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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:ergothioneine
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Accession:CHEBI:4828 term browser browse the term
Definition:A L-histidine derivative that is N(alpha),N(alpha),N(alpha)-trimethyl-L-histidine in which the hydrogen at position 2 on the imdazole ring is replaced by a mercapto group. A naturally occurring metabolite of histidine synthesized by bacteria and fungi with antioxidant properties. It is found ubiquitously in plants and animals and is present in many human foodstuffs.
Synonyms:exact_synonym: (2S)-3-(2-mercapto-1H-imidazol-5-yl)-2-(trimethylazaniumyl)propanoate
 related_synonym: (2S)-3-(2-mercapto-1H-imidazol-5-yl)-2-(trimethylammonio)propanoate;   (S)-(1-carboxy-2-(2-mercaptoimidazol-4-yl)ethyl)trimethylammonium hydroxide;   (alphaS)-alpha-carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium inner salt;   2-mercaptohistidine trimethylbetaine;   3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-trimethylammonio-propanoate;   Formula=C9H15N3O2S;   InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1;   InChIKey=SSISHJJTAXXQAX-ZETCQYMHSA-N;   L-ergothioneine;   L-thioneine;   SMILES=C[N+](C)(C)[C@@H](Cc1c[nH]c(S)n1)C([O-])=O;   ergothioneine thiol;   ergothionine;   erythrothioneine;   sympectothion;   thiolhistidine-betaine;   thiolhistidinebetaine
 xref: Beilstein:5755696;   CAS:497-30-3;   HMDB:HMDB0003045;   KEGG:C05570
 xref_mesh: MESH:D004880
 xref: MetaCyc:CPD-15276;   PMID:15030958;   PMID:15744438;   PMID:17616140;   PMID:18670092;   PMID:18841979;   PMID:19660151;   PMID:19911007;   PMID:20420449;   PMID:23418129;   PMID:23494799;   PMID:23922985;   PMID:24392160;   PMID:25154712;   PMID:25736892;   PMID:26079795;   PMID:26149121;   PMID:26229105;   PMID:26338495;   PMID:26412552;   PMID:26542137;   PMID:26579093;   PMID:26634964;   PMID:26713511;   PMID:26772879;   PMID:26774486;   PMID:26921894;   PMID:26994919;   PMID:27101740;   PMID:27134772;   PMID:27306320;   PMID:27444382;   PMID:7144630;   Reaxys:5755696;   Reaxys:8411606;   Wikipedia:Ergothioneine
 cyclic_relationship: is_conjugate_base_of CHEBI:134344;   is_tautomer_of CHEBI:82707



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ergothioneine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions ISO Ergothioneine inhibits the reaction [Cisplatin results in decreased activity of ACHE protein] CTD PMID:20932872 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in decreased phosphorylation of AKT1 protein] CTD PMID:33580994 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Casp3 caspase 3 multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in increased activity of CASP3 protein] CTD PMID:33580994 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in decreased activity of CAT protein] CTD PMID:33580994 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in increased phosphorylation of FOS protein] CTD PMID:33580994 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in increased activity of GPT protein] CTD PMID:33580994 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Il6 interleukin 6 multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in increased expression of IL6 protein] CTD PMID:33580994 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Pik3ca phosphatidylinositol-4,5-bisphosphate 3-kinase, catalytic subunit alpha multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in decreased expression of PIK3CA protein] CTD PMID:33580994 NCBI chr 2:115,175,275...115,249,034
Ensembl chr 2:115,174,984...115,249,032
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which affects the localization of RELA protein] CTD PMID:33580994 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP Ergothioneine inhibits the reaction [[Iron-Dextran Complex results in increased abundance of Iron] which results in increased expression of TNF protein] CTD PMID:33580994 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 19795
    role 19746
      chemical role 19316
        antioxidant 14437
          ergothioneine 10
            2-sulfenohercynine 0
            S-methyl-L-ergothioneine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    p-block element atom 19693
                      carbon group element atom 19614
                        carbon atom 19604
                          organic molecular entity 19604
                            organic group 18713
                              organic divalent group 18697
                                organodiyl group 18697
                                  carbonyl group 18646
                                    carbonyl compound 18646
                                      carboxylic acid 18341
                                        amino acid 14869
                                          alpha-amino acid 12863
                                            L-alpha-amino acid 11582
                                              L-histidine 10
                                                L-histidine derivative 10
                                                  ergothioneine 10
                                                    2-sulfenohercynine 0
                                                    S-methyl-L-ergothioneine 0
paths to the root