CHEBI:65660 - corynoline

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ChEBI Name corynoline
ChEBI ID CHEBI:65660
Definition A benzophenanthridine alkaloid that is chelidonine substituted by a methyl group at position 13. Isolated from the aerial parts of Corydalis incisa, it acts as an acetylcholinesterase inhibitor and also exhibits antineoplastic and hepatoprotective activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H21NO5
Net Charge 0
Average Mass 367.39510
Monoisotopic Mass 367.142
InChI InChI=1S/C21H21NO5/c1-21-14-3-4-15-19(27-10-24-15)13(14)8-22(2)20(21)12-7-17-16(25-9-26-17)5-11(12)6-18(21)23/h3-5,7,18,20,23H,6,8-10H2,1-2H3/t18-,20+,21-/m0/s1
InChIKey IQUGPRHKZNCHGC-TYPHKJRUSA-N
SMILES [H][C@]12N(C)Cc3c4OCOc4ccc3[C@@]1(C)[C@@H](O)Cc1cc3OCOc3cc21
Metabolite of Species Details
Corydalis incisa (NCBI:txid404570) Found in aerial part (BTO:0001658). See: PubMed
Roles Classification
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing corynoline (CHEBI:65660) has functional parent chelidonine (CHEBI:31389)
corynoline (CHEBI:65660) has role antineoplastic agent (CHEBI:35610)
corynoline (CHEBI:65660) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
corynoline (CHEBI:65660) has role hepatoprotective agent (CHEBI:62868)
corynoline (CHEBI:65660) has role metabolite (CHEBI:25212)
corynoline (CHEBI:65660) is a benzophenanthridine alkaloid (CHEBI:38517)
corynoline (CHEBI:65660) is a cyclic acetal (CHEBI:59770)
corynoline (CHEBI:65660) is a isoquinolines (CHEBI:24922)
corynoline (CHEBI:65660) is a organic heterohexacyclic compound (CHEBI:51914)
corynoline (CHEBI:65660) is a secondary alcohol (CHEBI:35681)
IUPAC Name
13-methylchelidonine
Synonyms Sources
(+)-corynoline ChEBI
(11S,13R,14R)-corynoline ChEBI
(5bR,6S,12bR)-5b,13-dimethyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol ChEBI
Registry Numbers Types Sources
18797-79-0 CAS Registry Number ChemIDplus
4275687 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11156180 PubMed citation Europe PMC
11498866 PubMed citation Europe PMC
12510831 PubMed citation Europe PMC
15139147 PubMed citation Europe PMC
17366734 PubMed citation Europe PMC
20641061 PubMed citation Europe PMC
Last Modified
14 December 2012