CHEBI:3211 - bulbocapnine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bulbocapnine
ChEBI ID CHEBI:3211
Definition An aporphine alkaloid that has been isolated from Corydalis and exhibits inhibitory activity against enzymes such as tyrosine 3-monooxygenase and diamine oxidase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H19NO4
Net Charge 0
Average Mass 325.35850
Monoisotopic Mass 325.131
InChI InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1
InChIKey LODGIKWNLDQZBM-LBPRGKRZSA-N
SMILES COc1ccc2C[C@@H]3N(C)CCc4cc5OCOc5c(c34)-c2c1O
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.
EC 1.4.3.22 (diamine oxidase) inhibitor
An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of diamine oxidase (EC 1.4.3.22).
EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor
An EC 1.14.16.* (oxidoreductase acting on paired donors, reduced pteridine as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosine 3-monooxygenase (EC 1.14.16.2).
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 bulbocapnine (CHEBI:3211) has functional parent aporphine (CHEBI:35643)
bulbocapnine (CHEBI:3211) has role EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor (CHEBI:63932)
bulbocapnine (CHEBI:3211) has role EC 1.4.3.22 (diamine oxidase) inhibitor (CHEBI:53659)
bulbocapnine (CHEBI:3211) has role plant metabolite (CHEBI:76924)
bulbocapnine (CHEBI:3211) is a aporphine alkaloid (CHEBI:134209)
bulbocapnine (CHEBI:3211) is a aromatic ether (CHEBI:35618)
bulbocapnine (CHEBI:3211) is a oxacycle (CHEBI:38104)
bulbocapnine (CHEBI:3211) is a phenols (CHEBI:33853)
bulbocapnine (CHEBI:3211) is conjugate base of bulbocapnine(1+) (CHEBI:134215)
Incoming N-methylbulbocapnine(1+) (CHEBI:134217) has functional parent bulbocapnine (CHEBI:3211)
bulbocapnine(1+) (CHEBI:134215) is conjugate acid of bulbocapnine (CHEBI:3211)
IUPAC Name
(7aS)-11-methoxy-7-methyl-6,7,7a,8-tetrahydro-5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-12-ol
Manual Xrefs Databases
Bulbocapnine Wikipedia
C00001824 KNApSAcK
C09367 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
298-45-3 CAS Registry Number KEGG COMPOUND
298-45-3 CAS Registry Number ChemIDplus
94758 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13878182 PubMed citation Europe PMC
21475122 PubMed citation Europe PMC
21908684 PubMed citation Europe PMC
241025 PubMed citation Europe PMC
9270381 PubMed citation Europe PMC
932983 PubMed citation Europe PMC
9593514 PubMed citation Europe PMC
Last Modified
06 April 2017