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CHEBI:22998 - canadine

ChEBI IDCHEBI:22998
ChEBI Namecanadine
Stars
DefinitionA berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10.
Last Modified25 February 2016
DownloadsMolfile
FormulaC20H21NO4
Net Charge0
Average Mass339.391
Monoisotopic Mass339.14706
SMILESCOc1ccc2c(c1OC)CN1CCc3cc4c(cc3C1C2)OCO4
InChIInChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3
InChIKeyVZTUIEROBZXUFA-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
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)
canadine (CHEBI:22998) is a aromatic ether (CHEBI:35618)
canadine (CHEBI:22998) is a berberine alkaloid (CHEBI:22754)
canadine (CHEBI:22998) is a organic heteropentacyclic compound (CHEBI:38164)
canadine (CHEBI:22998) is a oxacycle (CHEBI:38104)
Incoming Relation(s)
(R)-canadine (CHEBI:18146) is a canadine (CHEBI:22998)
(S)-canadine (CHEBI:16592) is a canadine (CHEBI:22998)
IUPAC Name 
9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Synonyms  Source
CanadinChemIDplus
tetrahydroberberineChemIDplus
5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizineChemIDplus
5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizineChemIDplus
9,10-dimethoxy-2,3-(methylenedioxy)berbineChemIDplus
xanthopuccineChemIDplus
Manual XrefsDatabases
CanadineWikipedia
LSM-21633LINCS
Registry NumbersSources
Reaxys:96683Reaxys
CAS:522-97-4ChemIDplus
Citations