CasImg
金黄三羧酸
产品纠错
CAS号:4431-00-9 | 英文名称:Aurintricarboxylic acid
分子式 C22H14O9
分子量 422
EINECS号 224-628-1
MDL MFCD00011663
Smiles C(/C1C=CC(O)=C(C=1)C(O)=O)(\C1C=CC(O)=C(C=1)C(O)=O)=C1\C=CC(=O)C(C(O)=O)=C\1
InChIKey GIXWDMTZECRIJT-UHFFFAOYSA-N
乙二醇化学百科
基本信息
中文名称 金精三羧酸
英文名称 AURINTRICARBOXYLIC ACID
CAS号 4431-00-9
分子式 C22H14O9
分子量 422.34
EINECS号 224-628-1
物化性质
熔点 300 °C(lit.)
沸点 458.99°C (rough estimate)
密度 1.3860 (rough estimate)
折射率 1.6230 (estimate)
溶解度 1  M NH4OH:10 mg/mL
形态 粉末
酸度系数(pKa) 2.20±0.20(Predicted)
颜色 暗红色至棕色
水溶解性 Insoluble in water.
BRN 2228904
安全信息
危险品标志 Xi
危险类别码 36/37/38
安全说明 26-36
WGK Germany 3
RTECS号 GU4790000
TSCA Yes
生产及用途
Aurintricarboxylic acid 是高效的,αβ- 亚甲基 -ATP 敏感选择性 P2X1Rs 和 P2X3Rs 变构拮抗剂,对 rP2X1R 和 rP2X3R 作用的 IC50 值分别为 8.6 nM 和 72.9 nM。Aurintricarboxylic acid 是一种有效的抗流感剂,通过直接抑制神经氨酸酶 (neuraminidase) 作用。Aurintricarboxylic acid 也是拓扑异构酶 II 和凋亡抑制剂。Aurintricarboxylic acid 是选择性的 TWEAK-Fn14 信号通路抑制剂。Aurintricarboxylic acid 也是一种胱硫醚-γ-裂解酶 (CSE) 抑制剂,其 IC50 值为 0.6 μM。Aurintricarboxylic acid 是能够调节 miRNA 功能的 miRNA 调节剂。

Topoisomerase II

rP2X1R

8.6 nM (IC 50 )

rP2X3R

72.9 nM (IC 50 )

Apoptosis

miRNA

0.47 μM (IC 50 )

Aurintricarboxylic acid strongly inhibits rP2X1Rs and rP2X3Rs with IC 50 values of 8.6 nM and 72.9 nM, respectively, and more weakly inhibits P2X2/3Rs, P2X2Rs, P2X4Rs or P2X7Rs.
Aurintricarboxylic acid inhibition of ATP-induced currents is concentration dependent.
Aurintricarboxylic acid is a non-competitive antagonist of P2X3R.
Aurintricarboxylic acid can inhibit the severe acute respiratory syndrome-associated coronavirus (SARS-CoV) and vaccinia virus.
Aurintricarboxylic acid protects MDCK cells from infection with influenza A strains PR8, NY or N.
Aurintricarboxylic acid inhibits replication of influenza A and B viruses.
Aurintricarboxylic acid inhibits neuraminidase activities of influenza A and B viruses.
Aurintricarboxylic acid inhibits TWEAK-Fn14-mediated NF-κB activation.
Aurintricarboxylic acid (10 μM;0.5-2 hours) suppresses TWEAK-Fn14-mediated NF-κB, Akt, and Src phosphorylation in GBM cells.
Aurintricarboxylic acid blocks TWEAK-stimulated Rac1 activation and TRAF2 recruitment to Fn14 cytoplasmic domain in glioma cells.
Aurintricarboxylic acid represses TWEAK-stimulated glioma cell migration and invasion without causing cell cytotoxicity.
Aurintricarboxylic acid (Compound 8) cannot regulate loading of endogenous let-7 onto AGO2 inside cultured cells, whereas can inhibit RISC loading of exogenous siRNA.

Western Blot Analysis

Cell Line: T98G, A172, GBM44 glioma cells
Concentration: 10 μM
Incubation Time: 0.5 hour, 1 hour, 2 hours
Result: Abrogated TWEAK activation of downstream signals including phosphorylation of the NF-κB family member p65, Akt, and Src in all three GBM cell lines.
化学性质 
桔红色至棕红色粉末。熔点220-225℃(分解)。易溶于水,微溶于乙醇,不溶于丙酮。
用途 
铝试剂的中间体。
生产方法 
水杨酸与甲醛反应得到亚甲基二水杨酸,再将其与水杨酸、亚硝酰硫酯混合反应,得金黄三羧酸。
产品供应商

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