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CHEBI:68924 - bruceolline M

ChEBI IDCHEBI:68924
ChEBI Namebruceolline M
Stars
DefinitionAn indole alkaloid that is 1H-indole substituted by a 3-hydroxy-3-methyl-2-oxobutyl group at position 3 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.
Last Modified7 February 2018
DownloadsMolfile
FormulaC19H25NO7
Net Charge0
Average Mass379.409
Monoisotopic Mass379.16310
SMILESCC(C)(O)C(=O)Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2ccccc12
InChIInChI=1S/C19H25NO7/c1-19(2,26)14(22)7-10-8-20(12-6-4-3-5-11(10)12)18-17(25)16(24)15(23)13(9-21)27-18/h3-6,8,13,15-18,21,23-26H,7,9H2,1-2H3/t13-,15-,16+,17-,18-/m1/s1
InChIKeyGYKOURUXQLVTDZ-SOVHRIKKSA-N
Species of MetaboliteComponentSourceComments
Brucea mollis (ncbitaxon:43723) stem (BTO:0001300) PubMed (22070654) Ethanolic extract of air-dried and powdered stems
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
bruceolline M (CHEBI:68924) has role plant metabolite (CHEBI:76924)
bruceolline M (CHEBI:68924) is a N-glycosyl compound (CHEBI:21731)
bruceolline M (CHEBI:68924) is a indole alkaloid (CHEBI:38958)
bruceolline M (CHEBI:68924) is a ketone (CHEBI:17087)
bruceolline M (CHEBI:68924) is a tertiary alcohol (CHEBI:26878)
bruceolline M (CHEBI:68924) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
1-(β-D-glucopyranosyl)-3-(3-hydroxy-3-methyl-2-oxobutyl)-1H-indole
Registry NumbersSources
Reaxys:22123612Reaxys
Citations