GRADE & PURITY ≥98%

Synonyms

DTXCID3026013 | DTXSID5046013 | gold(1+);(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-thiolate | Spectrum_001866 | Tox21_111549 | Gold thioglucose | PD057378 | CCG-213700 | SBI-0206666.P002 | NSC759601 | NSC-759601 | Pharmakon1600-01500132 | SR

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product Application：

Aurothioglucose hydrate has been used in redox stress survival assay in human cell lines and for inducing obese phenotype in mice.

Specifications

Synonyms

DTXCID3026013 | DTXSID5046013 | gold(1+);(3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxane-2-thiolate | Spectrum_001866 | Tox21_111549 | Gold thioglucose | PD057378 | CCG-213700 | SBI-0206666.P002 | NSC759601 | NSC-759601 | Pharmakon1600-01500132 | SR

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Aurothioglucose, a gold compound used clinically to treat rheumatoid arthritis, has recently been found to be a potent PKCiota-Par6 interaction inhibitor, with an IC50 approximately 1 μM. Disruption of this interaction disrupts a rac1 signaling pathway th

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C(C1C(C(C(C(O1)[S-])O)O)O)O.[Au+]
• IUPAC Name: gold(1+);(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxane-2-thiolate
• InChIKey: XHVAWZZCDCWGBK-BMZZJELJSA-M
• INCHI: 1S/C6H12O5S.Au/c7-1-2-3(8)4(9)5(10)6(12)11-2;/h2-10,12H,1H2;/q;+1/p-1/t2-,3-,4+,5-,6?;/m1./s1
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H](C(O1)[S-])O)O)O)O.[Au+]
• Molecular Weight: 392.18
• Reaxy-Rn: 16127340
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=16127340&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Oxanes Secondary alcohols Polyols Oxacyclic compounds Organic transition metal salts Primary alcohols Organosulfur compounds Organic zwitterions Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Hexose monosaccharide - Oxane - Secondary alcohol - Oxacycle - Organic transition metal salt - Organoheterocyclic compound - Polyol - Hydrocarbon derivative - Organic salt - Organic zwitterion - Primary alcohol - Organosulfur compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Methanol (Slightly), Water (Slightly)
• Sensitivity: Moisture sensitive
• Melt Point(°C): >107ºC
• Molecular Weight: 392.180 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 391.999 Da
• Monoisotopic Mass: 391.999 Da
• Topological Polar Surface Area: 91.200 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 160.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Cheng Shasha, Dong Xue, Wang Haitao, Song Yukun, Tan Mingqian.  (2023)  High Antibacterial Activity of Spermine Functionalized Carbon Dots and Its Potential Application in Sausage Preservation.  Food and Bioprocess Technology,  16  (12): (3003-3018).  [PMID:] [10.1007/s11947-023-03091-4]

2. Weiwei Ma, Shuangfeng Wan, Chenchen Lin, Xucong Lin, Zenghong Xie.  (2020)  Towards online specific recognition and sensitive analysis of bisphenol A by using AuNPs@aptamer hybrid-silica affinity monolithic column with LC-MS.  TALANTA,      [PMID:32887165] [10.1016/j.talanta.2020.121275]

3. Yamin Liu, Xunjiang Wang, Jiaojiao Wei, Kangning Fu, Yilin Chen, Linnan Li, Zhengtao Wang, Li Yang.  (2024)  Comprehensive Profiling of Amino Acids and Derivatives in Biological Samples: A Robust UHPLC-MS/MS Method for Investigating Acute Lung Injury.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38537486] [10.1016/j.chroma.2024.464816]

4. Feiyun Li, Huinan Liang, Helin Li, Yanjun Tang.  (2025)  Construction of UCST-Responsive Claw-Like Polysulfobetaines for Efficient Capture of Cellulase.  CHEMISTRY-A EUROPEAN JOURNAL,      [PMID:39777747] [10.1002/chem.202404167]

5. Liang Lai, Mengyao Zhang, Tong Li, Jiahuan Qu, Dongsheng Xu, Pei Yu, Zhengjin Jiang.  (2024)  Preparation and evaluation of a piperidinium-sulfonate based zwitterionic monolith for HILIC separation.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38598890] [10.1016/j.chroma.2024.464864]

6. Jinxian Shan, Feiyun Li, Hongming Lou, Yanjun Tang.  (2024)  Valorization of residual lignin from corncob residues into thermosensitive lignin-based “molecular glues” for recycling cellulase.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39251003] [10.1016/j.ijbiomac.2024.135474]