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Aurintricarboxylic acid

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Category Influenza Virus
CAS 4431-00-9
Description Aurintricarboxylic acid acts as a histological dye and an insulin-like growth factor receptor 1 antagonist.
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Product Information

Synonyms 1,4-cyclohexadiene-1-carboxylic acid, 3-(bis(3-carboxy-4-hydroxyphenyl)methylen; aluminon free acid
IUPAC Name 5-[(3-carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid
Molecular Weight 422.34
Molecular Formula C22H14O9
Canonical SMILES C1=CC(=C(C=C1C(=C2C=CC(=O)C(=C2)C(=O)O)C3=CC(=C(C=C3)O)C(=O)O)C(=O)O)O
InChI InChI=1S/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)
InChIKey GIXWDMTZECRIJT-UHFFFAOYSA-N
Boiling Point 759.6°C at 760 mmHg
Melting Point 300°C
Flash Point 427.1±29.4 °C
Purity 95%
Density 1.65 g/cm3
Solubility In Vitro:
DMSO : 125 mg/mL(295.97 mM;Need ultrasonic)
H2O : < 0.1 mg/mL (ultrasonic)(insoluble)
In Vivo:
1.Add each solvent one by one:10% DMSO >> 40%PEG300 >> 5%Tween-80 >> 45% saline
Solubility: ≥ 2.08 mg/mL (4.92 mM); Clear solution
2.Add each solvent one by one:10% DMSO >> 90% (20%SBE-β-CDin saline)
Solubility: ≥ 2.08 mg/mL (4.92 mM); Clear solution
Appearance deep red coarse crystalline powder
Storage Powder:
3 years -20°C
In solvent:
2 years -80°C
Complexity 841
Exact Mass 422.06378202
Index Of Refraction 1.751
In Vitro Aurintricarboxylic acid weakly inhibits P2X2/3Rs, P2X2Rs, P2X4Rs or P2X7Rs.
Aurintricarboxylic acid inhibits ATP-induced currents in a concentration dependent manner.
Aurintricarboxylic acid can inhibit the severe acute respiratory syndrome-associated coronavirus (SARS-CoV) and vaccinia virus.
Aurintricarboxylic acid inhibits replication of influenza A and B viruses by inhibition of neuraminidase activities.
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 represses TWEAK-stimulated glioma cell migration and invasion without causing cell cytotoxicity.
Aurintricarboxylic acid cannot regulate loading of endogenous let-7 onto AGO2 inside cultured cells, whereas can inhibit RISC loading of exogenous siRNA.
PSA 169.43000
Target P2X Receptor; Influenza Virus; Topoisomerase; MicroRNA; Apoptosis
Vapor Pressure 0.0±2.7 mmHg at 25°C
XLogP3-AA 4.3

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