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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:auranofin
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Accession:CHEBI:2922 term browser browse the term
Definition:An S-glycosyl compound consisting of 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranose with the sufur atom coordinated to (triethylphosphoranylidene)gold. It is administered orally for the treatment of active progressive rheumatoid arthritis.
Synonyms:exact_synonym: (2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranosato-kappaS(1))(triethylphosphine)gold
 related_synonym: (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate;   2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranosato-S (triethylphosphine)gold;   Formula=C20H34AuO9PS;   InChI=1S/C14H20O9S.C6H15P.Au/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18;1-4-7(5-2)6-3;/h10-14,24H,5H2,1-4H3;4-6H2,1-3H3;/q;;+1/p-1/t10-,11-,12+,13-,14+;;/m1../s1;   InChIKey=AUJRCFUBUPVWSZ-XTZHGVARSA-M;   Ridaura;   SMILES=CC[P+](CC)(CC)[Au-]S[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O;   Triethylphosphine gold;   auranofina;   auranofine;   auranofinum
 xref: Beilstein:8187029;   CAS:34031-32-8;   DrugBank:DB00995;   Gmelin:112479;   Gmelin:294107;   KEGG:D00237
 xref_mesh: MESH:D001310
 xref: PMID:10796461;   PMID:11071118;   PMID:16036347;   PMID:17645497;   PMID:18409052;   PMID:18789312;   PMID:20127591;   PMID:22610278;   PMID:2656613;   PMID:6426843;   PMID:6426923;   PMID:9189058;   Patent:DE2051495;   Patent:US3635945;   Reaxys:11644694;   Reaxys:14401468;   Wikipedia:Auranofin


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auranofin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased phosphorylation of AKT1 protein] CTD PMID:36343453 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Alb albumin affects binding ISO Auranofin analog binds to ALB protein CTD PMID:16791640 NCBI chr14:17,607,397...17,622,814
Ensembl chr14:17,607,381...17,622,836 		JBrowse link
G Bak1 BCL2-antagonist/killer 1 multiple interactions
increases response to substance		 ISO [BAX co-treated with BAK1] results in increased susceptibility to Auranofin; BAK1 mutant form inhibits the reaction [Auranofin results in increased activity of CASP3 protein]
BAK1 results in increased susceptibility to Auranofin		 CTD PMID:18789312 PMID:21172426 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases response to substance		 ISO [BAX co-treated with BAK1] results in increased susceptibility to Auranofin; BAX mutant form inhibits the reaction [Auranofin results in increased activity of CASP3 protein]
BAX results in increased susceptibility to Auranofin		 CTD PMID:18789312 PMID:21172426 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO BCL2 protein inhibits the reaction [Auranofin results in increased activity of CASP3 protein] CTD PMID:18789312 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Casp3 caspase 3 multiple interactions
increases activity		 ISO
EXP		 Auranofin promotes the reaction [TNF protein results in increased activity of CASP3 protein]; Auranofin results in decreased expression of and results in increased cleavage of CASP3 protein; BCL2 protein inhibits the reaction [Auranofin results in increased activity of CASP3 protein]
BAK1 mutant form inhibits the reaction [Auranofin results in increased activity of CASP3 protein]; BAX mutant form inhibits the reaction [Auranofin results in increased activity of CASP3 protein]		 CTD PMID:15159275 PMID:15191400 PMID:18789312 PMID:20542334 PMID:21699084 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 multiple interactions ISO Auranofin results in decreased expression of and results in increased cleavage of CASP8 protein CTD PMID:20542334 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 multiple interactions ISO Auranofin results in decreased expression of and results in increased cleavage of CASP9 protein CTD PMID:20542334 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO Auranofin results in increased expression of CDKN1A protein CTD PMID:20542334 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cebpe CCAAT/enhancer binding protein epsilon multiple interactions ISO [Auranofin co-treated with Tretinoin] results in increased expression of CEBPE protein CTD PMID:15159275 NCBI chr15:28,169,711...28,171,471
