1.0 2010-04-08 22:07:07 UTC 2025-11-18 23:01:51 UTC FDB006404 Desoxycorticosterol Desoxycorticosterol, also known as 21-hydroxy-4-pregnene-3,20-dione or 21-hydroxyprogesterone, is a member of the class of compounds known as 21-hydroxysteroids. 21-hydroxysteroids are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. Thus, desoxycorticosterol is considered to be a steroid lipid molecule. Desoxycorticosterol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Desoxycorticosterol can be synthesized from progesterone. Desoxycorticosterol can also be synthesized into 11-deoxycorticosterone-21-hemisuccinate and 5beta-dihydrodeoxycorticosterone. Desoxycorticosterol can be found in rice, which makes desoxycorticosterol a potential biomarker for the consumption of this food product. Desoxycorticosterol can be found primarily in amniotic fluid and blood, as well as throughout all human tissues. In humans, desoxycorticosterol is involved in the steroidogenesis. Desoxycorticosterol is also involved in several metabolic disorders, some of which include corticosterone methyl oxidase I deficiency (CMO I), 21-hydroxylase deficiency (CYP21), corticosterone methyl oxidase II deficiency - CMO II, and 11-beta-hydroxylase deficiency (CYP11B1). Desoxycorticosterol is a non-carcinogenic (not listed by IARC) potentially toxic compound. 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. 21-hydroxysteroids Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxysteroids Aliphatic homopolycyclic compounds 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 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 logp 3.10 ALOGPS logs -4.30 ALOGPS solubility 1.67e-02 g/l 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 Specdb::NmrTwoD 924 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::EiMs 660 Specdb::NmrOneD 1031 Specdb::NmrOneD 2561 Specdb::NmrOneD 3259 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 HMDB0000016 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823