Compound: Quinine
SMILES: O(c1cc2c(nccc2[C@@H](O)[C@H]3N4C[C@H](C=C)[C@H](C3)CC4)cc1)C
InChIKey: LOUPRKONTZGTKE-WZBLMQSHSA-N
Synonyms: Quinine, 130-95-0, (-)-Quinine, Chinine, Chinin, (8S,9R)-Quinine, 6'-Methoxycinchonidine, (R)-(-)-quinine, 6-Methoxycinchonine, chininum, quinina, Rezquin, Chininum purum, (8S,9R)-6'-Methoxycinchonan-9-ol, A7V27PHC7A, (R)-(-)-Quinine, 6-methoxycinchonidine, DTXSID0044280, CHEBI:15854, (8-alpha,9R)-6'-Methoxycinchonan-9-ol, NSC-192949, WR297608, (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol, DTXCID60819897, (R)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methanol, NSC192949, 2-Quinuclidinemethanol, alpha-(6-methoxy-4-quinolyl)-5-vinyl-, Quinson, Quinsul, (R)-((1S,2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)(6-methoxyquinolin-4-yl)methanol, (R)-((2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)-(6-methoxyquinolin-4-yl)methanol, (R)-((4S,5R,7S)-5-ethenyl-1-azabicyclo(2.2.2)octan-7-yl)-(6-methoxyquinolin-4-yl)methanol, (R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol, (R)-[(4S,5R,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-(6-methoxyquinolin-4-yl)methanol, Hydrochloride, Quinine, RefChem:6490, 205-003-2, Quinoline alkaloid, Quinine, Anhydrous, MFCD00198096, Quinine anhydrous, quinine bisulphate, Aflukin, (R)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol, 72402-53-0, NSC 5362, 6'-Methoxycinchonan-9-ol, Quinine, tannate, Chinin [German], (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol, (-)quinine, Quinineanhydrous, (1R)-(6-methoxyquinolin-4-yl)((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol, (R)-(6-methoxy-4-quinolyl)-[(2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol, CAS-130-95-0, 6'-Methoxycinchonine, Quinine [BAN:NF], CHEMBL170, Quinine tannate [USP], GNF-Pf-506, UNII-26MX5YAL2R, UNII-A7V27PHC7A, NSC 192949, Quinsan, CCRIS 5755, Cinchonan-9-ol, 6'-methoxy-, (8a,9R)-, HSDB 2501, NCGC00166281-01, QI9, EINECS 205-003-2, EINECS 215-805-4, Quinine (Standard), Dentojel (*Bisulfate heptathydrate*), Biquinate (*Bisulfate heptathydrate*), Quinine, 90%, (9R)-6'-Methoxy-3alpha,8alpha-cinchonan-9-ol, (9R)-6'-methoxy-8alpha-cinchonan-9-ol, Quine (*2:1 Sulfate salt*, dihydrate), QUININE [VANDF], QUININE [HSDB], (8.alpha.,9R)-6'-Methoxycinchonan-9-ol, Quinamm (*2:1 Sulfate salt*), dihydrate, Quinsan (*2:1 Sulfate salt*), dihydrate, QUININE [MI], QUININE [MART.], QUININE [WHO-DD], Epitope ID:131786, EC 205-003-2, SCHEMBL27031, SCHEMBL27032, CHININUM PURUM [HPUS], Cinchonan-9-ol, 6'-methoxy-, GTPL2510, orb1310382, orb3140061, HY-D0143R, Quinidine Sulfate EP Impurity A, Cinchonan-9-ol, 6'-methoxy-, (8.alpha.,9R)-, sulfate, (R)-[(2S,4S,5R)-1-Aza-5-vinylbicyclo[2.2.2]-oct-2-yl](6-methoxyquinolin-4-yl)methanol, HMS2089E05, MSK11449, STR03990, Tox21_112389, BDBM50367247, EBC-03912, s4495, (8?,9R)-6'-Methoxycinchonan-9-ol, AKOS017343662, Tox21_112389_1, DB00468, FM27379, (R)-(6-methoxy-4-quinolyl)-[(1S,2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol, NCGC00166281-06, NCGC00274071-01, SY014630, NS00002397, T0690, Cinchonan-9-ol, 6'-methoxy-, (8|_,9R)-, EN300-258513, O12066, AB00375052-11, AB00375052-12, AB00375052_13, Cinchonan-9-ol, 6'-methoxy-, (8-alpha,9R)-, F858759, F869567, Q189522, Quinine, certified reference material, TraceCERT(R), BRD-K07940445-003-01-2, Cinchonan-?9-?ol, 6'-?methoxy-?, (8|A,?9R)?-, Q27166273, Z2235811384, (5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)-(6-methoxy-4-quinolinyl)methanol, (R)-[(2S,4S,5R)-1-Aza-5-vinylbicyclo[2.2.2]oct-2-yl](6-methoxyquinolin-4-yl)methanol, Quinine, suitable for fluorescence, anhydrous, >=98.0% (dried material, NT)
Theoretical properties:
molecular_formula: C20H24N2O2
molecular_weight: 324.4 g/mol
exact_mass: 324.183778013 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 4
heavy_atom_count: 24
topological_polar_surface_area: 45.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Triboluminescent, orthorhombic needles from absolute alcohol
color: Triboluminescent, orthorhombic needles from absolute alcohol
odor: ODORLESS
Descriptions:
{"pubchem": "Quinine is a cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy. It has a role as a non-narcotic analgesic, an antimalarial and a muscle relaxant. It is a conjugate base of a quinine(1+). It derives from a hydride of an (8S)-cinchonan.", "chebi": "A cinchona alkaloid that is cinchonidine in which the hydrogen at the 6-position of the quinoline ring is substituted by methoxy.", "chembl": "QUININE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Quinine is a medication used to treat malaria and babesiosis. This includes the treatment of malaria due to Plasmodium falciparum that is resistant to chloroquine when artesunate is not available. While sometimes used for nocturnal leg cramps, quinine is not recommended for this purpose due to the risk of serious side effects. It can be taken by mouth or intravenously. Malaria resistance to quinine occurs in certain areas of the world. Quinine is also used as an ingredient in tonic water and other beverages to impart a bitter taste.\nCommon side effects include headache, ringing in the ears, vision issues, and sweating. More severe side effects include deafness, low blood platelets, and an irregular heartbeat. Use can make one more prone to sunburn. While it is unclear if use during pregnancy carries potential for fetal harm, treating malaria during pregnancy with quinine when appropriate is still recommended. Quinine is an alkaloid, a naturally occurring chemical compound. It possesses a C9H7N quinoline functional group (pyridine fused to benzene). \nQuinine was first isolated in 1820 from the bark of a cinchona tree, which is native to Peru, and its molecular formula was determined by Adolph Strecker in 1854. The class of chemical compounds to which it belongs is thus called the cinchona alkaloids. Bark extracts had been used to treat malaria since at least 1632 and it was introduced to Spain as early as 1636 by Jesuit missionaries returning from the New World. It is on the World Health Organization's List of Essential Medicines. Treatment of malaria with quinine marks the first known use of a chemical compound to treat an infectious disease."}