ONTOLOGY REPORT - ANNOTATIONS
Term: auranofin
Accession: CHEBI:2922
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; (2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranosato-kappaS(1))(triethylphosphoranylidene)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; C20H34AuO9PS; CCP(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; 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; 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; Triethylphosphine gold; auranofina; auranofine; auranofinum
xref_casrn: 34031-32-8
xref: Beilstein:8187029 "Beilstein Registry Number"; ChEMBL:408917 "ChEMBL COMPOUND"; ChemIDplus:34031-32-8 "CAS Registry Number"; CiteXplore:10796461 "PubMed citation"; CiteXplore:11071118 "PubMed citation"; CiteXplore:16036347 "PubMed citation"; CiteXplore:17645497 "PubMed citation"; CiteXplore:18409052 "PubMed citation"; CiteXplore:18789312 "PubMed citation"; CiteXplore:20127591 "PubMed citation"; CiteXplore:22610278 "PubMed citation"; CiteXplore:2656613 "PubMed citation"; CiteXplore:6426843 "PubMed citation"; CiteXplore:6426923 "PubMed citation"; CiteXplore:9189058 "PubMed citation"; DrugBank:34031-32-8 "CAS Registry Number"; DrugBank:DB00995 "DrugBank"; Gmelin:112479 "Gmelin Registry Number"; Gmelin:294107 "Gmelin Registry Number"; KEGG DRUG:34031-32-8 "CAS Registry Number"; KEGG DRUG:D00237 "KEGG DRUG"
xref_mesh: MESH:D001310
xref: Patent:DE2051495 "Patent"; Patent:US3635945 "Patent"; Reaxys:11644694 "Reaxys Registry Number"; Reaxys:14401468 "Reaxys Registry Number"; Wikipedia:Auranofin "Wikipedia"
auranofin
G
Alb
albumin
affects binding
ISO
14
19,126,935
19,142,214
RGD:6480464
CTD
G
Bak1
BCL2-antagonist/killer 1
multiple interactions
ISO
20
5,255,954
5,264,593
RGD:6480464
CTD
G
Bak1
BCL2-antagonist/killer 1
increases response to substance
ISO
20
5,255,954
5,264,593
RGD:6480464
CTD
G
Bak1
BCL2-antagonist/killer 1
multiple interactions
ISO
20
5,255,954
5,264,593
RGD:6480464
CTD
G
Bax
Bcl2-associated X protein
multiple interactions
ISO
1
95,933,023
95,938,176
RGD:6480464
CTD
G
Bax
Bcl2-associated X protein
multiple interactions
ISO
1
95,933,023
95,938,176
RGD:6480464
CTD
G
Bax
Bcl2-associated X protein
increases response to substance
ISO
1
95,933,023
95,938,176
RGD:6480464
CTD
G
Bcl2
B-cell CLL/lymphoma 2
multiple interactions
ISO
13
12,730,736
12,905,108
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
multiple interactions
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
multiple interactions
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
multiple interactions
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
EXP
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp3
caspase 3
increases activity
ISO
16
48,944,226
48,962,420
RGD:6480464
CTD
G
Casp8
caspase 8
multiple interactions
ISO
9
57,389,353
57,437,803
RGD:6480464
CTD
G
Casp9
caspase 9, apoptosis-related cysteine peptidase
multiple interactions
ISO
5
160,704,234
160,721,796
RGD:6480464
CTD
G
Cdkn1a
cyclin-dependent kinase inhibitor 1A
increases expression
ISO
20
7,376,325
7,386,778
RGD:6480464
CTD
G
Cebpe
CCAAT/enhancer binding protein (C/EBP), epsilon
multiple interactions
ISO
15
32,787,946
32,789,344
RGD:6480464
CTD
G
Chuk
conserved helix-loop-helix ubiquitous kinase
multiple interactions
ISO
1
249,122,845
249,158,369
RGD:6480464
CTD
G
Chuk
conserved helix-loop-helix ubiquitous kinase
multiple interactions
ISO
1
249,122,845
249,158,369
RGD:6480464
CTD
G
Gpx1
glutathione peroxidase 1
increases expression
ISO
RGD:6480464
CTD
G
Gpx1
glutathione peroxidase 1
multiple interactions
ISO
RGD:6480464
CTD
G
Hmox1
heme oxygenase (decycling) 1
increases expression
ISO
19
13,963,139
13,969,960
RGD:6480464
CTD
G
Hmox1
heme oxygenase (decycling) 1
increases expression
ISO
19
13,963,139
13,969,960
RGD:6480464
CTD
