Molecular structure of Auranofin, CAS Number: 34031-32-8
Auranofin (CAS 34031-32-8)
See product citations (39)
Alternate Names:
Auranofin also known an SKF 39162; 1-Thio-β-D-glucopyranosatotriethyl phosphine gold-2,3,4,6-tetraacetate; NSC 321521
Application:
Auranofin is a gold(I)-phosphine thiolate small molecule described to produce antiinflammatory and antiarthritic effects and an inhibitor of 5-LO (5-lipoxygenase)/LTA synthase
CAS Number:
34031-32-8
Purity:
≥95%
Molecular Weight:
678.48
Molecular Formula:
C20H34AuO9PS
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Auranofin is a gold-containing compound that inhibits various cellular enzymes, notably thioredoxin reductase, which is involved in maintaining cellular redox balance. Inhibition of this enzyme by auranofin increases oxidative stress within cells, leading to altered cell signaling and induction of apoptosis, particularly in cancer cells. It is utilized to examine the impact of oxidative stress on cell survival and explore mechanisms of action for potential anti-cancer effects. Auranofin also affects the regulation of inflammatory cytokines, useful for examining inflammation and immune responses.
Auranofin (CAS 34031-32-8) References
- Induction of mitochondrial permeability transition by auranofin, a gold(I)-phosphine derivative. | Rigobello, MP., et al. 2002. Br J Pharmacol. 136: 1162-8. PMID: 12163349
- Auranofin inhibits the activation pathways of polymorphonuclear leukocytes at multiple sites. | Rudkowski, R., et al. 1991. Biochem Pharmacol. 41: 1921-9. PMID: 1645553
- Modulation of mediator release from human basophils and pulmonary mast cells and macrophages by auranofin. | Columbo, M., et al. 1990. Biochem Pharmacol. 39: 285-91. PMID: 2105731
- Auranofin stimulates LTA hydrolase and inhibits 5-lipoxygenase/LTA synthase activity of isolated human neutrophils. | Betts, WH., et al. 1990. Biochem Pharmacol. 39: 1233-7. PMID: 2157444
- Auranofin and related heterometallic gold(I)-thiolates as potent inhibitors of methicillin-resistant Staphylococcus aureus bacterial strains. | Hokai, Y., et al. 2014. J Inorg Biochem. 138: 81-88. PMID: 24935090
- Anti-angiogenic effect of auranofin on HUVECs in vitro and zebrafish in vivo. | He, MF., et al. 2014. Eur J Pharmacol. 740: 240-7. PMID: 25064343
- Suppression of the pro-inflammatory NLRP3/interleukin-1β pathway in macrophages by the thioredoxin reductase inhibitor auranofin. | Isakov, E., et al. 2014. Biochim Biophys Acta. 1840: 3153-61. PMID: 25065288
- Auranofin is highly efficacious against Toxoplasma gondii in vitro and in an in vivo experimental model of acute toxoplasmosis. | Andrade, RM., et al. 2014. PLoS Negl Trop Dis. 8: e2973. PMID: 25079790
- Auranofin displays anticancer activity against ovarian cancer cells through FOXO3 activation independent of p53. | Park, SH., et al. 2014. Int J Oncol. 45: 1691-8. PMID: 25096914
- Auranofin exerts broad-spectrum bactericidal activities by targeting thiol-redox homeostasis. | Harbut, MB., et al. 2015. Proc Natl Acad Sci U S A. 112: 4453-8. PMID: 25831516
