bis(2-hydroxybenzoic acid)
Aurintricarboxylic acid
CAS: 4431-00-9
Molecular Formula: C22H14O9
bis(2-hydroxybenzoic acid) - Names and Identifiers
| Name | Aurintricarboxylic acid |
| Synonyms | e)-6-oxo- aluminonfreeacid TIMTEC-BB SBB005410 Aurintricarboxylic acid aurinetricarboxylic acid bis(2-hydroxybenzoic acid) 5,5'-((3-Carboxy-4-oxocyclohexa-2,5-dien-1-ylidene) 5,5-(3-carboxy-4-oxocyclohexa-2,5-dienylidenemethylene)di(salicylic acid) 5-[(3-carboxy-4-hydroxyphenyl)(3-carboxy-4-oxo-2,5-cyclohexadien-benzoicaci 1,4-cyclohexadiene-1-carboxylicacid,3-(bis(3-carboxy-4-hydroxyphenyl)methylen 3,3'-[(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methanediyl]bis(6-hydroxybenzoic acid) |
| CAS | 4431-00-9 |
| EINECS | 224-628-1 |
| InChI | InChI=1/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) |
bis(2-hydroxybenzoic acid) - Physico-chemical Properties
| Molecular Formula | C22H14O9 |
| Molar Mass | 422.34 |
| Density | 1.3860 (rough estimate) |
| Melting Point | 300°C(lit.) |
| Boling Point | 458.99°C (rough estimate) |
| Flash Point | 427.1°C |
| Water Solubility | Insoluble in water. |
| Solubility | 1 M NH4OH: 10mg/mL |
| Vapor Presure | 2.96E-24mmHg at 25°C |
| Appearance | powder |
| Color | dark red to brown |
| BRN | 2228904 |
| pKa | 2.20±0.20(Predicted) |
| Storage Condition | +15C to +30C |
| Refractive Index | 1.6230 (estimate) |
| MDL | MFCD00011663 |
| Physical and Chemical Properties | Orange-red to brown-red powder. Melting point 220-225 °c (decomposition). Soluble in water, ethanol-soluble, insoluble in acetone. |
bis(2-hydroxybenzoic acid) - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | GU4790000 |
| TSCA | Yes |
bis(2-hydroxybenzoic acid) - Introduction
Easy to polymerize in aqueous solutions to form stable free radicals that inhibit protein-nucleic acid interactions. It is a powerful inhibitor of ribonuclease and topoisomerase II. The mechanism of action is to prevent the binding of nucleic acids to enzymes. It can promote tyrosine phosphorylation, including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinase, Shc protein, phosphatidylinositol 3-kinase and phospholipase Cγ in PC12 cells. Inhibition of apoptosis. It prevents down-regulation of the Ca2 +-impervious GluR2 receptor and inhibits calpain, a Ca2 +-activated protease that is activated during apoptosis.
Last Update：2022-10-16 17:25:16
bis(2-hydroxybenzoic acid) - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Aurintricarboxylic acid is highly efficient, α β-methylene-ATP is sensitive to selective P2X1Rs and P2X3Rs allosteric antagonists, and IC50 values for rP2X1R and rP2X3R are 8.6 nM and 72.9 nM respectively. Aurintricarboxylic acid is an effective anti-influenza agent by directly inhibiting the action of neuraminidase (neuraminidase). Aurintricarboxylic acid is also a topoisomerase II and an inhibitor of apoptosis. Aurintricarboxylic acid is a selective inhibitor of TWEAK-Fn14 signaling pathway. Aurintricarboxylic acid is also a cystathionine-gamma-lyase (CSE) inhibitor with an IC50 value of 0.6 μM. Aurintricarboxylic acid is a miRNA regulator that can regulate miRNA function. |
| Cell Line: | T98G, A172, GBM44 glioma cells |
| Concentration: | 10 μM |
| Incubation Time: | 0.5 hour, 1 hour, 2 hours |
| Result: | Abrogated TWEAK activation of downstream signals including phosphorylation of the NF-κB family member p65, Akt, and Src in all three GBM cell lines. |
| use | intermediate of aluminum reagent. |
| Production method | Salicylic acid reacts with formaldehyde to obtain methylene disalicylic acid, and then mix it with salicylic acid and nitrosyl thioester to obtain golden yellow tricarboxylic acid. |
Last Update：2024-04-09 15:16:50
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Tel: 18301782025
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Mobile: 18021002903
QQ: 3008007409
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