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CHEBI:68927 - bruceolline F

ChEBI IDCHEBI:68927
ChEBI Namebruceolline F
Stars
DefinitionAn indole alkaloid that is 1H-indole substituted by a (2S)-2,3-dihydroxy-3-methylbutyl 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 October 2013
DownloadsMolfile
FormulaC19H27NO7
Net Charge0
Average Mass381.425
Monoisotopic Mass381.17875
SMILESCC(C)(O)[C@@H](O)Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2ccccc12
InChIInChI=1S/C19H27NO7/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/h3-6,8,13-18,21-26H,7,9H2,1-2H3/t13-,14+,15-,16+,17-,18-/m1/s1
InChIKeyNJNIHOLHKRAEFY-UCIFAOBLSA-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 F (CHEBI:68927) has role metabolite (CHEBI:25212)
bruceolline F (CHEBI:68927) has role plant metabolite (CHEBI:76924)
bruceolline F (CHEBI:68927) is a N-glycosyl compound (CHEBI:21731)
bruceolline F (CHEBI:68927) is a indole alkaloid (CHEBI:38958)
bruceolline F (CHEBI:68927) is a secondary alcohol (CHEBI:35681)
bruceolline F (CHEBI:68927) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
3-[(2S)-2,3-dihydroxy-3-methylbutyl]-1-(β-D-glucopyranosyl)-1H-indole
Registry NumbersSources
Reaxys:22123611Reaxys
Citations