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Auranofin, TRPA1 激活剂

有机金化合物。抗炎和抗增殖剂。
有货

库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
A423478-1ml
1ml 现货 Stock Image

基本描述

别名 1-硫醇-β-D-吡喃葡萄糖基三乙基膦金2,3,4,6-四乙酸酯, 3,4,5-三乙酰氧基-6-(乙酰氧基甲基)恶烷-2-硫醇盐三乙基磷, SKF 39162 | 金诺芬、 醋硫葡金 | 金诺芬
英文别名 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
规格或纯度 Moligand™, 10mM in DMSO
英文名称 Auranofin
生化机理 有机金化合物。抗炎和抗增殖剂。谷胱甘肽S-转移酶P1-1抑制剂(IC 50 = 33μM)。通过抑制STAT3表现出抗增殖作用。在体内显示抗炎作用。口服具有活性
储存温度 -80℃储存
运输条件 超低温冰袋运输
作用类型 激活剂
作用机制 TRPA1 激活剂
产品介绍

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.

金诺芬可在多个位点抑制白细胞活化途径,还可抑制人巨噬细胞、嗜碱性粒细胞和肺肥大细胞释放炎症介质。 金诺芬还可修饰IKKβ亚基5的Cys-179和参与氧化应激防御的硒酶硫氧还蛋白还原酶(TrxR),从而抑制人嗜中性粒细胞5-脂氧合酶和IKB激酶(IKK)。 金诺芬是一种改善病情的抗风湿药(DMARD),可用于研究抗OVCAR-3人卵巢癌细胞增殖作用。

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.

关联靶点(人)

TRPA1 Tclin 瞬时受体电位阳离子通道亚家族A成员1(Transient receptor potential cation channel subfamily A member 1) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)

名称和识别符

IIUPAC Name gold(1+);3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
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
InChi Key AUJRCFUBUPVWSZ-UHFFFAOYSA-M
Smiles CCP(CC)CC.CC(=O)OCC1C(C(C(C(O1)[S-])OC(=O)C)OC(=O)C)OC(=O)C.[Au+]
Isomeric 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=

化学和物理性质

敏感性 对湿度敏感;对光敏感
熔点 112-155℃
分子量 678.500 g/mol
XLogP3
氢键供体数Hydrogen Bond Donor Count 0
氢键受体数Hydrogen Bond Acceptor Count 10
可旋转键计数Rotatable Bond Count 12
精确质量Exact Mass 678.133 Da
单同位素质量Monoisotopic Mass 678.133 Da
拓扑极表面积Topological Polar Surface Area 115.000 Ų
重原子数Heavy Atom Count 32
形式电荷Formal Charge 0
复杂度Complexity 532.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 5
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 3

安全和危险性(GHS)

象形图 GHS06,   GHS08
信号词 危险
危险声明

H301: 吞咽会中毒

H361: 怀疑破坏生育力或未出生的孩子

预防措施声明

P264: 处理后要彻底洗手。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P330: 漱口

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P203: 使用前,获取、阅读并遵守所有安全说明。

P301+P316: 如果吞咽:立即寻求紧急医疗救助。

P318: 如果暴露或担心,请就医。

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

引用文献

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,  (2024 Feb;7).  [PMID:38384327] [10.34133/research.0318]

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