Auranofin
Product Code: AG-CR1-3611
Product Group: Antibiotics and Other Antimicrobials
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CR1-3611-M025 | 25 mg | £60.00 |
Quantity:
| AG-CR1-3611-M100 | 100 mg | £90.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
-20°C
Storage:
+20°C
Further Information
Alternate Names/Synonyms:
1-Thio-beta-D-glucopyranosatotriethylphosphine gold-2,3,4,6-tetra- acetate; NSC 321521; SKF 39162; Triethylphosphine gold
Appearance:
White to off-white solid.
CAS:
34031-32-8
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06,GHS08
Handling Advice:
Protect from light.
Hazards:
H301, H361
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/t10-,11-,12+,13-,14+;;/m1./s1
InChiKey:
AUJRCFUBUPVWSZ-XTZHGVARSA-M
Long Description:
Chemical. CAS: 34031-32-8. Formula: C20H34AuO9PS. MW: 678.5. Anti-inflammatory and anti-arthritic agent. Represses the activation of the NLRP3/IL-1beta pathway. Inhibitor of 5-lipoxygenase in human neutrophils, IKB kinase (IKK) by modifying Cys-179 of the IKKbeta subunit 5. Potent thioredoxin reductase (TrxR) inhibitor. Induces mitochondrial membrane permeability transition. Anti-cancer compound with anti-proliferative activity. Shown to induce apoptosis and necrosis. STAT3 and telomerase activity inhibitor. Proteasomal deubiquitinase inhibitor. Antibiotic, antiviral and antiparasitic compound. Immunosuppressive.
MDL:
MFCD00080759
Molecular Formula:
C20H34AuO9PS
Molecular Weight:
678.5
Package Type:
Vial
PG:
III
Precautions:
P201, P281, P301, P310, P405
Product Description:
Anti-inflammatory and anti-arthritic agent. Represses the activation of the NLRP3/IL-1beta pathway. Inhibitor of 5-lipoxygenase in human neutrophils, IKB kinase (IKK) by modifying Cys-179 of the IKKbeta subunit 5. Potent thioredoxin reductase (TrxR) inhibitor. Induces mitochondrial membrane permeability transition. Anti-cancer compound with anti-proliferative activity. Shown to induce apoptosis and necrosis. STAT3 and telomerase activity inhibitor. Proteasomal deubiquitinase inhibitor. Antibiotic, antiviral and antiparasitic compound. Immunosuppressive.
Purity:
>95%
Signal word:
Danger
SMILES:
CCP(CC)(CC)=[Au]SC1OC(COC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O
Solubility Chemicals:
Soluble in DMSO or 100% ethanol. Insoluble in water.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +20°C.
References
Auranofin. New oral gold compound for treatment of rheumatoid arthritis: A.E. Finkelstein, et al.; Ann. Rheum. Dis. 35, 251 (1976) | Inhibition of alveolar macrophage 5-lipoxygenase metabolism by auranofin: M. Peters-Golden & C. Shelly; Biochem. Pharmacol. 38, 1589 (1989) | Gold compound auranofin inhibits IkappaB kinase (IKK) by modifying Cys-179 of IKKbeta subunit: K.I. Jeon, et al.; Exp. Mol. Med. 35, 61 (2003) | Inhibition of thioredoxin reductase by auranofin induces apoptosis in cisplatin-resistant human ovarian cancer cells: C. Marzano, et al.; Free Radic. Biol. Med. 42, 872 (2007) | Auranofin, an immunosuppressive drug, inhibits MHC class I and MHC class II pathways of antigen presentation in dendritic cells: S. Han, et al.; Arch. Pharm. Res. 31, 370 (2008) | The gold compound auranofin induces apoptosis of human multiple myeloma cells through both down-regulation of STAT3 and inhibition of NF-kappaB activity: A. Nakaya, et al.; Leuk. Res. 35, 243 (2011) | The biological activity of auranofin: implications for novel treatment of diseases: J.M. Madeira, et al.; Inflammopharmacology 20, 297 (2012) (Review) | Antiproliferative effect of gold(I) compound auranofin through inhibition of STAT3 and telomerase activity in MDA-MB 231 human breast cancer cells: N.H. Kim, et al.; BMB Rep. 46, 59 (2013) | Drug repositioning: auranofin as a prospective antimicrobial agent for the treatment of severe staphylococcal infections: M.I. Cassetta, et al.; Biometals 27, 787 (2014) | Suppression of the pro-inflammatory NLRP3/interleukin-1beta pathway in macrophages by the thioredoxin reductase inhibitor auranofin: E. Isakov, et al.; Biochim. Biophys. Acta 1840, 3153 (2014) | Clinically used antirheumatic agent auranofin is a proteasomal deubiquitinase inhibitor and inhibits tumor growth: M. Liu, et al.; Oncotarget 5, 5453 (2014) | Auranofin induces apoptosis and necrosis in HeLa cells via oxidative stress and glutathione depletion: B.R. You, et al.; Mol. Med. Rep. 11, 1428 (2015) | Auranofin: repurposing an old drug for a golden new age: C. Roder & M.J. Thomson; Drugs R.D. 15, 13 (2015) (Review) | Auranofin exerts broad-spectrum bactericidal activities by targeting thiol-redox homeostasis: M.B. Harbut, et al.; PNAS 112, 4453 (2015)