1.0 2016-09-30 23:07:03 UTC 2020-05-21 16:29:04 UTC BMDB0003955 BMDB03955 19-Hydroxyandrost-4-ene-3,17-dione 19-Hydroxyandrost-4-ene-3,17-dione, also known as 19-hydroxyandrost-4-ene-3,17-dione, 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. Thus, 19-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid lipid molecule. 19-Hydroxyandrost-4-ene-3,17-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 19-Hydroxyandrost-4-ene-3,17-dione participates in a number of enzymatic reactions, within cattle. In particular, 19-Hydroxyandrost-4-ene-3,17-dione can be biosynthesized from androstenedione through its interaction with the enzyme cytochrome P450 19A1. In addition, 19-Hydroxyandrost-4-ene-3,17-dione can be converted into 19-oxoandrost-4-ene-3,17-dione through the action of the enzyme cytochrome P450 19A1. In cattle, 19-hydroxyandrost-4-ene-3,17-dione is involved in the metabolic pathway called the androstenedione metabolism pathway. 19-Hydroxyandrostenedione 19-Hydroxy-4-androstene-3,17-dione 19-Hydroxy-4-androstene-3,17-dione, 18O-labeled 19-HAED C19H26O3 302.4079 302.188194698 (1S,2S,10R,11S,15S)-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione 19-haed 510-64-5 [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1 XGUHPTGEXRHMQQ-BGJMDTOESA-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 Cyclohexenones Delta-4-steroids Hydrocarbon derivatives Hydroxysteroids Organic oxides Primary alcohols 17-oxosteroid 19-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Androgen-skeleton Carbonyl group Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Primary alcohol Aliphatic homopolycyclic compounds 17-oxo steroid 19-hydroxy steroid 3-oxo steroid C19 steroids (androgens) and derivatives C19 steroids (androgens) and derivatives androstanoid Solid logp 2.10 ALOGPS logs -3.62 ALOGPS logp 2.65 ChemAxon pka_strongest_acidic 18.71 ChemAxon pka_strongest_basic -0.97 ChemAxon iupac (1S,2S,10R,11S,15S)-2-(hydroxymethyl)-15-methyltetracyclo[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])CCC2=CC(=O)CC[C@]12CO ChemAxon formula C19H26O3 ChemAxon inchi InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1 ChemAxon inchikey XGUHPTGEXRHMQQ-BGJMDTOESA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 85.38 ChemAxon polarizability 33.95 ChemAxon rotatable_bond_count 1 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 Androgen and Estrogen Metabolism SMP0087251 Androstenedione Metabolism SMP0087271 Specdb::CMs 2147 Specdb::CMs 2159 Specdb::CMs 2171 Specdb::CMs 2178 Specdb::CMs 15620 Specdb::CMs 31491 Specdb::CMs 31492 Specdb::CMs 31493 Specdb::CMs 31494 Specdb::CMs 31928 Specdb::CMs 31929 Specdb::CMs 38676 Specdb::CMs 151793 Specdb::MsMs 300622 Specdb::MsMs 300623 Specdb::MsMs 300624 Specdb::MsMs 342934 Specdb::MsMs 342935 Specdb::MsMs 342936 Specdb::MsMs 2459536 Specdb::MsMs 2459537 Specdb::MsMs 2459538 Specdb::MsMs 2475662 Specdb::MsMs 2475663 Specdb::MsMs 2475664 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Testis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB030282 221136 C05290 252379 27576 6990 Ueberwasser, H.; Heusler, K.; Kalvoda, J.; Meystre, Ch.; Wieland, P.; Anner, G.; Wettstein, A. Steroids. CXCIII. 19-Norsteroids. A simple route to 19-norandrostane derivatives. Helvetica Chimica Acta (1963), 46 344-52. BMDBP00005 Aromatase P46194 CYP19A1 Enzyme