1.0 2010-04-08 22:05:14 UTC 2025-11-18 22:35:01 UTC FDB002116 Cinchonidine Alkaloid from the leaves of Olea europaea Cinchonidine is an alkaloid used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonine. Cinchonidine is found in olive, herbs and spices, and fruits. (-)-cinchonidine (8α,9R)-Cinchonan-9-ol (8a,9R)-Cinchonan-9-ol, 9CI (8S,9R)-Cinchonidine α-quinidine a-Quinidine Alpha-quinidine Cinchonan-9-ol, (8α, 9R)- Cinchonan-9-ol, (8α,9R)- Cinchovatine L-cinchonidine nchem.180-comp1b C19H22N2O 294.3908 294.173213336 {5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol cinchonidine sulfate 485-71-2 OC(C1CC2CCN1CC2C=C)C1=CC=NC2=C1C=CC=C2 InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2 KMPWYEUPVWOPIM-UHFFFAOYSA-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 Aralkylamines Aromatic alcohols Azacyclic compounds Benzenoids Heteroaromatic compounds Hydrocarbon derivatives Organopnictogen compounds Piperidines Pyridines and derivatives Quinuclidines Secondary alcohols Trialkylamines 1,2-aminoalcohol 4-quinolinemethanol Alcohol Amine Aralkylamine Aromatic alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Cinchonan-skeleton 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 aliphatic amine Tertiary amine logp 3.20 ALOGPS logs -2.89 ALOGPS solubility 3.81e-01 g/l ALOGPS melting_point Mp 210.5° (205°) logp 2.67 ChemAxon pka_strongest_acidic 13.88 ChemAxon pka_strongest_basic 9.15 ChemAxon iupac {5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol ChemAxon average_mass 294.3908 ChemAxon mono_mass 294.173213336 ChemAxon smiles OC(C1CC2CCN1CC2C=C)C1=CC=NC2=C1C=CC=C2 ChemAxon formula C19H22N2O ChemAxon inchi InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2 ChemAxon inchikey KMPWYEUPVWOPIM-UHFFFAOYSA-N ChemAxon polar_surface_area 36.36 ChemAxon refractivity 88.23 ChemAxon polarizability 33.1 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26236 Specdb::CMs 41858 Specdb::CMs 116118 Specdb::CMs 116406 Specdb::CMs 146911 Specdb::MsMs 81015 Specdb::MsMs 81016 Specdb::MsMs 81017 Specdb::MsMs 142029 Specdb::MsMs 142030 Specdb::MsMs 142031 Specdb::MsMs 374621 Specdb::MsMs 451245 Specdb::MsMs 2226890 Specdb::MsMs 2227159 Specdb::MsMs 2227561 Specdb::MsMs 2227844 Specdb::MsMs 2229208 Specdb::MsMs 2229569 Specdb::MsMs 2229896 Specdb::MsMs 2230228 Specdb::MsMs 2231074 Specdb::MsMs 2236186 Specdb::MsMs 2237208 Specdb::MsMs 2238323 Specdb::MsMs 2239246 Specdb::MsMs 2240469 Specdb::MsMs 2241249 Specdb::MsMs 2242501 Specdb::MsMs 2243340 HMDB0030282 Fruits Unknown generic Herbs and Spices Unknown generic Olive Type 1 specific Olea europaea 4146 Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti-flu 284 A substance that destroys or inhibits replication of viruses. Anti-herpetic 329 A substance that destroys or inhibits replication of viruses. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.