AURINTRICARBOXYLIC ACID
Synonym(s):ATA;Aurintricarboxylic Acid - CAS 4431-00-9 - Calbiochem
- CAS NO.:4431-00-9
- Empirical Formula: C22H14O9
- Molecular Weight: 422.34
- MDL number: MFCD00011663
- EINECS: 224-628-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-03 09:04:23
What is AURINTRICARBOXYLIC ACID?
Chemical properties
deep red coarse crystalline powder
The Uses of AURINTRICARBOXYLIC ACID
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.
The Uses of AURINTRICARBOXYLIC ACID
endonuclease inhibitor; apoptosis inhibitor, topoisomerase II inhibitor
What are the applications of Application
Aurintricarboxylic Acid is a cell-permeable apoptosis inhibitor
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'.
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.
Properties of AURINTRICARBOXYLIC ACID
| 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 |
| pka | 2.20±0.20(Predicted) |
| form | powder |
| color | dark red to brown |
| Water Solubility | Insoluble in water. |
| BRN | 2228904 |
| CAS DataBase Reference | 4431-00-9(CAS DataBase Reference) |
| 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) |
Safety information for AURINTRICARBOXYLIC ACID
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for AURINTRICARBOXYLIC ACID
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