Auranofin - Moligand™, 10mM in DMSO , Activator of TRPA1, CAS No.34031-32-8, Activator of TRPA1

CAS: 34031-32-8 Cat. No.: A423478 分子式: C₂₀H₃₄AuO₉PS 分子量: 678.48 EC番号: 251-801-9

GRADE & PURITY Moligand™, 10mM in DMSO

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

Store at -80°C

Shipped In

Dry ice packs + Cold packs

概要

Auranofin (Ridaura, SKF-39162) is an inhibitor of thioredoxin reductase (TrxR) with IC50 of 88 nM for purified H. pylori TrxR in cell-free assay. Auranofin has anti-cancer activity and can completely inhibit bacterial growth at 1.2 μM. Auranofin is an FDA-approved gold-containing compound used for the treatment of rheumatoid arthritis.

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

同義語

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

仕様と純度

Moligand™, 10mM in DMSO

生化学的・生理学的メカニズム

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 . Orally active.

保管条件

Store at -80°C

入荷

Dry ice packs + Cold packs

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

等級

Moligand™

アクションタイプ

ACTIVATOR

作用メカニズム

Activator of TRPA1

名前と識別子

パブケム・シド

528763339

パブケム・シド・ウル

https://pubchem.ncbi.nlm.nih.gov/substance/528763339

カノニカル・スマイル

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

異性体SMILES

CCP(CC)CC.CC(=O)OCC1C(C(C(C(O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]

分子量

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
    • 分類 Carboxylic acids and derivatives
      • Subclass Tetracarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• 分類: 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
• 説明: 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

関連ターゲット（人間）

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)

化学的性質と物理的性質

• 感度: Moisture sensitive;Light sensitive
• 融点（°C）: 112-155℃
• 分子量: 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