Auranofin

  • CAT Number: I003232
  • CAS Number: 34031-32-8
  • Molecular Formula: C₂₀H₃₄AuO₉PS
  • Molecular Weight: 678.48
  • Purity: ≥95%
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Auranofin (CAT: I003232) is an antirheumatic agent primarily used in the treatment of rheumatoid arthritis. It belongs to the class of disease-modifying antirheumatic drugs (DMARDs) and exerts its therapeutic effects by reducing inflammation and modifying the immune response. Auranofin helps to alleviate symptoms associated with rheumatoid arthritis, including joint pain, tenderness, swelling, and morning stiffness.

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
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

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