1.0 2011-09-21 00:05:35 UTC 2015-07-21 06:56:54 UTC FDB021942 16-alpha-Hydroxypregnenolone 16-a-Hydroxypregnenolone is a normal urinary metabolite with increased total excretion in newborn infants with congenital adrenal hyperplasia due to 21-hydroxylase deficiency. (PMID 6980322) [HMDB] (3b,16a)-3,16-Dihydroxypregn-5-en-20-one (3beta,16alpha)-3,16-Dihydroxypregn-5-en-20-one (3β,16α)-3,16-dihydroxypregn-5-en-20-one 16 alpha-Hydroxypregnenolone 16-a-Hydroxy-pregnenolone 16-a-Hydroxypregnenolone 16-alpha-Hydroxy-pregnenolone 16-alpha-Hydroxypregnenolone 16-α-hydroxypregnenolone 16a-Hydroxypregnenolone 16alpha-Hydroxypregnenolone 16α-hydroxypregnenolone 3b,16a-Dihydroxypreg-5-en-20-one 3b,16a-Dihydroxypregn-5-en-20-one 3b,16a-Dihydroxypregnen-5-en-20-one 5-Pregnene-3b,16a-diol-20-one Pregn-5-en-3b,16a-diol-20-one C21H32O3 332.477 332.23514489 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethanone 520-88-7 [H][C@@]12C[C@@H](O)[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1 ZAKJZPQDUPCXSD-YRWKUUEZSA-N belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. Gluco/mineralocorticoids, progestogins and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Pregnane steroids Aliphatic homopolycyclic compounds 16-alpha-hydroxysteroids 20-oxosteroids 3-beta-hydroxy delta-5-steroids 3-beta-hydroxysteroids Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Ketones Organic oxides Secondary alcohols 16-alpha-hydroxysteroid 16-hydroxysteroid 20-oxosteroid 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Carbonyl group Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Ketone Organic oxide Organic oxygen compound Organooxygen compound Oxosteroid Progestogin-skeleton Secondary alcohol 16alpha-hydroxy steroid 3beta-hydroxy steroid C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives hydroxypregnenolone Solid logp 2.79 ALOGPS logs -3.76 ALOGPS solubility 5.74e-02 g/l ALOGPS logp 2.35 ChemAxon pka_strongest_acidic 14.75 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac 1-[(1S,2R,5S,10S,11S,13R,14R,15S)-5,13-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one ChemAxon average_mass 332.477 ChemAxon mono_mass 332.23514489 ChemAxon smiles [H][C@@]12C[C@@H](O)[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C ChemAxon formula C21H32O3 ChemAxon inchi InChI=1S/C21H32O3/c1-12(22)19-18(24)11-17-15-5-4-13-10-14(23)6-8-20(13,2)16(15)7-9-21(17,19)3/h4,14-19,23-24H,5-11H2,1-3H3/t14-,15+,16-,17-,18+,19-,20-,21-/m0/s1 ChemAxon inchikey ZAKJZPQDUPCXSD-YRWKUUEZSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 95.27 ChemAxon polarizability 38.92 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1328 Specdb::NmrTwoD 1271 Specdb::MsMs 27194 Specdb::MsMs 27195 Specdb::MsMs 27196 Specdb::MsMs 33752 Specdb::MsMs 33753 Specdb::MsMs 33754 Specdb::MsMs 3061481 Specdb::MsMs 3061482 Specdb::MsMs 3061483 Specdb::MsMs 3109530 Specdb::MsMs 3109531 Specdb::MsMs 3109532 Specdb::CMs 11380 Specdb::CMs 37423 Specdb::CMs 160952 Specdb::CMs 1057975 Specdb::CMs 1057977 Specdb::CMs 1057979 Specdb::CMs 1057981 Specdb::CMs 1057983 Specdb::CMs 1057985 Specdb::CMs 1057987 Specdb::CMs 1057989 Specdb::CMs 1057991 Specdb::CMs 1057993 Specdb::CMs 1057995 Specdb::CMs 1057997 Specdb::CMs 1057999 Specdb::CMs 1058001 Specdb::CMs 1058003 Specdb::CMs 1058005 Specdb::CMs 1058007 HMDB00315 #<Reference:0x000055ce32fb0288> #<Reference:0x000055ce32faff18> 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