(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate
AURANOFIN
CAS: 34031-32-8
Molecular Formula: C20H34AuO9PS
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Names and Identifiers
| Name | AURANOFIN |
| Synonyms | Auranon ridaura Auranofin AURANOFIN AURANOFINE gold(+1) cation triethylphosphonium 3,4,5-triacetoxy-6-(acetoxymethyl)tetrahydropyran-2-thiolate gold,(1-thio-beta-d-glucopyranose2,3,4,6-tetraacetato-s)(triethylphosphine) (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate |
| CAS | 34031-32-8 |
| EINECS | 251-801-9 |
| InChI | InChI=1/C6H15P.Au/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;/q;+1 |
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Physico-chemical Properties
| Molecular Formula | C20H34AuO9PS |
| Molar Mass | 678.48 |
| Melting Point | 112-115° |
| Solubility | DMSO : 25 mg/mL mother liquor preservation: sub-package and freeze storage to avoid repeated freezing and thawing;-20 ℃,1 month;-80 ℃,6 months (after dilution, the solution temperature is low and storage may precipitate, try to use it now) Cell experiment: Dissolve with DMSO first: dilute with culture medium then, and the dilution process is recommended to be carried out in stages to avoid too fast concentration change leading to compound precipitation. If the compound is precipitated during the dilution process, it can be redissolved by ultrasound. During dilution, ensure that the final concentration of DMSO in the working fluid should be below 0.1% as far as possible, and the maximum should not exceed 0.5%, and set up a DMSO control group with corresponding concentration. Animal experiment: Dissolve with DMSO first: dilute with water or normal saline, etc. The dilution process is recommended to be carried out in sections to avoid excessive concentration changes leading to compound p |
| Appearance | solid |
| Color | Crystals |
| Storage Condition | room temp |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months. |
| Physical and Chemical Properties | Colorless crystal, melting point 110-111 ℃,[α]D23-55.3 (C = 1, methanol). Acute toxic LD50 rats, mice (mg/kg):265,310 oral. |
| Use | Anti-rheumatic and anti-gout drugs Is a kind of gold containing anti rheumatic drugs. Can block the development of arthritis, reduce rheumatoid factor, inhibit antibody production. Mainly used for rheumatoid arthritis. |
| Target | TrxR |
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R63 - Possible risk of harm to the unborn child R22 - Harmful if swallowed |
| Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 2811 6.1 / PGIII |
| WGK Germany | 3 |
| RTECS | MD6500000 |
| Toxicity | LD50 in rats, mice (mg/kg): 265, 310 orally (Payne, Walz) |
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Reference
| Reference Show more | 1: Fuchs BB, RajaMuthiah R, Souza AC, Eatemadpour S, Rossoni RD, Santos DA, Junqueira JC, Rice LB, Mylonakis E. Inhibition of bacterial and fungal pathogens by the orphaned drug auranofin. Future Med Chem. 2016;8(2):117-32. doi: 10.4155/fmc.15.182. PubMed PMID: 26808006; PubMed Central PMCID: PMC4976847. 2: Oommen D, Yiannakis D, Jha AN. BRCA1 deficiency increases the sensitivity of ovarian cancer cells to auranofin. Mutat Res. 2016 Feb-Mar;784-785:8-15. doi: 10.1016/j.mrfmmm.2015.11.002. PubMed PMID: 26731315. 3: Gamberi T, Fiaschi T, Modesti A, Massai L, Messori L, Balzi M, Magherini F. Evidence that the antiproliferative effects of auranofin in Saccharomyces cerevisiae arise from inhibition of mitochondrial respiration. Int J Biochem Cell Biol. 2015 Aug;65:61-71. doi: 10.1016/j.biocel.2015.05.016. PubMed PMID: 26024642. 4: You BR, Park WH. Auranofin induces mesothelioma cell death through oxidative stress and GSH depletion. Oncol Rep. 2016 Jan;35(1):546-51. doi: 10.3892/or.2015.4382. PubMed PMID: 26530353. 5: Harbut MB, Vilchèze C, Luo X, Hensler ME, Guo H, Yang B, Chatterjee AK, Nizet V, Jacobs WR Jr, Schultz PG, Wang F. Auranofin exerts broad-spectrum bactericidal activities by targeting thiol-redox homeostasis. Proc Natl Acad Sci U S A. 2015 Apr 7;112(14):4453-8. doi: 10.1073/pnas.1504022112. PubMed PMID: 25831516; PubMed Central PMCID: PMC4394260. 6: He MF, Gao XP, Li SC, He ZH, Chen N, Wang YB, She JX. Anti-angiogenic effect of auranofin on HUVECs in vitro and zebrafish in viv |
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.474 ml | 7.369 ml | 14.739 ml |
| 5 mM | 0.295 ml | 1.474 ml | 2.948 ml |
| 10 mM | 0.147 ml | 0.737 ml | 1.474 ml |
| 5 mM | 0.029 ml | 0.147 ml | 0.295 ml |
Last Update：2024-01-02 23:10:35
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate - Cell Experiment
Auranofin is dissolved in DMSO. Cells are treated with auranofin (0, 50, 100, 200 and 400 nM) for 72 h for the dose-dependent response assay and 100 nM of auranofin is added into the wells for 0, 24, 72 and 120 h for the time-dependent response assay. Control cultures are treated with DMSO. Cell viability is measured by the MTT assay.
Last Update：2023-08-16 21:32:38
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View History
(1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate
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