- Evidence that the antiproliferative effects of auranofin in Saccharomyces cerevisiae arise from inhibition of mitochondrial respiration. | Gamberi, T., et al. 2015. Int J Biochem Cell Biol. 65: 61-71. PMID: 26024642
- Auranofin induces mesothelioma cell death through oxidative stress and GSH depletion. | You, BR. and Park, WH. 2016. Oncol Rep. 35: 546-51. PMID: 26530353
- BRCA1 deficiency increases the sensitivity of ovarian cancer cells to auranofin. | Oommen, D., et al. 2016. Mutat Res. 784-785: 8-15. PMID: 26731315
- Inhibition of bacterial and fungal pathogens by the orphaned drug auranofin. | Fuchs, BB., et al. 2016. Future Med Chem. 8: 117-32. PMID: 26808006
- Antiarthritic gold compounds effectively quench electronically excited singlet oxygen. | Corey, EJ., et al. 1987. Science. 236: 68-9. PMID: 3563489
Inhibitor of:
α-defensin 6, β-tectorin, β-TrCP, γ Enolase, 20S Proteasome α2, 5-LO, 5730403M16Rik, ABCB7, ADO, AdSS1, AFX1, AKR1CL2, ALDH1A1, ALDH9A1, ASB-1, ASB-12, ASB-3, AU017455, B7-H3, BCAS3, BOLA3, Bordetella pertussis, C10orf88, C1QTNF (C1q and TNF related), C3orf24, C9orf21, CBR4, Cdc23, Cfhr2, CHAD, CILP, CNOX, CRIF1, CRP, cryptdin 21, CS1, CTRP4, CUL-3, DDX60, DPP3, DTX3L, dystrophin, E230019M04Rik, ECHDC1, EG433182, EG546638, ETHE1, Factor B, FADD, FAM113B, FAM75A6, FBXO38, FLAD1, Glutathione reductase, GPx-1, GPx-2, GPx-3, GPx-7, Grx1, Grx2, Grx5, GRXCR1, GSTM5, GSTP1, HAGHL, HEBP2, HHV-6, HIGD2A, HPV16 E5, HTLV-1 p24, IFN-α9, Igkv1-117, IKK, KLHDC2, KLHL21, LIAS, LIPT1, LOC100041076, LONP1, LONP2, LONRF2, Ly6G6c, LYRM4, LYRM5, Mel13, MGST1, MHC, MIB1, MIP-2α, MIPEP, mKIAA1530, MOCS3, MPV17L2, MsrA, MsrB3, MTERFD3, MTMR12, NADK, NDUFAF7, NDUFB3, NDUFB9, NF-1X, NF-E2 p18, NOB1P, Nth2, NUBP1, NUBPL, Nucleoredoxin, OPA3, OTTMUSG00000011339, OTTMUSG00000011350, OXNAD1, PNAd, Prdx6-rs2, Prdx6b, Protamine 2, PRX IV, PRX V, PRX VI, PRX1, PRX2, PSTK, RBQ-1, retinitis pigmentosa 1, RNF121, RNF152, RNF157, RNF181, RNF219, RPUSD1, Ruvbl2, SELENBP (selenium binding protein 1/2), Selenoprotein I, Selenoprotein M, Selenoprotein M marker, Selenoprotein N, Selenoprotein O, Selenoprotein R, Selenoprotein V, SEP15, SEPHS2, SF4, SFXN3, SFXN5, SHFM3, Skint11, SMPDL3B, Sptrx-1, SPTRX-3, Stat3, Sva, T Cell Marker, TBG, TCR α, TCR V γ 3, TFB2M, TIP120A, TNF-R2, Transcription Factor, Transketolase, Trim29, TRIM32, TRIM43A, TRIM79, Trx, Trx-2, TrxR1, TrxR2, TrxR3, TSTD2, TXNDC10, TXNDC13, TXNDC14, TXNDC15, TXNL6, UBA3, UBQLN3, Ula1, Urm1, USP35, ZFAND2B, ZFP72, ZMAT1, ZNF142, and ZSCAN4C.Activator of:
α3e Tubulin, 20S Proteasome β3, 2610305D13Rik, 26S Proteasome p58, 9030025P20Rik, ASB-7, CD177, CD200R3, CD74, CHAC1, CREB3L2, CUL-5, Cyp2c66, CYP2J7, DAD1, EG434219, FBL12, FBL13, GRP 78, KDEL receptor, LONRF3, MafG, MafK, MARCH4, NEDD4-L, oogenesin 2, oogenesin 3, oogenesin 4, OS-9, p47-phox, Pdcd-1L2, PRX V, Sec61, SOCS-1, TIS11B, TTP, VDAC2, ZNF214, and ZNF740.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Auranofin, 25 mg | sc-202476 | 25 mg | $153.00 | |||
Auranofin, 100 mg | sc-202476A | 100 mg | $214.00 | |||
Auranofin, 2 g | sc-202476B | 2 g | $4000.00 |