CHEBI:66530 - suaveolindole

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ChEBI Name suaveolindole
ChEBI ID CHEBI:66530
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H31NO2
Net Charge 0
Average Mass 353.49770
Monoisotopic Mass 353.23548
InChI InChI=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
InChIKey GVPCTDRGYRLXLX-AYPBNUJASA-N
SMILES C[C@@H]1CCC([C@@H](CCC(O)=O)[C@]1(C)Cc1c[nH]c2ccccc12)=C(C)C
Metabolite of Species Details
Greenwayodendron suaveolens (NCBI:txid235734) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
11253440 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15679334 PubMed citation Europe PMC
17696355 PubMed citation Europe PMC
Last Modified
09 July 2013