Cinchonine
Cinchonine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine.
Names | |
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IUPAC name
(9S)-Cinchonan-9-ol | |
Systematic IUPAC name
(S)-[(2R,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol | |
Identifiers | |
3D model (JSmol) |
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89689 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.850 |
EC Number |
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KEGG | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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SMILES
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Properties | |
C19H22N2O | |
Molar mass | 294.39 g/mol |
Melting point | 260-263 |
Hazards | |
GHS labelling: | |
Warning | |
H302, H317, H332 | |
P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P330, P333+P313, P363, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
It is structurally similar to quinine, an antimalarial drug.
It is a GLP-1 receptor agonist and therefore has potential as a possible treatment for obesity, type 2 diabetes, and non-alcoholic fatty liver disease.
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