1.0 2016-09-30 23:25:52 UTC 2020-06-04 20:40:05 UTC BMDB0006771 BMDB06771 7a-Hydroxyandrost-4-ene-3,17-dione 7alpha-Hydroxyandrostenedione 7a-Hydroxyandrostenedione 7Α-hydroxyandrostenedione 7-Hydroxy-4-androstene-3,17-dione 7 alpha-Hydroxy-4-androstene-3,17-dione 7alpha-Hydroxyandrost-4-ene-3,17-dione 7a-Hydroxyandrost-4-ene-3,17-dione 7Α-hydroxyandrost-4-ene-3,17-dione C19H26O3 302.4079 302.188194698 (1S,2R,9R,10R,11S,15S)-9-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione 7α-hydroxyandrostenedione 62-84-0 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2=CC(=O)CC[C@]12C InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15+,17-,18-,19-/m0/s1 LFWLQMQUJQUZBD-TYHLISGHSA-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-oxosteroids 3-oxo delta-4-steroids 7-hydroxysteroids Cyclic alcohols and derivatives Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Organic oxides Secondary alcohols 17-oxosteroid 3-oxo-delta-4-steroid 3-oxosteroid 7-hydroxysteroid 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 Secondary alcohol Aliphatic homopolycyclic compounds 17-oxo steroid 3-oxo steroid 7alpha-hydroxy steroid C19 steroids (androgens) and derivatives C19 steroids (androgens) and derivatives androstanoid Solid logp 2.03 ALOGPS logs -3.56 ALOGPS logp 2.62 ChemAxon pka_strongest_acidic 17.14 ChemAxon pka_strongest_basic -0.61 ChemAxon iupac (1S,2R,9R,10R,11S,15S)-9-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione ChemAxon average_mass 302.4079 ChemAxon mono_mass 302.188194698 ChemAxon smiles [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)CC2=CC(=O)CC[C@]12C ChemAxon formula C19H26O3 ChemAxon inchi InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15+,17-,18-,19-/m0/s1 ChemAxon inchikey LFWLQMQUJQUZBD-TYHLISGHSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 85.2 ChemAxon polarizability 33.97 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 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::MsMs 319600 Specdb::MsMs 319601 Specdb::MsMs 319602 Specdb::MsMs 366751 Specdb::MsMs 366752 Specdb::MsMs 366753 Specdb::MsMs 2463243 Specdb::MsMs 2463244 Specdb::MsMs 2463245 Specdb::MsMs 2499686 Specdb::MsMs 2499687 Specdb::MsMs 2499688 Specdb::CMs 24187 Specdb::CMs 31926 Specdb::CMs 31927 Specdb::CMs 39083 Specdb::CMs 99934 Specdb::CMs 99935 Specdb::CMs 146552 Blood 0.0015 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 C05296 58986 65542 FDB024073 27768