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ChEBI
> Main
CHEBI:133221 - 2-oxindole-3-acetic acid
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ChEBI Ontology
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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.
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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 (Br
o
nsted 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-1
H
-indol-3-yl)acetic acid
Synonyms
Sources
2-oxindol-3-yl-acetic acid
ChEBI
oxindole-3-acetic acid
ChEBI
Manual Xref
Database
2338343
ChemSpider
View more database links
Registry Numbers
Types
Sources
167827
Reaxys Registry Number
Reaxys
2971-31-5
CAS Registry Number
ChemIDplus
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