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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Definition:A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.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
decreases expression		 ISO
EXP		 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]
indoleacetic acid results in decreased expression of CAT protein		 CTD PMID:19107877 PMID:38555004 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Col3a1 collagen type III alpha 1 chain increases expression EXP indoleacetic acid results in increased expression of COL3A1 mRNA CTD PMID:38555004 NCBI chr 9:47,374,611...47,410,547
Ensembl chr 9:47,374,593...47,410,547 		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 Myh7 myosin heavy chain 7 increases expression EXP indoleacetic acid results in increased expression of MYH7 mRNA CTD PMID:38555004 NCBI chr15:28,446,550...28,469,888
Ensembl chr15:28,446,550...28,468,217 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization
multiple interactions
increases expression		 ISO
EXP		 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]
indoleacetic acid results in increased expression of NFKB1 mRNA		 CTD PMID:30324315 PMID:38555004 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Nppa natriuretic peptide A increases expression EXP indoleacetic acid results in increased expression of NPPA mRNA CTD PMID:38555004 NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351 		JBrowse link
G Nppb natriuretic peptide B increases expression EXP indoleacetic acid results in increased expression of NPPB mRNA CTD PMID:38555004 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168 		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
G Tnni3 troponin I3, cardiac type increases expression EXP indoleacetic acid results in increased expression of TNNI3 protein CTD PMID:38555004 NCBI chr 1:69,299,900...69,303,582
Ensembl chr 1:69,299,900...69,303,580 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19911
    role 19854
      biological role 19852
        molecular messenger 18686
          hormone 18507
            plant hormone 8875
              indole-3-acetic acid 22
                2-phenylethyl 1H-indol-3-ylacetate 0
                3-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)-L-alanine 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 19911
    subatomic particle 19909
      composite particle 19909
        hadron 19880
          baryon 19880
            nucleon 19909
              atomic nucleus 19880
                atom 19909
                  main group element atom 19849
                    p-block element atom 19849
                      carbon group element atom 19766
                        carbon atom 19785
                          organic molecular entity 19785
                            organic molecule 19737
                              organic cyclic compound 19526
                                organic heterocyclic compound 18870
                                  organic heteropolycyclic compound 18315
                                    organic heterobicyclic compound 17265
                                      benzopyrrole 9738
                                        indoles 9426
                                          indolyl carboxylic acid 3465
                                            indol-3-yl carboxylic acid 3464
                                              indole-3-acetic acids 3458
                                                indole-3-acetic acid 22
                                                  2-phenylethyl 1H-indol-3-ylacetate 0
                                                  3-(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)-L-alanine 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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