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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Definition:A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.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:related_synonym: (Indol-3-yl)acetate;   (indol-3-yl)acetic acid;   1H-Indol-3-ylacetic 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 chr15:103,695,415...103,927,980
Ensembl chr15:103,696,557...103,927,592
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 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
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 2:196,594,178...196,651,486
Ensembl chr 2:196,594,303...196,651,179
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
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 6:2,308,179...2,316,739
Ensembl chr 6:2,307,808...2,316,722
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 2:225,310,686...225,322,281
Ensembl chr 2:225,310,624...225,322,272
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 8:117,117,430...117,118,528
Ensembl chr 8:117,117,430...117,118,522
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 chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Ifng interferon gamma increases expression ISO indoleacetic acid results in increased expression of IFNG CTD PMID:20728597 NCBI chr 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
JBrowse link
G Il2 interleukin 2 increases expression ISO indoleacetic acid results in increased expression of IL2 CTD PMID:20728597 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Il2ra interleukin 2 receptor subunit alpha increases expression ISO indoleacetic acid results in increased expression of IL2RA CTD PMID:20728597 NCBI chr17:70,500,672...70,547,929
Ensembl chr17:70,499,083...70,548,071
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 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 6:104,617,730...104,631,355
Ensembl chr 6:104,617,730...104,631,355
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 chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
JBrowse link
G Tnf tumor necrosis factor increases expression ISO indoleacetic acid results in increased expression of TNF CTD PMID:20728597 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        molecular messenger 18249
          hormone 17998
            plant hormone 4917
              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 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic molecule 19486
                              organic cyclic compound 19282
                                organic heterocyclic compound 18407
                                  organic heteropolycyclic compound 17820
                                    organic heterobicyclic compound 16742
                                      benzopyrrole 9339
                                        indoles 9193
                                          indolyl carboxylic acid 3172
                                            indol-3-yl carboxylic acid 3171
                                              indole-3-acetic acids 3170
                                                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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