CHEBI:133222 - 5-methoxyindole-2-carboxylic acid

ChEBI IDCHEBI:133222
ChEBI Name5-methoxyindole-2-carboxylic acid
Stars
DefinitionAn indolecarboxylic acid that is indole-2-carboxylic acid carrying an additional methoxy substituent at position 5.
Last Modified16 February 2017
Submittermwilliams
DownloadsMolfile
FormulaC10H9NO3
Net Charge0
Average Mass191.186
Monoisotopic Mass191.05824
SMILESCOc1ccc2nc(C(=O)O)cc2c1
InChIInChI=1S/C10H9NO3/c1-14-7-2-3-8-6(4-7)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13)
InChIKeyYEBJVSLNUMZXRJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Solanum lycopersicum (ncbitaxon:4081)
fruit (BTO:0000486) DOI (10.1007/s11306-014-0728-9)
fruit (BTO:0000486) MetaboLights (MTBLS107)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 1.8.1.4 (dihydrolipoyl dehydrogenase) inhibitor  An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of dihydrolipoyl dehydrogenase (EC 1.8.1.4).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
5-methoxyindole-2-carboxylic acid (CHEBI:133222) has role EC 1.8.1.4 (dihydrolipoyl dehydrogenase) inhibitor (CHEBI:134545)
5-methoxyindole-2-carboxylic acid (CHEBI:133222) has role hypoglycemic agent (CHEBI:35526)
5-methoxyindole-2-carboxylic acid (CHEBI:133222) has role plant metabolite (CHEBI:76924)
5-methoxyindole-2-carboxylic acid (CHEBI:133222) is a aromatic ether (CHEBI:35618)
5-methoxyindole-2-carboxylic acid (CHEBI:133222) is a indolecarboxylic acid (CHEBI:38610)
IUPAC Name 
5-methoxy-1H-indole-2-carboxylic acid
Synonyms  Source
5-Methoxy-2-indolecarboxylic acidChemIDplus
5-methoxy-2-indolic acidChEBI
Manual XrefsDatabases
19216ChemSpider
Registry NumbersSources
Reaxys:157478Reaxys
CAS:4382-54-1ChemIDplus
Citations