Auranofin

CAT: 0013-GTR19163479-06Size: 25 mgDry Ice: NoHazardous: No

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CAT#:0013-GTR19163479-06Size:25 mg

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Description

Auranofin is an antirheumatic agent, is used to treat rheumatoid arthritis, improves arthritis symptoms including painful or tender and swollen joints and morning stiffness. (In Vitro) :Auranofin is a drug that is approved for the treatment of rheumatoid arthritis but is being investigated for potential therapeutic application in a number of other diseases including cancer, neurodegenerative disorders. 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 treatment activates the pro-apoptotic caspase-3, increases protein levels of apoptosis-inducing proteins Bax and Bim and reduces the expression of the anti-apoptotic mediator Bcl-2 in SKOV3 cells. 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. Treatment with auranofin significantly inhibits cell viability with an IC50 value of 2.5 μM after 24 h. (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.

CAS Number

34031-32-8

Product Name Alternative

NSC 321521 | Ridauragold thiol | SKF 39162

Purity

>98% (HPLC)

Solubility

DMSO: 10 mM

Smiles

CC (OC[C@H]1O[C@@H] (S[Au]=P (CC) (CC) CC) [C@H] (OC (C) =O) [C@@H] (OC (C) =O) [C@@H]1OC (C) =O) =O

Molecular Formula

C20H34AuO9PS

Molecular Weight

678.48

Storage Conditions

Storage temperature: -20°C. Stability: ≥ 2 years

Notes

For research use only.

Other Product Names

(1-Thio-beta-D-glucopyranosato) (triethylphosphine) gold 2,3,4,6-tetraacetate

Chemical Information

Auranofin

Auranofin can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number	34031-32-8
PubChem CID	16667669
IUPAC Name	gold(1+);(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
Molecular Formula	C20H34AuO9PS
Molecular Weight	678.5
Topological Polar Surface Area	115
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	12
Heavy Atom Count	32
Formal Charge	0
Complexity	532

SMILES

CCP(CC)CC.CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]

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

Chemical Structure

2D Structure

CAS: 34031-32-8

CID: 16667669

Formula: C20H34AuO9PS

MW: 678.5

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	678.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	12
Exact Mass	678.132686
Monoisotopic Mass	678.132686
Topological Polar Surface Area	115 Å²
Heavy Atom Count	32
Formal Charge	0
Complexity	532
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	3
Compound Is Canonicalized	Yes

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HY-B1123-01	Auranofin

Auranofin

Chemical Information

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