Ensembl chr15:28,169,704...28,171,814 		JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO Auranofin inhibits the reaction [[Ionomycin co-treated with Tetradecanoylphorbol Acetate] results in increased activity of CHUK protein]; Auranofin inhibits the reaction [Lipopolysaccharides results in increased activity of CHUK protein]
Auranofin inhibits the reaction [TNF protein results in increased activity of CHUK protein]		 CTD PMID:10820281 NCBI chr 1:242,959,539...242,995,066
Ensembl chr 1:242,959,760...242,995,065 		JBrowse link
G Dio1 iodothyronine deiodinase 1 decreases activity ISO Auranofin results in decreased activity of DIO1 protein CTD PMID:34662569 NCBI chr 5:122,074,285...122,090,983
Ensembl chr 5:122,074,279...122,090,970 		JBrowse link
G Egf epidermal growth factor multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased expression of and results in increased secretion of EGF protein] CTD PMID:36343453 NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064 		JBrowse link
G Gpx1 glutathione peroxidase 1 multiple interactions
increases expression		 ISO [Peptidoglycan co-treated with Lipopolysaccharides] promotes the reaction [Auranofin results in increased expression of GPX1 protein]; Auranofin promotes the reaction [[Lipopolysaccharides co-treated with Peptidoglycan] results in increased expression of GPX1 protein] CTD PMID:21355852 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 Auranofin promotes the reaction [arsenite results in increased activity of GSR protein] CTD PMID:36343453 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO Auranofin results in increased expression of HMOX1 mRNA
Auranofin results in increased expression of HMOX1 mRNA; Auranofin results in increased expression of HMOX1 protein		 CTD PMID:22008538 PMID:23942037 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO Auranofin inhibits the reaction [IL1B protein affects the localization of RELA protein]; Auranofin inhibits the reaction [IL1B protein results in increased expression of PTGS2 mRNA]; Auranofin inhibits the reaction [IL1B protein results in increased expression of PTGS2 protein] CTD PMID:10594346 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO [Auranofin co-treated with IL6 protein] results in decreased phosphorylation of IL6ST protein; [Auranofin co-treated with IL6 protein] results in decreased phosphorylation of JAK2 protein; [Auranofin co-treated with IL6 protein] results in decreased phosphorylation of STAT3 protein CTD PMID:20542334 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Il6st interleukin 6 cytokine family signal transducer multiple interactions ISO [Auranofin co-treated with IL6 protein] results in decreased phosphorylation of IL6ST protein CTD PMID:20542334 NCBI chr 2:44,065,979...44,106,255
Ensembl chr 2:44,066,130...44,109,936 		JBrowse link
G Irak1 interleukin-1 receptor-associated kinase 1 multiple interactions ISO Auranofin inhibits the reaction [lipopolysaccharide A results in increased degradation of IRAK1 protein] CTD PMID:17034761 NCBI chr  X:151,768,621...151,778,521
Ensembl chr  X:151,768,777...151,778,521 		JBrowse link
G Irf3 interferon regulatory factor 3 multiple interactions ISO Auranofin inhibits the reaction [lipopolysaccharide A results in increased activity of IRF3 protein]; Auranofin inhibits the reaction [lipopolysaccharide A results in increased phosphorylation of IRF3 protein]; Auranofin inhibits the reaction [TBK1 protein results in increased activity of IRF3 protein]; Auranofin inhibits the reaction [TICAM1 protein results in increased activity of IRF3 protein] CTD PMID:17034761 NCBI chr 1:95,479,966...95,484,926
Ensembl chr 1:95,479,821...95,484,935 		JBrowse link
G Itgam integrin subunit alpha M multiple interactions ISO [Auranofin co-treated with Tretinoin] results in increased expression of ITGAM protein CTD PMID:15159275 NCBI chr 1:182,659,047...182,709,501
Ensembl chr 1:182,659,000...182,709,503 		JBrowse link
G Jak2 Janus kinase 2 multiple interactions ISO [Auranofin co-treated with IL6 protein] results in decreased phosphorylation of JAK2 protein CTD PMID:20542334 NCBI chr 1:226,995,334...227,054,381
Ensembl chr 1:226,995,334...227,054,189 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased phosphorylation of MAPK1 protein] CTD PMID:36343453 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased phosphorylation of MAPK3 protein] CTD PMID:36343453 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased phosphorylation of MAPK8 protein] CTD PMID:36343453 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mcl1 MCL1 apoptosis regulator, BCL2 family member multiple interactions
