CHEBI:133221 - 2-oxindole-3-acetic acid

ChEBI IDCHEBI:133221
ChEBI Name2-oxindole-3-acetic acid
Stars
DefinitionA member of the class of oxindoles that is 2-oxindole carrying a carboxymethyl substituent at position 3.
Last Modified19 April 2018
Submittermwilliams
DownloadsMolfile
FormulaC10H9NO3
Net Charge0
Average Mass191.186
Monoisotopic Mass191.05824
SMILESO=C(O)CC1C(=O)Nc2ccccc21
InChIInChI=1S/C10H9NO3/c12-9(13)5-7-6-3-1-2-4-8(6)11-10(7)14/h1-4,7H,5H2,(H,11,14)(H,12,13)
InChIKeyILGMGHZPXRDCCS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Solanum lycopersicum (ncbitaxon:4081)
fruit (BTO:0000486) MetaboLights (MTBLS111)
fruit (BTO:0000486) MetaboLights (MTBLS109)
fruit (BTO:0000486) MetaboLights (MTBLS110)
fruit (BTO:0000486) MetaboLights (MTBLS107)
fruit (BTO:0000486) DOI (10.1007/s11306-014-0728-9)
fruit (BTO:0000486) MetaboLights (MTBLS108)
Pinus sylvestris (ncbitaxon:3349) seed (BTO:0001226) PubMed (24225786)
Zea mays (ncbitaxon:4577) seed (BTO:0001226) PubMed (11539687)
Arabidopsis thaliana (ncbitaxon:3702) root (BTO:0001188) PubMed (24163311)
Vitis vinifera (ncbitaxon:29760) fruit (BTO:0000486) PubMed (12105962)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
2-oxindole-3-acetic acid (CHEBI:133221) has role plant metabolite (CHEBI:76924)
2-oxindole-3-acetic acid (CHEBI:133221) is a indole-3-acetic acids (CHEBI:24803)
2-oxindole-3-acetic acid (CHEBI:133221) is a monocarboxylic acid (CHEBI:25384)
2-oxindole-3-acetic acid (CHEBI:133221) is a oxindoles (CHEBI:38459)
2-oxindole-3-acetic acid (CHEBI:133221) is conjugate acid of 2-oxindole-3-acetate (CHEBI:188445)
2-oxindole-3-acetic acid (CHEBI:133221) is tautomer of 2-hydroxy-(indol-3-yl)acetic acid (CHEBI:136581)
Incoming Relation(s)
N-(2-oxindole-3-acetyl)-L-aspartic acid (CHEBI:136722) has functional parent 2-oxindole-3-acetic acid (CHEBI:133221)
1-(2-oxindole-3-acetyl)-β-D-glucose (CHEBI:136930) has functional parent 2-oxindole-3-acetic acid (CHEBI:133221)
7-hydroxy-2-oxindole-3-acetic acid β-D-glucoside (CHEBI:136944) has functional parent 2-oxindole-3-acetic acid (CHEBI:133221)
2-oxindole-3-acetate (CHEBI:188445) is conjugate base of 2-oxindole-3-acetic acid (CHEBI:133221)
2-hydroxy-(indol-3-yl)acetic acid (CHEBI:136581) is tautomer of 2-oxindole-3-acetic acid (CHEBI:133221)
IUPAC Name 
(2-oxo-2,3-dihydro-1H-indol-3-yl)acetic acid
Synonyms  Source
oxindole-3-acetic acidChEBI
2-oxindol-3-yl-acetic acidChEBI
Manual XrefsDatabases
2338343ChemSpider
Registry NumbersSources
Reaxys:167827Reaxys
CAS:2971-31-5ChemIDplus
Citations