5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid triamine

• ChemBase ID: 81618
• Molecular Formular: C22H23N3O9
• Molecular Mass: 473.43272
• Monoisotopic Mass: 473.14342933
• SMILES: Oc1c(cc(cc1)/C(=C\1/C=C(C(=O)C=C1)C(=O)O)/c1cc(c(cc1)O)C(=O)O)C(=O)O.N.N.N
• Canonical SMILES: OC(=O)C1=C/C(=C(/c2ccc(c(c2)C(=O)O)O)\c2ccc(c(c2)C(=O)O)O)/C=CC1=O.N.N.N
• InChI: InChI=1S/C22H14O9.3H3N/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);3*1H3
• InChIKey: AIPNSHNRCQOTRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• 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
• Synonyms: Ammonium aurintricarboxylate; Aluminon; C.I. 43810; Aluminon; AURINTRICARBOXYLIC ACID; ATA; Aurintricarboxylic acid ammonium salt; Aurintricarboxylic acid ammonium salt; Aluminon; Aurintricarboxylic acid triammonium salt; 金精三羧酸 铵盐; Aluminon; 铝试剂

Database IDs

• CAS Number: 569-58-4
• EC Number: 209-319-1
• MDL Number: MFCD00040925
• Beilstein Number: 3900820
• Merck Index: 14322
• PubChem SID: 162068737; 24890803; 24846883; 24890465
• PubChem CID: 13710524
• Color Index Number: 43810

CALCULATED PROPERTIES

• Acid pKa: 2.30886
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -3.3771243
• LogD (pH = 7.4): -6.296875
• Log P: 4.0548306
• Molar Refractivity: 118.6298 cm^3
• Polarizability: 39.86178 Å^3
• Polar Surface Area: 169.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: powder
• Melting Point: 220-225 °C (dec.)(lit.); 220-225°C (decomposes); 220-225°C dec.
• Absorption Wavelength: λmax 450 nm; λmax 522 nm (2nd)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant
• RTECS: GU4800000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ~80% (T)
• Grade: ACS reagent; JIS special grade; p.a.
• Ignition Residue: ≤0.2%; ≤0.2% (as SO4)
• Impurities: ≤0.1% insolubles
• Quality: for the determination of Al, F-
• Linear Formula: C22H14O9 · 3NH3

DETAILS

MP Biomedicals - 02154801

(C.I. 43810; Aluminon) Triammonium Salt

Sigma Aldrich - A0885

Other Notes
May contain a substantial amount of polymeric material.
包装
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.

Sigma Aldrich - 11360

Application
for the determination of Al, Ga, Se, Th
Other Notes
May contain a substantial amount of polymeric material.
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.

Sigma Aldrich - A36883

Application
Reagent for aluminum
Other Notes
May contain a substantial amount of polymeric material.
Packaging
25, 100 g in poly 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.

Sigma Aldrich - 01-3110

Other Notes
May contain a substantial amount of polymeric material.
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.