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A1895

Aurintricarboxylic acid

Name: Aurintricarboxylic acid
Brand: SIGMA

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

Synonym(s):

ATA

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₁₄O₉

CAS Number:

4431-00-9

Molecular Weight:

422.34

NACRES:

NA.47

PubChem Substance ID:

24278210

UNSPSC Code:

12171500

EC Number:

224-628-1

MDL number:

MFCD00011663

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Properties

Product Name

Aurintricarboxylic acid, practical grade, ≥85% (titration), powder

grade

practical grade

Quality Level

300

assay

≥85% (titration)

form

powder

technique(s)

titration: suitable

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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