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CHEBI:66530 - suaveolindole

ChEBI IDCHEBI:66530
ChEBI Namesuaveolindole
Stars
DefinitionA terpenoid indole alkaloid that is 1H-indole substituted by cyclohexylmethyl ring at position 3 which in turn is substituted by additional methyl groups at positions 2 and 3, a propan-2-ylidene group at position 6 and a 2-carboxyethyl group at position 1. Isolated from Greenwayodendron suaveolens, it exhibits antibacterial activity.
Last Modified9 July 2013
DownloadsMolfile
FormulaC23H31NO2
Net Charge0
Average Mass353.506
Monoisotopic Mass353.23548
SMILESCC(C)=C1CC[C@@H](C)[C@@](C)(Cc2cnc3ccccc23)[C@@H]1CCC(=O)O
InChIInChI=1S/C23H31NO2/c1-15(2)18-10-9-16(3)23(4,20(18)11-12-22(25)26)13-17-14-24-21-8-6-5-7-19(17)21/h5-8,14,16,20,24H,9-13H2,1-4H3,(H,25,26)/t16-,20-,23-/m1/s1
InChIKeyGVPCTDRGYRLXLX-AYPBNUJASA-N
Species of MetaboliteComponentSourceComments
Greenwayodendron suaveolens (ncbitaxon:235734) fruit (BTO:0000486) PubMed (15679334)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
suaveolindole (CHEBI:66530) has role antibacterial agent (CHEBI:33282)
suaveolindole (CHEBI:66530) has role metabolite (CHEBI:25212)
suaveolindole (CHEBI:66530) is a monocarboxylic acid (CHEBI:25384)
suaveolindole (CHEBI:66530) is a sesquiterpenoid (CHEBI:26658)
suaveolindole (CHEBI:66530) is a terpenoid indole alkaloid (CHEBI:65321)
IUPAC Name 
3-[(1S,2R,3R)-2-(1H-indol-3-ylmethyl)-2,3-dimethyl-6-(propan-2-ylidene)cyclohexyl]propanoic acid
Registry NumbersSources
Reaxys:11253440Reaxys
Citations