Aliphatic homopolycyclic compounds Solid melting_point 155 - 156 °C logp 2.344 logp 2.48 ALOGPS logs -3.65 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 number_of_rings 4 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes 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 Blood 0.000949 uM Detected by HPLC-MS/MS in Holstein cows. Regal P, Nebot C, Diaz-Bao M, Barreiro R, Cepeda A, Fente C: Disturbance in sex-steroid serum profiles of cattle in response to exogenous estradiol: a screening approach to detect forbidden treatments. Steroids. 2011 Mar;76(4):365-75. doi: 10.1016/j.steroids.2010.12.005. Epub 2010 Dec 21. 21172370 C05291 53477776 FDB023273 Camerino, Bruno; Patelli, Bianca; Sciaky, Roberto. 4-Hydroxy steroids. (1962), 4 pp.