A1895

Aurintricarboxylic acid

≥85% purity (titration), practical grade, powder

• Synonym(s): ATA
• Empirical Formula (Hill Notation): C₂₂H₁₄O₉
• CAS Number: 4431-00-9
• Molecular Weight: 422.34
• EC Number: 224-628-1
• MDL number: MFCD00011663
• UNSPSC Code: 12171500
• PubChem Substance ID: 24278210
• NACRES: NA.47

Properties

• product name: Aurintricarboxylic acid, practical grade, ≥85% (titration), powder
• grade: practical grade
• assay: ≥85% (titration)
• form: powder
• color: red to very dark red, and Red-Brown andBrown-Red
• mp: 300 °C (lit.)
• solubility: 1 M NH4OH: 10 mg/mL
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: OC(=O)c1cc(ccc1O)C(\c2ccc(O)c(c2)C(O)=O)=C3\C=CC(=O)C(=C3)C(O)=O
• 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)
• InChI key: GIXWDMTZECRIJT-UHFFFAOYSA-N

Description

Application

• Aurintricarboxylic acid has been used to show its anticryptosporidial activity against Cryptosporidium parvum.
• It has been used as a test substance to identify inhibitors against coronavirus N7-MTases (guanine-N7-methyltransferase).
• It has been used as a ribonuclease inhibitor.

Biochem/physiol Actions

Readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase Cγ in PC12 cells. Inhibits apoptosis. It prevents down-regulation of Ca²⁺ -impermeable GluR2 receptors and inhibits calpain, a Ca²⁺ -activated protease that is activated during apoptosis.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves