1.0 2011-09-21 00:13:45 UTC 2015-07-21 06:57:12 UTC FDB022421 3-Hydroxyquinine 3-Hydroxyquinine is a major metabolite of quinine. The formation of 3-hydroxyquinine is catalysed by cytochrome P450 3A4. [HMDB] 3-hydroxyquinidine 6'-Methoxycinchonan-3,9-diol C20H24N2O3 340.4162 340.178692644 (3S,4R,6S)-3-ethenyl-6-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-3-ol 3-hydroxyquinidine 53467-23-5 [H][C@]12CCN(C[C@]1(O)C=C)[C@@]([H])(C2)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12 InChI=1S/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18+,19-,20-/m1/s1 BSRUJCFCZKMFMB-ZNYHDOEXSA-N belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety. Cinchona alkaloids Organic compounds Alkaloids and derivatives Cinchona alkaloids Aromatic heteropolycyclic compounds 1,2-aminoalcohols 4-quinolinemethanols Alkyl aryl ethers Anisoles Aralkylamines Aromatic alcohols Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organopnictogen compounds Piperidines Pyridines and derivatives Quinuclidines Secondary alcohols Tertiary alcohols Trialkylamines 1,2-aminoalcohol 4-quinolinemethanol Alcohol Alkyl aryl ether Amine Anisole Aralkylamine Aromatic alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Cinchonan-skeleton Ether Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Pyridine Quinoline Quinuclidine Secondary alcohol Tertiary alcohol Tertiary aliphatic amine Tertiary amine Solid logp 2.24 ALOGPS logs -2.47 ALOGPS solubility 1.14e+00 g/l ALOGPS logp 1.67 ChemAxon pka_strongest_acidic 13.55 ChemAxon pka_strongest_basic 8.63 ChemAxon iupac (3S,4R,6S)-3-ethenyl-6-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-3-ol ChemAxon average_mass 340.4162 ChemAxon mono_mass 340.178692644 ChemAxon smiles [H][C@]12CCN(C[C@]1(O)C=C)[C@@]([H])(C2)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12 ChemAxon formula C20H24N2O3 ChemAxon inchi InChI=1S/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18+,19-,20-/m1/s1 ChemAxon inchikey BSRUJCFCZKMFMB-ZNYHDOEXSA-N ChemAxon polar_surface_area 65.82 ChemAxon refractivity 95.91 ChemAxon polarizability 36.89 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 15858 Specdb::CMs 37923 Specdb::CMs 131579 Specdb::CMs 139313 Specdb::MsMs 301126 Specdb::MsMs 301127 Specdb::MsMs 301128 Specdb::MsMs 343576 Specdb::MsMs 343577 Specdb::MsMs 343578 Specdb::MsMs 2738170 Specdb::MsMs 2738171 Specdb::MsMs 2738172 Specdb::MsMs 2970705 Specdb::MsMs 2970706 Specdb::MsMs 2970707 HMDB01091 17685 #<Reference:0x000055ce3300b160> #<Reference:0x000055ce3300afa8> #<Reference:0x000055ce3300ad78> #<Reference:0x000055ce3300ab48> #<Reference:0x000055ce3300a990> #<Reference:0x000055ce3300a7d8> #<Reference:0x000055ce3300a620> 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