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Aurintricarboxylic acid

CAS No.
4431-00-9
Chemical Name:
Aurintricarboxylic acid
Synonyms
AURINTRICARBONIC ACID;bis(2-hydroxybenzoic acid);ATA;SKL331;e)-6-oxo-;aluminonfreeacid;TIMTEC-BB SBB005410;aurintricarboxylicaci;LABOTEST-BB LT00080677;Aurintricarboxylic acid
CBNumber:
CB7463004
Molecular Formula:
C22H14O9
Molecular Weight:
422.34
MDL Number:
MFCD00011663
MOL File:
4431-00-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:58

Aurintricarboxylic acid Properties

Melting point 300 °C(lit.)
Boiling point 458.99°C (rough estimate)
Density 1.3860 (rough estimate)
refractive index 1.6230 (estimate)
storage temp. +15C to +30C
solubility 1  M NH4OH: 10 mg/mL
form powder
pka 2.20±0.20(Predicted)
color dark red to brown
Water Solubility Insoluble in water.
BRN 2228904
Major Application diagnostic assay manufacturing
hematology
histology
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
SMILES OC(=O)c1cc(ccc1O)C(\c2ccc(O)c(c2)C(O)=O)=C3\C=CC(=O)C(=C3)C(O)=O
CAS DataBase Reference 4431-00-9(CAS DataBase Reference)
FDA UNII NP9O8E29QW
EPA Substance Registry System Benzoic acid, 5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-1-ylidene)methyl]-2-hydroxy- (4431-00-9)
UNSPSC Code 12352106
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  GU4790000
TSCA  TSCA listed
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

Aurintricarboxylic acid price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A1895 Aurintricarboxylic acid practical grade, ≥85% (titration), powder 4431-00-9 5g $75.1 2026-04-30 Buy
Sigma-Aldrich 189400 Aurintricarboxylic Acid 4431-00-9 100mg $61.9 2026-04-30 Buy
TRC TRC-A794803-5G Aurintricarboxylic Acids (Technical Grade) 4431-00-9 5g $142 2026-06-03 Buy
TRC TRC-A794803-10G Aurintricarboxylic Acids (Technical Grade) 4431-00-9 10g $193 2026-06-03 Buy
TRC TRC-A794803-100MG Aurintricarboxylic Acids (Technical Grade) 4431-00-9 100mg $73 2026-06-03 Buy
Product number Packaging Price Buy
A1895 5g $75.1 Buy
189400 100mg $61.9 Buy
TRC-A794803-5G 5g $142 Buy
TRC-A794803-10G 10g $193 Buy
TRC-A794803-100MG 100mg $73 Buy

Aurintricarboxylic acid Chemical Properties, Uses, Production

Chemical Properties

deep red coarse crystalline powder

Uses

endonuclease inhibitor; apoptosis inhibitor, topoisomerase II inhibitor

Uses

Aurintricarboxylic acid is employed as a powerful inhibitor of cellular processes, including apoptosis, that are dependent on the formation of protein-nucleic acid complexes. It binds to a FGF and reduces its angiogenic activity. Aurintricarboxylic Acid has been shown to inhibit apoptotic cell death in various cell types induced by a variety of factors. It Inhibits protein-nucleic acid interactions. It stimulates the tyrosine phosphorylation of MAP kinases.

Definition

ChEBI: A member of the class of quinomethanes that is 3-methylidene-6-oxocyclohexa-1,4-diene-1-carboxylic acid in which the methylidene hydrogens are replaced by 4-carboxy-3-hydroxyphenyl groups. The trisodium salt is the biological stain 'chrome violet CG' while the triammonium salt is 'aluminon'.

Biological Activity

Readily polymerizes in aqueous solution, forming a stable free radical th at 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 th at is activated during apoptosis.

