1.0 2010-04-08 22:14:39 UTC 2025-11-19 02:26:27 UTC FDB019895 Quinine bisulfate Bitter flavouring It is used in tonics and bitter drinks Quinine is a natural white crystalline alkaloid having antipyretic, antimalarial, analgesic, anti-inflammatory properties and a bitter taste. It is a stereoisomer of quinidine which, unlike quinine, is an anti-arrhythmic. Though it has been synthesized in the lab, the bark of the cinchona tree is the only known natural source of quinine. Quinine was the first effective treatment for malaria caused by Plasmodium falciparum, appearing in therapeutics in the 17th century. It remained the antimalarial drug of choice until the 1940s, when other drugs replaced it. 6'-Methoxycinchonan-9-ol sulfate, (8alpha,9R)-, (1:1) 8alpha,9R-6'-Methoxycinchonan-9-ol, sulfate (1:1) salt Cinchonan-9-ol, 6'-methoxy-, (8alpha,9R)-, sulfate (1:1) FEMA 2975 Quinine bisulfate Quinine sulfate (1:1) C20H42N2O17S2 646.681 646.192489308 (R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol bis(sulfuric acid) heptahydrate quinine bis(sulfuric acid) heptahydrate 549-56-4 O.O.O.O.O.O.O.OS(O)(=O)=O.OS(O)(=O)=O.COC1=CC=C2N=CC=C([C@@H](O)[C@@H]3C[C@@H]4CC[N@]3C[C@@H]4C=C)C2=C1 InChI=1S/C20H24N2O2.2H2O4S.7H2O/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;2*1-5(2,3)4;;;;;;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2*(H2,1,2,3,4);7*1H2/t13-,14-,19-,20+;;;;;;;;;/m0........./s1 QRINDWCWGOHSTN-FTCXZRKKSA-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 Organic oxides Organic sulfuric acids Organopnictogen compounds Piperidines Pyridines and derivatives Quinuclidines Secondary 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 oxide Organic oxygen compound Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Pyridine Quinoline Quinuclidine Secondary alcohol Sulfuric acid Tertiary aliphatic amine Tertiary amine logp 2.51 ChemAxon pka_strongest_acidic 13.89 ChemAxon pka_strongest_basic 9.05 ChemAxon iupac (R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol bis(sulfuric acid) heptahydrate ChemAxon average_mass 646.681 ChemAxon mono_mass 646.192489308 ChemAxon smiles O.O.O.O.O.O.O.OS(O)(=O)=O.OS(O)(=O)=O.COC1=CC=C2N=CC=C([C@@H](O)[C@@H]3C[C@@H]4CC[N@]3C[C@@H]4C=C)C2=C1 ChemAxon formula C20H42N2O17S2 ChemAxon inchi InChI=1S/C20H24N2O2.2H2O4S.7H2O/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;2*1-5(2,3)4;;;;;;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2*(H2,1,2,3,4);7*1H2/t13-,14-,19-,20+;;;;;;;;;/m0........./s1 ChemAxon inchikey QRINDWCWGOHSTN-FTCXZRKKSA-N ChemAxon polar_surface_area 45.59 ChemAxon refractivity 94.69 ChemAxon polarizability 35.97 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon HMDB40183 odorless