CHEBI:68925 - bruceolline N

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ChEBI Name bruceolline N
ChEBI ID CHEBI:68925
Definition An indole alkaloid that is 2,3-dihydro-1H-indole substituted by hydroxy group at position 3, a 2,3-dihydroxy-3-methylbutyl group at position 3, an oxo group at position 2 and a β-D-glucopyranosyl group attached to the indolic nitrogen. It has been isolated from the ethanol extract of the stems of Brucea mollis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H27NO9
Net Charge 0
Average Mass 413.41900
Monoisotopic Mass 413.16858
InChI InChI=1S/C19H27NO9/c1-18(2,27)12(22)7-19(28)9-5-3-4-6-10(9)20(17(19)26)16-15(25)14(24)13(23)11(8-21)29-16/h3-6,11-16,21-25,27-28H,7-8H2,1-2H3/t11-,12+,13-,14+,15-,16-,19-/m1/s1
InChIKey QKHYSKWZRQYVRE-JYHHGOMKSA-N
SMILES CC(C)(O)[C@@H](O)C[C@]1(O)C(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2ccccc12
Metabolite of Species Details
Brucea mollis (NCBI:txid43723) Found in stem (BTO:0001300). Ethanolic extract of air-dried and powdered stems See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bruceolline N (CHEBI:68925) has role metabolite (CHEBI:25212)
bruceolline N (CHEBI:68925) has role plant metabolite (CHEBI:76924)
bruceolline N (CHEBI:68925) is a N-glycosyl compound (CHEBI:21731)
bruceolline N (CHEBI:68925) is a cyclic ketone (CHEBI:3992)
bruceolline N (CHEBI:68925) is a indole alkaloid (CHEBI:38958)
bruceolline N (CHEBI:68925) is a secondary alcohol (CHEBI:35681)
bruceolline N (CHEBI:68925) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3R)-3-[(2S)-2,3-dihydroxy-3-methylbutyl]-1-(β-D-glucopyranosyl)-3-hydroxy-1,3-dihydro-2H-indol-2-one
Registry Number Type Source
22123615 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22070654 PubMed citation Europe PMC
Last Modified
07 October 2013