Auranofin

Category	SARS-CoV
CAS	34031-32-8
Description	Auranofin appears to induce heme oxygenase 1 (HO-1) mRNA, as an inhibitor of thioredoxin reductase (TrxR) (IC50 = 20 nM; Ki = 4 nM for the NADPH-reduced form of human cytosolic TrxR).

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Product Information

Synonyms	SKF-39162; SKF-D-39162; SKF 39162; SKF D 39162; SKFD-39162; SKFD39162; Ridaura; NSC 321521, Ridauragold thiol; Gold, [1-(thio-κS)-β-D-glucopyranose 2,3,4,6-tetraacetato](triethylphosphine)-; [1-(Thio-κS)-β-D-glucopyranose 2,3,4,6-tetraacetato](triethylphosphine)gold; Gold, (1-thio-β-D-glucopyranosato)(triethylphosphine)-, 2,3,4,6-tetraacetate; Gold, (1-thio-β-D-glucopyranose 2,3,4,6-tetraacetato-S)(triethylphosphine)-; β-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate, gold complex; [(Tetra-O-acetyl-β-D-glucopyranosyl)thio](triethylphosphine)gold; Aktil; Crisinor; Crisofin Gold Salt; Ridauran; SKF 39162D
IUPAC Name	gold(1+);(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
Molecular Weight	678.49
Molecular Formula	C20H34AuO9PS
Canonical SMILES	O=C(OCC1OC([S-][Au+][P](CC)(CC)CC)C(OC(=O)C)C(OC(=O)C)C1OC(=O)C)C
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
Melting Point	112-115°C
Flash Point	298°C
Purity	≥98%
Solubility	Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance	White to Off-White Solid
Application	Auranofin inhibits various leukocyte activation pathways at multiple sites.
Shelf Life	As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage	Store at -20°C
Complexity	532
Exact Mass	678.132686
In Vitro	Auranofin induces Apoptosis in cells through a Bax/Bak-dependent mechanism associated with selective disruption of mitochondrial redox homeostasis in conjunction with oxidation of Prx3. Auranofin inhibits proliferation and survival of SKOV3 cells in a dose- and time-dependent manner. Auranofin is a lipophilic gold compound with anti-inflammatory and immunosuppressive properties. Auranofin inhibits the cell growth and induction of mitochondrial Apoptosis in PC3 human prostate cancer cells.
In Vivo	Prophylactic treatment of adjuvant-induced arthritis rats with auranofin results in a slight reduction in paw edema, a complete normalization of the depressed IL-2 production, and a reduction of the elevated IL-1 production, but has no effect on the depressed IL-3 production.
PSA	149.54000
Target	Bacterial; SARS-CoV