(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701)

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ChEBI Name	(+)-N-(methoxycarbonyl)-N-norboldine

ChEBI ID	CHEBI:66701

ChEBI ASCII Name	(+)-N-(methoxycarbonyl)-N-norboldine

Definition	An aporphine alkaloid that is laurolistine with a N-methoxycarbonyl group. Isolated from the aerial parts of Litsea cubeba, it exhibits antimicrobial activities.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C20H21NO6

Net Charge

Average Mass

371.38380

Monoisotopic Mass

371.13689

InChI

InChI=1S/C20H21NO6/c1-25-16-9-12-11(8-14(16)22)6-13-17-10(4-5-21(13)20(24)27-3)7-15(23)19(26-2)18(12)17/h7-9,13,22-23H,4-6H2,1-3H3/t13-/m0/s1

InChIKey

RYEXLSDOKVGMTN-ZDUSSCGKSA-N

SMILES

[H][C@@]12Cc3cc(O)c(OC)cc3-c3c(OC)c(O)cc(CCN1C(=O)OC)c23

Metabolite of Species	Details
Litsea cubeba (NCBI:txid155299)	Found in aerial part (BTO:0001658). See: PubMed

Roles Classification
Biological Role(s):	antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. 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 )

ChEBI Ontology
Outgoing	(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has functional parent laurolistine (CHEBI:66557) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has role antimicrobial agent (CHEBI:33281) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has role plant metabolite (CHEBI:76924) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a aporphine alkaloid (CHEBI:134209) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a aromatic ether (CHEBI:35618) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a carboxylic ester (CHEBI:33308) (+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a phenols (CHEBI:33853)

IUPAC Name

methyl (6aS)-2,9-dihydroxy-1,10-dimethoxy-4,5,6a,7-tetrahydro-6H-dibenzo[de,g]quinoline-6-carboxylate

Citation	Type	Source
18991207	PubMed citation	Europe PMC

Last Modified

04 January 2017