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cinchonidine

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EntityQ412713· pop 15· linked from 12 articles

cinchonidine

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Also known as (R)-[(4S,5S,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-quinolin-4-ylmethanol, cinchovatine, L-cinchonidine, alpha-quinidine, (8S,9R)-cinchonan-9-ol, (8S,9R)-cinchonidine, (-)-cinchonidine, (8alpha,9R)-Cinchonan-9-ol

Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium. It is used in asymmetric synthesis in organic chemistry.

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Vinony's link graph records 12 inbound references to cinchonidine, and connects out to mass density, chemical formula and melting point.

Vinony files it under Chembox having GHS data, Chembox image size set and ECHA InfoCard ID from Wikidata.

Vinony links it to 15 Wikipedia language editions.

Chemical data

Formula
C19H22N2O
Molecular weight
294.4 g/mol
IUPAC name
(R)-[(2S,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-KODHJQJWSA-N
XLogP
2.7
Polar surface area
36.4 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
294.173
Show 8 more facts
chemical formula
C₁₉H₂₂N₂O
canonical SMILES
C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O
isomeric SMILES
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](C3=CC=NC4=CC=CC=C34)O
medical condition treated
malaria
melting point
204.0
found in taxon
Cinchona calisaya
Commons category
Cinchonidine
Sources (5)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium. It is used in asymmetric synthesis in organic chemistry.

==See also== Cinchonine, a stereoisomer

Excerpted from Wikipedia’s “cinchonidine” article, available under the CC BY-SA 4.0 licence.

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