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CHEBI:68922 - bruceolline K

ChEBI IDCHEBI:68922
ChEBI Namebruceolline K
Stars
DefinitionAn indole alkaloid that is 1,2,3,4-tetrahydrocyclopenta[b]indole substituted by geminal-methyl groups at position 3, an oxo group at position 1 and a β-D-glucopyranosyloxy group at position 2.It has been isolated from the ethanol extract of the stems of Brucea mollis.
Last Modified7 October 2013
DownloadsMolfile
FormulaC19H23NO7
Net Charge0
Average Mass377.393
Monoisotopic Mass377.14745
SMILES[H][C@]1(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)c2c(nc3ccccc23)C1(C)C
InChIInChI=1S/C19H23NO7/c1-19(2)16-11(8-5-3-4-6-9(8)20-16)13(23)17(19)27-18-15(25)14(24)12(22)10(7-21)26-18/h3-6,10,12,14-15,17-18,20-22,24-25H,7H2,1-2H3/t10-,12-,14+,15-,17+,18+/m1/s1
InChIKeyOVQDAMWIXJSLMW-UZLGDHMWSA-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.
ChEBI Ontology
Outgoing Relation(s)
bruceolline K (CHEBI:68922) has role metabolite (CHEBI:25212)
bruceolline K (CHEBI:68922) has role plant metabolite (CHEBI:76924)
bruceolline K (CHEBI:68922) is a cyclic ketone (CHEBI:3992)
bruceolline K (CHEBI:68922) is a monosaccharide derivative (CHEBI:63367)
bruceolline K (CHEBI:68922) is a organic heterotricyclic compound (CHEBI:26979)
bruceolline K (CHEBI:68922) is a β-D-glucoside (CHEBI:22798)
IUPAC Name 
(2R)-3,3-dimethyl-1-oxo-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl β-D-glucopyranoside
Registry NumbersSources
Reaxys:22123613Reaxys
Citations