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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:indole-3-acetic acid
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Accession:CHEBI:16411 term browser browse the term
Definition:A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.
Synonyms:exact_synonym: 1H-indol-3-ylacetic acid
 related_synonym: (Indol-3-yl)acetate;   (indol-3-yl)acetic acid;   2-(indol-3-yl)ethanoic acid;   3-Indolylessigsaeure;   Formula=C10H9NO2;   IAA;   IES;   InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13);   InChIKey=SEOVTRFCIGRIMH-UHFFFAOYSA-N;   Indoleacetic acid;   SMILES=OC(=O)Cc1c[nH]c2ccccc12;   heteroauxin
 alt_id: CHEBI:24802;   CHEBI:5905
 xref: BPDB:1106;   Beilstein:143358;   CAS:87-51-4;   DrugBank:DB07950;   Gmelin:143197;   HMDB:HMDB0000197;   KEGG:C00954;   KNApSAcK:C00000100
 xref_mesh: MESH:C030737
 xref: PDBeChem:IAC;   PMID:13610897;   PMID:23545355;   PMID:24285754;   Reaxys:143358;   Wikipedia:Indole-3-acetic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:30854


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indole-3-acetic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc4 ATP binding cassette subfamily C member 4 multiple interactions ISO indoleacetic acid inhibits the reaction [ABCC4 protein results in increased export of Methotrexate] CTD PMID:21483698 NCBI chr15:95,541,186...95,774,898
Ensembl chr15:95,542,315...95,774,283
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
affects localization
ISO 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid affects the localization of AHR protein]; AHR protein affects the reaction [indoleacetic acid affects the localization of NFKB1 protein]; AHR protein affects the reaction [indoleacetic acid results in increased expression of F3 mRNA]; AHR protein affects the reaction [indoleacetic acid results in increased expression of F3 protein]; indoleacetic acid promotes the reaction [AHR protein binds to CYP1A1 promoter]; indoleacetic acid promotes the reaction [AHR protein binds to CYP1B1 promoter]; indoleacetic acid results in increased activity of [AHR protein binds to ARNT protein] CTD PMID:9407059 PMID:30324315 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Arnt aryl hydrocarbon receptor nuclear translocator multiple interactions ISO indoleacetic acid results in increased activity of [AHR protein binds to ARNT protein] CTD PMID:9407059 NCBI chr 2:182,997,731...183,056,584
Ensembl chr 2:182,997,736...183,056,580
JBrowse link
G Cat catalase multiple interactions ISO indoleacetic acid inhibits the reaction [Diethylnitrosamine results in decreased activity of CAT protein]; indoleacetic acid inhibits the reaction [Diethylnitrosamine results in decreased expression of CAT mRNA] CTD PMID:19107877 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions
increases expression
ISO 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid results in increased expression of CYP1A1 mRNA]; indoleacetic acid promotes the reaction [AHR protein binds to CYP1A1 promoter] CTD PMID:30324315 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1b1 cytochrome P450, family 1, subfamily b, polypeptide 1 increases expression
multiple interactions
ISO indoleacetic acid results in increased expression of CYP1B1 mRNA
2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid results in increased expression of CYP1B1 mRNA]; indoleacetic acid promotes the reaction [AHR protein binds to CYP1B1 promoter]
CTD PMID:30324315 NCBI chr 6:15,342,312...15,350,886
Ensembl chr 6:15,342,344...15,350,917
JBrowse link
G F3 coagulation factor III, tissue factor multiple interactions
increases expression
ISO 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid results in increased expression of F3 mRNA]; 2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid results in increased expression of F3 protein]; 3-(4-methylphenylsulfonyl)-2-propenenitrile inhibits the reaction [indoleacetic acid results in increased expression of F3 mRNA]; 3-(4-methylphenylsulfonyl)-2-propenenitrile inhibits the reaction [indoleacetic acid results in increased expression of F3 protein]; AHR protein affects the reaction [indoleacetic acid results in increased expression of F3 mRNA]; AHR protein affects the reaction [indoleacetic acid results in increased expression of F3 protein]; bisindolylmaleimide I inhibits the reaction [indoleacetic acid results in increased expression of F3 mRNA]; bisindolylmaleimide I inhibits the reaction [indoleacetic acid results in increased expression of F3 protein]; Dactinomycin inhibits the reaction [indoleacetic acid results in increased expression of F3 mRNA]; SB 203580 inhibits the reaction [indoleacetic acid results in increased expression of F3 mRNA]; SB 203580 inhibits the reaction [indoleacetic acid results in increased expression of F3 protein]
indoleacetic acid results in increased expression of F3 mRNA; indoleacetic acid results in increased expression of F3 protein
