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

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ChEBI Name 2-oxindole-3-acetic acid
ChEBI ID CHEBI:133221
Definition A member of the class of oxindoles that is 2-oxindole carrying a carboxymethyl substituent at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H9NO3
Net Charge 0
Average Mass 191.184
Monoisotopic Mass 191.05824
InChI InChI=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)
InChIKey ILGMGHZPXRDCCS-UHFFFAOYSA-N
SMILES C=1C=CC=C2NC(C(C12)CC(=O)O)=O
Metabolite of Species Details
Vitis vinifera (NCBI:txid29760) Found in fruit (BTO:0000486). See: PubMed
Pinus sylvestris (NCBI:txid3349) Found in seed (BTO:0001226). See: PubMed
Arabidopsis thaliana (NCBI:txid3702) Found in root (BTO:0001188). See: PubMed
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: MetaboLights Study
Solanum lycopersicum (NCBI:txid4081) Found in fruit (BTO:0000486). See: DOI
Zea mays (NCBI:txid4577) Found in seed (BTO:0001226). 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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)
N-(2-oxindole-3-acetyl)-L-aspartic acid (CHEBI:136722) 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 Sources
2-oxindol-3-yl-acetic acid ChEBI
oxindole-3-acetic acid ChEBI
Manual Xref Database
2338343 ChemSpider
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Registry Numbers Types Sources
167827 Reaxys Registry Number Reaxys
2971-31-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11538238 PubMed citation Europe PMC
11539687 PubMed citation Europe PMC
11540902 PubMed citation Europe PMC
12105962 PubMed citation Europe PMC
14519969 PubMed citation Europe PMC
16653136 PubMed citation Europe PMC
16656146 PubMed citation Europe PMC
16662791 PubMed citation Europe PMC
24163311 PubMed citation Europe PMC
24225786 PubMed citation Europe PMC
24285754 PubMed citation Europe PMC
27651492 PubMed citation Europe PMC
4044604 PubMed citation Europe PMC
7036993 PubMed citation Europe PMC
Last Modified
19 April 2018