bulbocapnine (CHEBI:3211)

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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.

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Formula

C19H19NO4

Net Charge

Average Mass

325.35850

Monoisotopic Mass

325.13141

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 )

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

Last Modified

06 April 2017