CTD PMID:30324315 NCBI chr 2:209,827,061...209,838,666
Ensembl chr 2:209,826,959...209,838,668
JBrowse link
G Gpx1 glutathione peroxidase 1 multiple interactions ISO indoleacetic acid inhibits the reaction [Diethylnitrosamine results in decreased expression of GPX1 mRNA] CTD PMID:19107877 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO indoleacetic acid inhibits the reaction [Diethylnitrosamine results in decreased expression of GSR mRNA] CTD PMID:19107877 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Ifng interferon gamma increases expression ISO indoleacetic acid results in increased expression of IFNG CTD PMID:20728597 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il2 interleukin 2 increases expression ISO indoleacetic acid results in increased expression of IL2 CTD PMID:20728597 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Il2ra interleukin 2 receptor subunit alpha increases expression ISO indoleacetic acid results in increased expression of IL2RA CTD PMID:20728597 NCBI chr17:66,849,974...66,898,665
Ensembl chr17:66,849,974...66,898,697
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization
multiple interactions
ISO indoleacetic acid affects the localization of NFKB1 protein
2-methyl-2H-pyrazole-3-carboxylic acid (2-methyl-4-o-tolylazophenyl)amide inhibits the reaction [indoleacetic acid affects the localization of NFKB1 protein]; 3-(4-methylphenylsulfonyl)-2-propenenitrile inhibits the reaction [indoleacetic acid affects the localization of NFKB1 protein]; AHR protein affects the reaction [indoleacetic acid affects the localization of NFKB1 protein]; SB 203580 inhibits the reaction [indoleacetic acid affects the localization of NFKB1 protein]
CTD PMID:30324315 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit affects localization ISO indoleacetic acid affects the localization of RELA protein CTD PMID:30324315 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Slc10a1 solute carrier family 10 member 1 increases expression ISO indoleacetic acid results in increased expression of SLC10A1 mRNA CTD PMID:30639138 NCBI chr 6:100,613,045...100,626,670
Ensembl chr 6:100,613,045...100,626,670
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions ISO indoleacetic acid inhibits the reaction [Diethylnitrosamine results in decreased expression of SOD1 mRNA] CTD PMID:19107877 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Tnf tumor necrosis factor increases expression ISO indoleacetic acid results in increased expression of TNF CTD PMID:20728597 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        molecular messenger 18316
          hormone 18081
            plant hormone 4934
              indole-3-acetic acid 17
                2-phenylethyl 1H-indol-3-ylacetate 0
                N-(indol-3-ylacetyl)glutamine 0
                N-(indole-3-acetyl)-L-aspartic acid 0
                N-(indole-3-acetyl)glutamic acid 0
                N-(indole-3-acetyl)leucine + 0
                N-(indole-3-acetyl)phenylalanine 0
                N-(indole-3-acetyl)valine 0
                N-[(6-hydroxyindol-3-yl)acetyl]phenylalanine 0
                indol-3-ylacetyl-CoA 0
                indoleacetic acid conjugate + 0
                methyl (indol-3-yl)acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic molecule 19569
                              organic cyclic compound 19360
                                organic heterocyclic compound 18591
                                  organic heteropolycyclic compound 18064
                                    organic heterobicyclic compound 16868
                                      benzopyrrole 9559
                                        indoles 9231
                                          indolyl carboxylic acid 3195
                                            indol-3-yl carboxylic acid 3194
                                              indole-3-acetic acids 3192
                                                indole-3-acetic acid 17
                                                  2-phenylethyl 1H-indol-3-ylacetate 0
                                                  N-(indol-3-ylacetyl)glutamine 0
                                                  N-(indole-3-acetyl)-L-aspartic acid 0
                                                  N-(indole-3-acetyl)glutamic acid 0
                                                  N-(indole-3-acetyl)leucine + 0
                                                  N-(indole-3-acetyl)phenylalanine 0
                                                  N-(indole-3-acetyl)valine 0
                                                  N-[(6-hydroxyindol-3-yl)acetyl]phenylalanine 0
                                                  indol-3-ylacetyl-CoA 0
                                                  indoleacetic acid conjugate + 0
                                                  methyl (indol-3-yl)acetate 0
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