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

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ChEBI Name	5-methoxyindole-2-carboxylic acid

ChEBI ID	CHEBI:133222

Definition	An indolecarboxylic acid that is indole-2-carboxylic acid carrying an additional methoxy substituent at position 5.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C10H9NO3

Net Charge

Average Mass

191.184

Monoisotopic Mass

191.05824

InChI

InChI=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)

InChIKey

YEBJVSLNUMZXRJ-UHFFFAOYSA-N

SMILES

N1C(=CC2=C1C=CC(=C2)OC)C(=O)O

Metabolite of Species	Details
Solanum lycopersicum (NCBI:txid4081)	Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081)	Found in fruit (BTO:0000486). See: DOI

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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).

Application(s):	hypoglycemic agent A drug which lowers the blood glucose level.

ChEBI Ontology
Outgoing	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	Sources
5-Methoxy-2-indolecarboxylic acid	ChemIDplus
5-methoxy-2-indolic acid	ChEBI

Last Modified

16 February 2017