G
Il6
interleukin 6
multiple interactions
ISO
4
456,799
461,376
RGD:6480464
CTD
G
Il6st
interleukin 6 signal transducer
multiple interactions
ISO
2
43,806,301
43,842,365
RGD:6480464
CTD
G
Irak1
interleukin-1 receptor-associated kinase 1
multiple interactions
ISO
X
159,960,184
159,969,180
RGD:6480464
CTD
G
Irf3
interferon regulatory factor 3
multiple interactions
ISO
1
95,470,284
95,475,078
RGD:6480464
CTD
G
Itgam
integrin, alpha M
multiple interactions
ISO
1
187,334,413
187,385,583
RGD:6480464
CTD
G
Jak2
Janus kinase 2
multiple interactions
ISO
1
232,915,995
232,974,763
RGD:6480464
CTD
G
Mcl1
myeloid cell leukemia sequence 1
multiple interactions
ISO
RGD:6480464
CTD
G
Mcl1
myeloid cell leukemia sequence 1
decreases expression
ISO
RGD:6480464
CTD
G
Nfkbia
nuclear factor of kappa light polypeptide gene enhancer in B-cells inhibitor, alpha
multiple interactions
ISO
6
75,729,302
75,732,475
RGD:6480464
CTD
G
Nfkbib
nuclear factor of kappa light polypeptide gene enhancer in B-cells inhibitor, beta
multiple interactions
ISO
1
83,865,440
83,873,010
RGD:6480464
CTD
G
Parp1
poly (ADP-ribose) polymerase 1
decreases activity
ISO
13
96,309,670
96,341,486
RGD:6480464
CTD
G
Parp1
poly (ADP-ribose) polymerase 1
increases cleavage
ISO
13
96,309,670
96,341,486
RGD:6480464
CTD
G
Prdx3
peroxiredoxin 3
multiple interactions
ISO
1
267,468,371
267,481,273
RGD:6480464
CTD
G
Prdx3
peroxiredoxin 3
increases oxidation
ISO
1
267,468,371
267,481,273
RGD:6480464
CTD
G
Prdx3
peroxiredoxin 3
increases oxidation
ISO
1
267,468,371
267,481,273
RGD:6480464
CTD
G
Ptgs2
prostaglandin-endoperoxide synthase 2
multiple interactions
ISO
13
64,427,288
64,432,978
RGD:6480464
CTD
G
Rb1
retinoblastoma 1
decreases phosphorylation
ISO
15
53,828,881
53,962,099
RGD:6480464
CTD
G
RT1-Ba
RT1 class II, locus Ba
increases response to substance
ISO
20
4,697,971
4,702,564
RGD:6480464
CTD
G
RT1-Db1
RT1 class II, locus Db1
increases response to substance
ISO
20
4,671,489
4,681,058
RGD:6480464
CTD
G
Stat3
signal transducer and activator of transcription 3 (acute-phase response factor)
decreases expression
ISO
10
89,821,078
89,872,970
RGD:6480464
CTD
G
Stat3
signal transducer and activator of transcription 3 (acute-phase response factor)
multiple interactions
ISO
10
89,821,078
89,872,970
RGD:6480464
CTD
G
Tbk1
TANK-binding kinase 1
multiple interactions
ISO
7
60,863,099
60,896,131
RGD:6480464
CTD
G
Tlr4
toll-like receptor 4
multiple interactions
ISO
5
83,564,100
83,577,735
RGD:6480464
CTD
G
Tnf
tumor necrosis factor
multiple interactions
ISO
20
3,661,000
3,663,618
RGD:6480464
CTD
G
Tnf
tumor necrosis factor
multiple interactions
ISO
20
3,661,000
3,663,618
RGD:6480464
CTD
G
Tnf
tumor necrosis factor
multiple interactions
ISO
20
3,661,000
3,663,618
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
multiple interactions
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
increases expression
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
increases oxidation
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
EXP
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
decreases activity
ISO
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd1
thioredoxin reductase 1
multiple interactions
EXP
7
23,055,544
23,093,815
RGD:6480464
CTD
G
Txnrd2
thioredoxin reductase 2
decreases activity
ISO
11
84,513,361
84,561,673
RGD:6480464
CTD
G
Txnrd2
thioredoxin reductase 2
decreases activity
ISO
11
84,513,361
84,561,673
RGD:6480464
CTD
G
Txnrd2
thioredoxin reductase 2
multiple interactions
ISO
11
84,513,361
84,561,673
RGD:6480464
CTD
G
Txnrd2
thioredoxin reductase 2
decreases activity
ISO
11
84,513,361
84,561,673
RGD:6480464
CTD
G
Txnrd2
thioredoxin reductase 2
decreases activity
EXP
11
84,513,361
84,561,673
RGD:6480464
CTD
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