CHEBI:16592 - (S)-canadine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-canadine
ChEBI ID CHEBI:16592
ChEBI ASCII Name (S)-canadine
Definition The (S)-enantiomer of canadine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11059, CHEBI:413, CHEBI:11074, CHEBI:18773
Supplier Information
Download Molfile XML SDF
Formula C20H21NO4
Net Charge 0
Average Mass 339.38508
Monoisotopic Mass 339.147
InChI InChI=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/t16-/m0/s1
InChIKey VZTUIEROBZXUFA-INIZCTEOSA-N
SMILES [H][C@@]12Cc3ccc(OC)c(OC)c3CN1CCc1cc3OCOc3cc21
Metabolite of Species Details
Hydrastis canadensis (NCBI:txid13569) Found in leaf (BTO:0000713). EtOH:H2O(50:50) extract of leaves See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-canadine (CHEBI:16592) has functional parent (S)-nandinine (CHEBI:132749)
(S)-canadine (CHEBI:16592) has role plant metabolite (CHEBI:76924)
(S)-canadine (CHEBI:16592) is a canadine (CHEBI:22998)
(S)-canadine (CHEBI:16592) is enantiomer of (R)-canadine (CHEBI:18146)
Incoming (13S,14R)-1,13-dihydroxy-N-methylcanadine (CHEBI:141639) has functional parent (S)-canadine (CHEBI:16592)
(S)-N-methylcanadine (CHEBI:16512) has functional parent (S)-canadine (CHEBI:16592)
(R)-canadine (CHEBI:18146) is enantiomer of (S)-canadine (CHEBI:16592)
IUPAC Name
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Synonyms Sources
(13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine KEGG COMPOUND
(S)-Canadine KEGG COMPOUND
(S)-canadine UniProt
(S)-Tetrahydroberberine KEGG COMPOUND
canadine l-form ChemIDplus
Manual Xrefs Databases
C00028005 KNApSAcK
C03329 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
5096-57-1 CAS Registry Number ChemIDplus
96684 Reaxys Registry Number Reaxys
96684 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
21661731 PubMed citation Europe PMC
Last Modified
10 November 2016