1.0 2016-09-30 22:18:29 UTC 2020-05-21 16:28:51 UTC BMDB0000016 BMDB00016 Deoxycorticosterone Deoxycorticosterone, also known as Deoxycorticosterone or deoxycorticosterone, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, deoxycorticosterone is considered to be a steroid lipid molecule. Deoxycorticosterone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Deoxycorticosterone exists in all living organisms, ranging from bacteria to humans. Deoxycorticosterone participates in a number of enzymatic reactions, within cattle. In particular, Deoxycorticosterone can be converted into corticosterone through the action of the enzyme cytochrome P450 11B1. In addition, Deoxycorticosterone can be biosynthesized from 21-hydroxypregnenolone; which is catalyzed by the enzyme 3-beta-HSD 1. In cattle, deoxycorticosterone is involved in the metabolic pathway called the steroidogenesis pathway. Deoxycorticosterone is a potentially toxic compound. 21-Hydroxy-4-pregnene-3,20-dione 21-Hydroxyprogesterone 4-Pregnen-21-ol-3,20-dione Cortexone DESOXYCORTICOSTERONE Desoxycortone DOC Kendall's desoxy compound b Reichstein's substance Q 11-Dehydroxycorticosterone 11-Deoxy-corticosterone 11-Deoxycorticosterone 11-Desoxycorticosterone 21-Hydroxy-3,20-dioxopregn-4-ene 21-Hydroxy-D4-pregnane-3,20-dione 21-Hydroxy-D4-pregnene-3,20-dione 21-Hydroxy-pregn-4-ene-3,20-dione 21-Hydroxy-progesterone 21-Hydroxypregn-4-ene-3,20-dione D4-Pregnene-21-ol-3,20-dione Deoxycortone Doca 11-Decorticosterone 21 Hydroxyprogesterone 11 Decorticosterone 21 Hydroxy 4 pregnene 3,20 dione Deoxycorticosterone C21H30O3 330.4611 330.219494826 (1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one (1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one 64-85-7 [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1 ZESRJSPZRDMNHY-YFWFAHHUSA-N belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids 21-hydroxysteroids 20-oxosteroids 3-oxo delta-4-steroids Alpha-hydroxy ketones Cyclohexenones Delta-4-steroids Gluco/mineralocorticoids, progestogins and derivatives Hydrocarbon derivatives Organic oxides Primary alcohols 20-oxosteroid 21-hydroxysteroid 3-oxo-delta-4-steroid 3-oxosteroid Alcohol Aliphatic homopolycyclic compound Alpha-hydroxy ketone Carbonyl group Cyclic ketone Cyclohexenone Delta-4-steroid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Pregnane-skeleton Primary alcohol Progestogin-skeleton Aliphatic homopolycyclic compounds 20-oxo steroid 21-hydroxy steroid 3-oxo Delta(4)-steroid C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives Mineralocorticoids Pregnane and derivatives [Fig] mineralocorticoid Solid melting_point 141 - 142 °C water_solubility 0.0595 mg/mL at 37 °C logp 2.88 HANSCH,C ET AL. (1995) logp 3.10 ALOGPS logs -4.30 ALOGPS logp 3.33 ChemAxon pka_strongest_acidic 13.86 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (1S,2R,10S,11S,14S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one ChemAxon average_mass 330.4611 ChemAxon mono_mass 330.219494826 ChemAxon smiles [H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C ChemAxon formula C21H30O3 ChemAxon inchi InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1 ChemAxon inchikey ZESRJSPZRDMNHY-YFWFAHHUSA-N ChemAxon polar_surface_area 54.37 ChemAxon refractivity 94.41 ChemAxon polarizability 38.19 ChemAxon rotatable_bond_count 2 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 Steroidogenesis SMP0087238 Specdb::NmrOneD 1031 Specdb::NmrOneD 2561 Specdb::NmrOneD 3259 Specdb::EiMs 660 Specdb::CMs 2248 Specdb::CMs 22999 Specdb::CMs 27996 Specdb::CMs 29607 Specdb::CMs 30951 Specdb::CMs 37245 Specdb::CMs 135225 Specdb::CMs 142959 Specdb::CMs 1046974 Specdb::CMs 1046975 Specdb::CMs 1046977 Specdb::CMs 1046979 Specdb::CMs 1046981 Specdb::CMs 1046983 Specdb::CMs 1046985 Specdb::MsMs 28 Specdb::MsMs 29 Specdb::MsMs 30 Specdb::MsMs 2547 Specdb::MsMs 2548 Specdb::MsMs 317086 Specdb::MsMs 317087 Specdb::MsMs 317088 Specdb::MsMs 363487 Specdb::MsMs 363488 Specdb::MsMs 363489 Specdb::MsMs 374770 Specdb::MsMs 451444 Specdb::MsMs 2244258 Specdb::MsMs 2245827 Specdb::MsMs 2246449 Specdb::MsMs 2247851 Specdb::MsMs 2250536 Specdb::MsMs 2251872 Specdb::MsMs 2754217 Specdb::MsMs 2754218 Specdb::MsMs 2754219 Specdb::MsMs 2951589 Specdb::MsMs 2951590 Specdb::MsMs 2951591 Specdb::NmrTwoD 924 All Tissues 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 C03205 FDB006404 5932 16973 6166 41397 Desoxycorticosterone 5089 11-DEOXYCORTICOSTERONE Mattox V R; Goodrich J E; Vrieze W D Synthesis of C-21 glucosiduronates of cortisone and related corticosteroids. Biochemistry (1969), 8(3), 1188-99. BMDBP00010 Cytochrome P450 11B1, mitochondrial P15150 CYP11B1 Enzyme BMDBP00060 Steroid 21-hydroxylase P00191 CYP21 Enzyme