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CHEBI:3703 - cinchonidine

ChEBI IDCHEBI:3703
ChEBI Namecinchonidine
Stars
Definition8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis.
Last Modified25 February 2016
DownloadsMolfile
FormulaC19H22N2O
Net Charge0
Average Mass294.398
Monoisotopic Mass294.17321
SMILES[H][C@@]1([C@H](O)c2ccnc3ccccc23)C[C@@H]2CC[N@@]1C[C@@H]2C=C
InChIInChI=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/t13-,14-,18-,19+/m0/s1
InChIKeyKMPWYEUPVWOPIM-KODHJQJWSA-N
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
cinchonidine (CHEBI:3703) has parent hydride (8S)-cinchonan (CHEBI:59138)
cinchonidine (CHEBI:3703) has role metabolite (CHEBI:25212)
cinchonidine (CHEBI:3703) is a (8ξ)-cinchonan-9-ol (CHEBI:115155)
cinchonidine (CHEBI:3703) is a cinchona alkaloid (CHEBI:51323)
IUPAC Name 
(8α,9R)-cinchonan-9-ol
Synonyms  Source
CinchonidineKEGG COMPOUND
(-)-cinchonidineChemIDplus
(8S,9R)-cinchonidineChemIDplus
(8S,9R)-cinchonan-9-olChEBI
α-quinidineChemIDplus
L-cinchonidineNIST Chemistry WebBook
Manual XrefsDatabases
C11379KEGG COMPOUND
D07153KEGG DRUG
C00002147KNApSAcK
LSM-6591LINCS
Registry NumbersSources
Beilstein:89690Beilstein
CAS:485-71-2KEGG COMPOUND
CAS:485-71-2ChemIDplus
CAS:485-71-2NIST Chemistry WebBook