Auranofin - Moligand™, ≥98% , Activator of TRPA1, CAS No.34031-32-8, Activator of TRPA1

CAS: 34031-32-8 Cat. No.: A303475 Fórmula: C₂₀H₃₄AuO₉PS Peso molecular: 678.48 Número EC: 251-801-9

GRADE & PURITY Moligand™, ≥98%

Synonyms

A937040 | 3,4,5-Triacetyloxy-6-(acetyloxymethyl) oxane-2-thiolate triethylphosphanium | D78135 | MFCD00080759 | 1-Thio- | (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate | BCP08217 | AURANOFIN | MMV688978 | 1-Thio-beta-D-glucop

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Auranofin inhibits both leukocyte activation pathways at multiple sites and the release of inflammatory mediators from human macrophages, basophils, and pulmonary mast cells. Auranofin also inhibits 5-lipoxygenase in human neutrophils, IKB kinase (IKK) by modifying Cys-179 of the IKKβ subunit 5 and selenoenzyme thioredoxin reductase (TrxR) which is involved in the defense against oxidative stress. Auranofin is a disease-modifying antirheumatic drug (DMARD) and has been used to study the anti-proliferative effects against OVCAR-3 human ovarian carcinoma cells.

Specifications

Sinónimos

A937040 | 3,4,5-Triacetyloxy-6-(acetyloxymethyl) oxane-2-thiolate triethylphosphanium | D78135 | MFCD00080759 | 1-Thio- | (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate | BCP08217 | AURANOFIN | MMV688978 | 1-Thio-beta-D-glucop

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Organic gold compound. Anti-inflammatory and antiproliferative agent. Glutathione S-transferase P1-1 inhibitor (IC 50 = 33 μM). Shows antiproliferative effects through STAT3 inhibition. Shows anti-inflammatory effects in vivo .

Condiciones de almacenamiento de almacenamiento

Protected from light,Store at -20°C,Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

ACTIVATOR

Mecanismo de acción

Activator of TRPA1

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 528776075
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/528776075
• Sonrisas canónicas: CCP(CC)CC.CC(=O)OCC1C(C(C(C(O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]
• IUPAC Name: gold(1+);3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
• InChIKey: AUJRCFUBUPVWSZ-UHFFFAOYSA-M
• 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
• Isómeros SMILES: CCP(CC)CC.CC(=O)OCC1C(C(C(C(O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]
• Peso molecular: 678.48
• Reaxy-Rn: 16134185
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=16134185&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Tetracarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Tetracarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracarboxylic acids and derivatives
• Alternative Parents: Hexoses Oxanes Organic phosphines and derivatives Carboxylic acid esters Oxacyclic compounds Organic transition metal salts Organosulfur compounds Organopnictogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Not available
• Substituents: Tetracarboxylic acid or derivatives - Hexose monosaccharide - Monosaccharide - Oxane - Carboxylic acid ester - Phosphine - Organoheterocyclic compound - Organic transition metal salt - Oxacycle - Organic salt - Organic zwitterion - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organophosphorus compound - Organooxygen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
• 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

Objetivos asociados (humanos)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Sensibilidad: Moisture sensitive;Light sensitive
• Punto de fusión (°C): 112-155℃
• Peso molecular: 678.500 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 12
• Exact Mass: 678.133 Da
• Monoisotopic Mass: 678.133 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 532.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 5
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

Referencias

1. Li Jian-Guo, Zhang Chuan-Jian, Liang Liu-Yan, Lu Ting-Yin, Zhong Long-Gen, Zhong Wei-Cheng, Niu Chao-Yan, Sun Jian, Liao Xiao-Ping, Zhou Yu-Feng.  (2024)  Assessment of anti-MRSA activity of auranofin and florfenicol combination: a PK/PD analysis.  JOURNAL OF APPLIED MICROBIOLOGY,  135  (12):   [PMID:39694699] [10.1093/jambio/lxae299]

2. Hao Liu, Ke Huang, Hao Zhang, Xiaohui Liu, Hui Jiang, Xuemei Wang.  (2024)  Photo-Driven In Situ Solidification of Whole Cells through Inhibition of Trogocytosis for Immunotherapy.  Research,      [PMID:38384327] [10.34133/research.0318]

3. Xinrong Zou, Xinyao Fan, Ping Xu, Xiufeng Yu, Chan Luo, Zhuxi Kang, Xin Shen, Jiaoni Zheng, Jisheng Wang, Baicheng He, Zeng Tu, Xiaoming Fu, Yongbo Peng.  (2025)  Selenium-albumin corona rinse ameliorates diabetic periodontitis by inhibiting inflammation, anti-bacterial and improving osteogenesis via activating TrxR1/ROS/β-catenin anti-oxidation cascade.  BIOMATERIALS,      [PMID:41207151] [10.1016/j.biomaterials.2025.123835]

4. Jian-Guo Li, Wei-Cheng Zhong, Long-Gen Zhong, Chao-Yan Niu, Ting-Yin Lu, Chuan-Jian Zhang, Jian Sun, Xiao-Ping Liao, Yu-Feng Zhou.  (2025)  Auranofin potentiates linezolid activity against MRSA by disrupting redox homeostasis and inhibiting SarA-mediated virulence and biofilm.  Virulence,      [PMID:41400929] [10.1080/21505594.2025.2605759]