Auranofin

For research use only. Not for therapeutic Use.

  • CAT Number: I003232
  • CAS Number: 34031-32-8
  • Molecular Formula: C₂₀H₃₄AuO₉PS
  • Molecular Weight: 678.48
  • Purity: ≥95%
Inquiry Now

Auranofin(Cat No.:I003232)is a gold-containing compound used primarily as a disease-modifying antirheumatic drug (DMARD) to treat rheumatoid arthritis. It works by inhibiting inflammatory pathways and modulating the immune response, thus helping reduce pain, swelling, and joint damage. Auranofin’s unique mechanism, involving the suppression of specific immune cell activities, makes it useful in patients who don’t respond well to conventional therapies. Beyond rheumatoid arthritis, it has shown potential in research for treating certain infections and cancers due to its effects on cellular redox balance and immune modulation, expanding its therapeutic interest.


Catalog Number I003232
CAS Number 34031-32-8
Synonyms

A name could not be generated for this structure.

Molecular Formula C₂₀H₃₄AuO₉PS
Purity ≥95%
Target Reductases
Solubility 10 mM in DMSO
Storage Store at RT
IUPAC Name gold(1+);3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
InChI 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
InChIKey AUJRCFUBUPVWSZ-UHFFFAOYSA-M
SMILES CCP(CC)CC.CC(=O)OCC1C(C(C(C(O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]
Reference

</br>1:Auranofin radiosensitizes tumor cells through targeting thioredoxin reductase and resulting overproduction of reactive oxygen species. Wang H, Bouzakoura S, de Mey S, Jiang H, Law K, Dufait I, Corbet C, Verovski V, Gevaert T, Feron O, Van den Berge D, Storme G, De Ridder M.Oncotarget. 2017 Mar 10. doi: 10.18632/oncotarget.16113. [Epub ahead of print] PMID: 28415723 Free Article</br>2:Cystatin SN inhibits auranofin-induced cell death by autophagic induction and ROS regulation via glutathione reductase activity in colorectal cancer. Oh BM, Lee SJ, Cho HJ, Park YS, Kim JT, Yoon SR, Lee SC, Lim JS, Kim BY, Choe YK, Lee HG.Cell Death Dis. 2017 Mar 16;8(3):e2682. doi: 10.1038/cddis.2017.100. PMID: 28300829 Free PMC Article</br>3:Correction: Auranofin Inhibits Retinal Pigment Epithelium Cell Survival through Reactive Oxygen Species-Dependent Epidermal Growth Factor Receptor/ Mitogen-Activated Protein Kinase Signaling Pathway. Chen X, Tzekov R, Su M, Hong H, Min W, Han A, Li W.PLoS One. 2017 Feb 21;12(2):e0172599. doi: 10.1371/journal.pone.0172599. eCollection 2017. PMID: 28222166 Free PMC Article</br>4:Auranofin, an inhibitor of thioredoxin reductase, induces apoptosis in hepatocellular carcinoma Hep3B cells by generation of reactive oxygen species. Hwang-Bo H, Jeong JW, Han MH, Park C, Hong SH, Kim GY, Moon SK, Cheong J, Kim WJ, Yoo YH, Choi YH.Gen Physiol Biophys. 2017 Apr;36(2):117-128. doi: 10.4149/gpb_2016043. Epub 2017 Feb 20. PMID: 28218611 </br>5:Repurposing Approach Identifies Auranofin with Broad Spectrum Antifungal Activity That Targets Mia40-Erv1 Pathway. Thangamani S, Maland M, Mohammad H, Pascuzzi PE, Avramova L, Koehler CM, Hazbun TR, Seleem MN.Front Cell Infect Microbiol. 2017 Jan 18;7:4. doi: 10.3389/fcimb.2017.00004. eCollection 2017. PMID: 28149831 Free PMC Article</br>6:Auranofin Inhibits the Enzyme Activity of Pasteurella multocida Toxin PMT in Human Cells and Protects Cells from Intoxication. Carle S, Brink T, Orth JH, Aktories K, Barth H.Toxins (Basel). 2017 Jan 13;9(1). pii: E32. doi: 10.3390/toxins9010032. PMID: 28098782 Free PMC Article</br>7:Auranofin Suppresses Plasminogen Activator Inhibitor-2 Expression through Annexin A5 Induction in Human Prostate Cancer Cells. Shin DW, Kwon YJ, Ye DJ, Baek HS, Lee JE, Chun YJ.Biomol Ther (Seoul). 2017 Mar 1;25(2):177-185. doi: 10.4062/biomolther.2016.223. PMID: 27956714 Free PMC Article</br>8:Kallikrein-related peptidase 6 induces chemotherapeutic resistance by attenuating auranofin-induced cell death through activation of autophagy in gastric cancer. Kim TW, Lee SJ, Kim JT, Kim SJ, Min JK, Bae KH, Jung H, Kim BY, Lim JS, Yang Y, Yoon DY, Choe YK, Lee HG.Oncotarget. 2016 Dec 20;7(51):85332-85348. doi: 10.18632/oncotarget.13352. PMID: 27863404 Free PMC Article</br>9:Auranofin Inhibits Retinal Pigment Epithelium Cell Survival through Reactive Oxygen Species-Dependent Epidermal Growth Factor Receptor/ Mitogen-Activated Protein Kinase Signaling Pathway. Chen X, Tzekov R, Su M, Hong H, Min W, Han A, Li W.PLoS One. 2016 Nov 15;11(11):e0166386. doi: 10.1371/journal.pone.0166386. eCollection 2016. Erratum in: PLoS One. 2017 Feb 21;12 (2):e0172599. PMID: 27846303 Free PMC Article</br>10:TUSC2(FUS1)-erlotinib Induced Vulnerabilities in Epidermal Growth Factor Receptor(EGFR) Wildtype Non-small Cell Lung Cancer(NSCLC) Targeted by the Repurposed Drug Auranofin. Xiaobo C, Majidi M, Feng M, Shao R, Wang J, Zhao Y, Baladandayuthapani V, Song J, Fang B, Ji L, Mehran R, Roth JA.Sci Rep. 2016 Nov 15;6:35741. doi: 10.1038/srep35741. PMID: 27845352 Free PMC Article

Request a Quote