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CHEBI:68925 - bruceolline N

ChEBI IDCHEBI:68925
ChEBI Namebruceolline N
Stars
DefinitionAn 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.
Last Modified7 October 2013
DownloadsMolfile
FormulaC19H27NO9
Net Charge0
Average Mass413.423
Monoisotopic Mass413.16858
SMILESCC(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)c2ccccc21
InChIInChI=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
InChIKeyQKHYSKWZRQYVRE-JYHHGOMKSA-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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 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 NumbersSources
Reaxys:22123615Reaxys
Citations