Purification Methods

The acid is dissolved in aqueous NaOH, NaHSO3 solution is added until the colour is discharged and then the tricarboxylic acid is precipitated with HCl. [Heisig & Lauer Org Synth Coll Vol I 54 1941, Beilstein 10 IV 4161]. Do not extract the acid with hot water because it softens, forming a viscous mass. Make a solution in aqueous NH3. Aluminon is the NH4 salt.

50-00-0
69-72-7
4431-00-9
Synthesis of Aurintricarboxylic acid from Formaldehyde and Salicylic acid

Aurintricarboxylic acid Preparation Products And Raw materials

Global Suppliers ( 161)
Supplier Tel Email Country ProdList Advantage
Nanbu County Chengxin Technology Co., Ltd. 0838-5675166 15883665058 nbcxkj@126.com China 956 55
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Syntechem Co.,Ltd info@syntechem.com China 12973 57
Sichuan Kulinan Technology Co., Ltd 400-1166-196 18981987031 cdhxsj@163.com China 11674 57
Tianjin heowns Biochemical Technology Co., Ltd. 400 638 7771 sales@heowns.com China 14412 57
Shanghai Ruji Biology Technology Co., Ltd. +86-21-65211385-8001 36031160 sales@shruji.com China 3223 55
Nanjing Dulai Biotechnology Co., Ltd. 025-84699383-8003;025-846993838003-8003 18013301590 njduly@126.com China 3293 55
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8039 58

View Latest Price from Aurintricarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Aurintricarboxylic acid pictures 2026-09-10 Aurintricarboxylic acid
4431-00-9
$30.00-61.00 85.00% 10g TargetMol Chemicals Inc.
AURINTRICARBOXYLIC ACID pictures 2019-07-06 AURINTRICARBOXYLIC ACID
4431-00-9
$1.00 1kg 95%-99% 100kg Career Henan Chemical Co
AURINTRICARBOXYLIC ACID pictures 2019-07-06 AURINTRICARBOXYLIC ACID
4431-00-9
$1.00 1kg 95%-99% 100kg Career Henan Chemical Co
Aurintricarboxylic Acid - CAS 4431-00-9 - Calbiochem 1,4-cyclohexadiene-1-carboxylicacid,3-(bis(3-carboxy-4-hydroxyphenyl)methylen 5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-benzoicaci aluminonfreeacid e)-6-oxo- 5,5'-((3-Carboxy-4-oxocyclohexa-2,5-dien-1-ylidene) TIMTEC-BB SBB005410 LABOTEST-BB LT00080677 ATA 5,5-(3-carboxy-4-oxocyclohexa-2,5-dienylidenemethylene)di(salicylic acid) aurinetricarboxylic acid AURINTRICARBOXYLIC ACID FREE ACIDPRACTIC AL GRADE Aurintricarboxylic Acid (Ata) Aurintricarboxylic acid, tech., 85% 1-Oxo-4-[bis(3-carboxy-4-hydroxyphenyl)methylene]-2,5-cyclohexadiene-2-carboxylic acid 5,5'-[(3-Carboxy-4-oxo-2,5-cyclohexadien-1-ylidene)methylene]bis(2-hydroxybenzoic acid) Aurintricarboxylic acid,85%,tech. 5,5'-((3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)Methylene)bis(2-hydroxybenzoic acid) Benzoic acid, 3,3'-[(3-carboxy-4-oxo-2,5-cyclohexadien-1-ylidene)methylene]bis[6-hydroxy- aurintricarboxylicaci Aurintricarboxylic Acids (Technical Grade) SKL331 5-[(3-carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid ATA(Aurintricarboxylic acid) Aurintricarboxylic acid (ATA), Apoptosis inhibitor Aurintricarboxylic acid, 10 mM in DMSO AURINTRICARBONIC ACID bis(2-hydroxybenzoic acid) Aurintricarboxylic acid 4431-00-9 C22H14O9 DNA metabolism DNA Repair Regulators BioChemical Cell Signaling and Neuroscience Cell Biology Apoptosis and Cell Cycle Colours, Dyes, Indicators & Pigments