CHEBI:3211 - bulbocapnine

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ChEBI Name bulbocapnine
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.
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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
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 (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
EC (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
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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ChEBI Ontology
Outgoing bulbocapnine (CHEBI:3211) has functional parent aporphine (CHEBI:35643)
bulbocapnine (CHEBI:3211) has role EC (tyrosine 3-monooxygenase) inhibitor (CHEBI:63932)
bulbocapnine (CHEBI:3211) has role EC (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)
Manual Xrefs Databases
Bulbocapnine Wikipedia
C00001824 KNApSAcK
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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
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Last Modified
06 April 2017