Skip to Content
MilliporeSigma
All Photos(3)

Documents

A1895

Sigma-Aldrich

Aurintricarboxylic acid

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

Synonym(s):

ATA

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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

product name

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

grade

practical grade

Quality Level

300

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 8

1 of 8

Aurothioglucose hydrate ≥96% (titration)

Sigma-Aldrich

A0606

Aurothioglucose hydrate

N-Acetylheparin sodium salt ~90%

Sigma-Aldrich

A8036

N-Acetylheparin sodium salt

Z-L-Phe chloromethyl ketone 98%

Sigma-Aldrich

860794

Z-L-Phe chloromethyl ketone

2,6-Naphthalenedicarboxylic acid 99%

Sigma-Aldrich

523763

2,6-Naphthalenedicarboxylic acid

Suramin sodium salt ≥98% (TLC)

Sigma-Aldrich

S2671

Suramin sodium salt

Acriflavine fluorescent label

Sigma-Aldrich

A8126

Acriflavine

PIH A cell-permeable, non-toxic tridendate iron (Fe3+) chelator of the aroyl hydrazone class.

Millipore

528110-M

PIH

6-Hydroxy-DL-DOPA ≥98% (HPLC), powder

Sigma-Aldrich

H2380

6-Hydroxy-DL-DOPA

Red Light-Independent Instability of Oat Phytochrome mRNA in Vivo.
Seeley KA, et al.
Plant Cell, 4, 29-38 (1992)
Yeast-based assays for the high-throughput screening of inhibitors of coronavirus RNA cap guanine-N7-methyltransferase.
Sun Y, et al.
Antiviral Research, 104, 156-164 (2014)
In vitro and in vivo activity of aurintricarboxylic acid preparations against Cryptosporidium parvum.
Klein P, et al.
The Journal of Antimicrobial Chemotherapy, 62, 1101-1104 (2008)
Jan Seifert et al.
Scientific reports, 7(1), 4810-4810 (2017-07-08)
Platelets are small anucleate blood cells involved in haemostasis. Platelet activation, caused by agonists such as thrombin or by contact with the extracellular matrix, leads to platelet adhesion, aggregation, and coagulation. Activated platelets undergo shape changes, adhere, and spread at
Fumihito Noguchi et al.
Molecular cancer therapeutics, 16(5), 936-947 (2017-02-23)
Extracellular acidity is a hallmark of cancers and is independent of hypoxia. Because acidity potentiates malignant phenotypes, therapeutic strategies that enhance the targeting of oncogenic mechanisms in an acidic microenvironment should be effective. We report here that drugs which abrogate
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service