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Aurintricarboxylic acid ammonium salt_Molecular_structure_CAS_569-58-4)
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Aurintricarboxylic acid ammonium salt

Catalog No. A0885 Name Sigma Aldrich
CAS Number 569-58-4 Website http://www.sigmaaldrich.com
M. F. C22H23N3O9 Telephone 1-800-521-8956
M. W. 473.43272 Fax
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Storage Chembase ID: 81618


金精三羧酸 铵盐
IUPAC name
5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid triamine
IUPAC Traditional name
aurintricarboxylic acid triamine
Ammonium aurintricarboxylate


Beilstein Number 3900820
CAS Number 569-58-4
PubChem SID 24890465
Color Index Number 43810
EC Number 209-319-1
MDL Number MFCD00040925


Apperance powder
Melting Point 220-225 °C (dec.)(lit.)
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319
European Hazard Symbols Irritant Irritant (Xi)
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P305 + P351 + P338
Risk Statements 36/38
RTECS GU4800000
Safety Statements 26-36
German water hazard class 2


Description (简体中文)
Other Notes
May contain a substantial amount of polymeric material.
25 g in glass bottle
Biochem/physiol Actions
Aurintricarboxylic acid readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions1. It is a potent inhibitor of ribonuclease1 and topoisomerase II2 by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells3, ErbB4 in neuroblastoma cells4, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase C in PC12 cells5. Aurintricarboxylic acid inhibits apoptosis in many cell types. Its neuroprotective effect, perhaps due to its ability to prevent down-regulation of Ca2+ impermeable GluR2 receptors6 or to its ability to inhibit calpain, a Ca2+-activated protease that is activated during apoptosis7.