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.
Chemical data
- Formula
- C19H22N2O
- Molecular weight
- 294.4 g/mol
- IUPAC name
- (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
- SMILES
- C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=CC=NC4=CC=CC=C34)O
- InChIKey
- KMPWYEUPVWOPIM-QAMTZSDWSA-N
- XLogP
- 2.7
- Polar surface area
- 36.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
286 papers~1 min read
Article
1 sectionsContents
- References
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.
It is structurally similar to quinine, an antimalarial drug.