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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 chr12:19,406,133...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 Slc22a4 solute carrier family 22 member 4 multiple interactions ISO Ergothioneine inhibits the reaction [SLC22A4 protein results in increased abundance of and results in increased localization of Doxorubicin]
Ergothioneine inhibits the reaction [SLC22A4 protein results in increased abundance of Doxorubicin]
CTD PMID:37453608 NCBI chr10:38,133,333...38,179,932
Ensembl chr10:38,133,322...38,179,720
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 19831
    role 19807
      chemical role 19442
        antioxidant 16141
          ergothioneine 11
            2-sulfenohercynine 0
            S-methyl-L-ergothioneine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    main group molecular entity 19779
                      s-block molecular entity 19617
                        hydrogen molecular entity 19604
                          hydrides 19102
                            inorganic hydride 18114
                              pnictogen hydride 18103
                                nitrogen hydride 18010
                                  azane 17819
                                    ammonia 17818
                                      organic amino compound 17818
                                        amino acid 15944
                                          alpha-amino acid 13859
                                            L-alpha-amino acid 12849
                                              L-histidine 12
                                                L-histidine derivative 11
                                                  ergothioneine 11
                                                    2-sulfenohercynine 0
                                                    S-methyl-L-ergothioneine 0
paths to the root