decreases expression		 ISO [Auranofin co-treated with SN50 peptide] results in decreased expression of MCL1 protein
Auranofin results in decreased expression of MCL1 protein		 CTD PMID:20542334 NCBI chr 2:183,219,137...183,235,676
Ensembl chr 2:183,219,220...183,222,303 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased expression of NFE2L2 protein] CTD PMID:36343453 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO Auranofin inhibits the reaction [Lipopolysaccharides results in increased degradation of NFKBIA protein] CTD PMID:10820281 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nfkbib NFKB inhibitor beta multiple interactions ISO Auranofin inhibits the reaction [Lipopolysaccharides results in increased degradation of NFKBIB protein] CTD PMID:10820281 NCBI chr 1:84,046,292...84,053,862
Ensembl chr 1:84,046,295...84,053,862 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 decreases activity
increases cleavage		 ISO Auranofin results in decreased activity of PARP1 protein
Auranofin results in increased cleavage of PARP1 protein		 CTD PMID:15159275 PMID:21370912 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Ppif peptidylprolyl isomerase F increases oxidation
multiple interactions		 ISO
EXP		 Auranofin results in increased oxidation of PPIF protein
Auranofin inhibits the reaction [[NADP co-treated with TXNRD1 protein] results in increased activity of PPIF protein]; Cyclosporine promotes the reaction [Auranofin results in increased oxidation of PPIF protein]		 CTD PMID:26975474 NCBI chr16:1,257,197...1,263,919
Ensembl chr16:1,257,106...1,263,913 		JBrowse link
G Prdx3 peroxiredoxin 3 increases oxidation
multiple interactions		 ISO
EXP		 Auranofin results in increased oxidation of PRDX3 protein
Auranofin promotes the reaction [[Lipopolysaccharides co-treated with Peptidoglycan] results in increased expression of PRDX3 protein]
Cyclosporine promotes the reaction [Auranofin results in increased oxidation of PRDX3 protein]		 CTD PMID:18789312 PMID:21355852 PMID:26975474 NCBI chr 1:260,001,642...260,014,064
Ensembl chr 1:260,001,637...260,014,111 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO [lipopolysaccharide A co-treated with Auranofin] results in decreased expression of PTGS2 protein
Auranofin inhibits the reaction [IL1B protein results in increased expression of PTGS2 mRNA]; Auranofin inhibits the reaction [IL1B protein results in increased expression of PTGS2 protein]		 CTD PMID:10594346 PMID:17034761 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases phosphorylation ISO Auranofin results in decreased phosphorylation of RB1 protein CTD PMID:20542334 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302 		JBrowse link
G Rbms3 RNA binding motif, single stranded interacting protein 3 affects response to substance ISO RBMS3 protein affects the susceptibility to Auranofin CTD PMID:36414028 NCBI chr 8:116,305,227...117,625,730
Ensembl chr 8:116,309,882...117,625,423 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO Auranofin inhibits the reaction [IL1B protein affects the localization of RELA protein]; Auranofin promotes the reaction [arsenite results in increased phosphorylation of RELA protein] CTD PMID:10594346 PMID:36343453 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G RT1-Ba RT1 class II, locus Ba increases response to substance ISO HLA-DQA1 gene polymorphism results in increased susceptibility to Auranofin CTD PMID:11436868 NCBI chr20:4,575,134...4,579,727
Ensembl chr20:4,575,134...4,579,744 		JBrowse link
G RT1-Db1 RT1 class II, locus Db1 increases response to substance ISO HLA-DRB1 gene polymorphism results in increased susceptibility to Auranofin CTD PMID:11436868 NCBI chr20:4,548,664...4,558,237
Ensembl chr20:4,548,666...4,558,258 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Auranofin inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases expression
multiple interactions		 ISO Auranofin results in decreased expression of STAT3 protein modified form
[Auranofin co-treated with IL6 protein] results in decreased phosphorylation of STAT3 protein		 CTD PMID:20542334 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tbk1 TANK-binding kinase 1 multiple interactions ISO Auranofin inhibits the reaction [TBK1 protein results in increased activity of IRF3 protein] CTD PMID:17034761 NCBI chr 7:57,077,830...57,110,868
