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CHEBI:68920 - bruceolline I

ChEBI IDCHEBI:68920
ChEBI Namebruceolline I
Stars
DefinitionAn indole alkaloid that is 1,2,3,4-tetrahydrocyclopenta[b]indole substituted by hydroxy groups at positions 2 and 6, geminal-methyl groups at position 3 and an oxo group at position 1. It has been isolated from the ethanol extract of the stems of Brucea mollis.
Last Modified6 February 2018
DownloadsMolfile
FormulaC13H13NO3
Net Charge0
Average Mass231.251
Monoisotopic Mass231.08954
SMILESCC1(C)c2nc3cc(O)ccc3c2C(=O)[C@@H]1O
InChIInChI=1S/C13H13NO3/c1-13(2)11-9(10(16)12(13)17)7-4-3-6(15)5-8(7)14-11/h3-5,12,14-15,17H,1-2H3/t12-/m0/s1
InChIKeyYVCJAXRJLMHQET-LBPRGKRZSA-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 I (CHEBI:68920) has role metabolite (CHEBI:25212)
bruceolline I (CHEBI:68920) has role plant metabolite (CHEBI:76924)
bruceolline I (CHEBI:68920) is a cyclic ketone (CHEBI:3992)
bruceolline I (CHEBI:68920) is a indole alkaloid (CHEBI:38958)
bruceolline I (CHEBI:68920) is a organic heterotricyclic compound (CHEBI:26979)
bruceolline I (CHEBI:68920) is a phenols (CHEBI:33853)
bruceolline I (CHEBI:68920) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(2R)-2,6-dihydroxy-3,3-dimethyl-3,4-dihydrocyclopenta[b]indol-1(2H)-one
Registry NumbersSources
Reaxys:22123610Reaxys
Citations