Ensembl chr 7:57,077,830...57,110,892 		JBrowse link
G Tgfa transforming growth factor alpha multiple interactions ISO Auranofin promotes the reaction [arsenite results in increased expression of and results in increased secretion of TGFA protein] CTD PMID:36343453 NCBI chr 4:118,618,043...118,700,897
Ensembl chr 4:118,618,269...118,700,894 		JBrowse link
G Ticam1 TIR domain containing adaptor molecule 1 multiple interactions ISO Auranofin inhibits the reaction [TICAM1 protein results in increased activity of IRF3 protein] CTD PMID:17034761 NCBI chr 9:1,102,559...1,111,023
Ensembl chr 9:1,102,366...1,123,147 		JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO Auranofin inhibits the reaction [lipopolysaccharide A promotes the reaction [TLR4 protein binds to TLR4 protein]] CTD PMID:17034761 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Auranofin inhibits the reaction [TNF protein results in increased activity of CHUK protein]; Auranofin promotes the reaction [TNF protein results in increased activity of CASP3 protein]
Auranofin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]		 CTD PMID:10820281 PMID:18789312 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Txn1 thioredoxin 1 increases oxidation
multiple interactions		 ISO Auranofin results in increased oxidation of TXN protein
Auranofin inhibits the reaction [arsenite results in increased expression of TXN protein]		 CTD PMID:26975474 PMID:36343453 NCBI chr 5:72,712,334...72,724,564
Ensembl chr 5:72,711,933...72,724,629 		JBrowse link
G Txn2 thioredoxin 2 increases oxidation
multiple interactions		 ISO
EXP		 Auranofin results in increased oxidation of TXN2 protein
Cyclosporine promotes the reaction [Auranofin results in increased oxidation of TXN2 protein]		 CTD PMID:26975474 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359 		JBrowse link
G Txnrd1 thioredoxin reductase 1 multiple interactions
increases expression
increases oxidation
decreases activity		 ISO
EXP		 Auranofin inhibits the reaction [arsenite results in increased expression of and results in increased activity of TXNRD1 protein]; Auranofin inhibits the reaction [Sodium Selenite results in increased activity of TXNRD1 protein]; Auranofin promotes the reaction [Sodium Selenite results in increased expression of TXNRD1 mRNA]; potassium tellurate(IV) promotes the reaction [Auranofin results in increased oxidation of TXNRD1 protein]; Sodium Selenite promotes the reaction [Auranofin results in increased oxidation of TXNRD1 protein]
Auranofin results in increased expression of TXNRD1 mRNA
Auranofin results in decreased activity of TXNRD1 protein
Auranofin inhibits the reaction [[NADP co-treated with TXNRD1 protein] results in increased activity of PPIF protein]; Auranofin inhibits the reaction [[TXNRD1 protein co-treated with NADP] results in increased abundance of Superoxides]		 CTD PMID:16510263 PMID:18405881 PMID:18789312 PMID:19486940 PMID:20457604 More... NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863 		JBrowse link
G Txnrd2 thioredoxin reductase 2 multiple interactions
decreases activity		 ISO
EXP		 Auranofin inhibits the reaction [Sodium Selenite results in increased activity of TXNRD2 protein]; Auranofin promotes the reaction [Sodium Selenite results in decreased expression of TXNRD2 mRNA]
Auranofin results in decreased activity of TXNRD2 protein		 CTD PMID:15458826 PMID:19486940 PMID:21172426 PMID:21355852 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156 		JBrowse link
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  CHEBI ontology 19808
    role 19784
      biological role 19782
        immunomodulator 15051
          immunosuppressive agent 13923
            auranofin 50
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            heteroorganic entity 19460
                              organochalcogen compound 19224
                                organooxygen compound 19141
                                  carbohydrates and carbohydrate derivatives 15270
                                    carbohydrate 15270
                                      carbohydrate derivative 14278
                                        glycosyl compound 13035
                                          S-glycosyl compound 66
                                            auranofin 50
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