Name | 1,2,4-trihydroxyanthraquinone |
Synonyms | PURPURIN CI 58205 CI NO 58205 ALIZARIN PURPURIN 1,2,4-trihydroxyanthraquinone 1,2,4-TRIHYDROXYANTHRAQUINONE PURPURIN, FOR THE DETECTION OF B, PB 1,2,4-trihydroxyanthracene-9,10-dione 1,2,4-TRIHYDROXY-9,10-ANTHRACENEDIONE |
CAS | 81-54-9 |
EINECS | 201-359-8 |
InChI | InChI=1/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H |
Molecular Formula | C14H8O5 |
Molar Mass | 256.21 |
Density | 1.659g/cm3 |
Melting Point | 253-256 °C(lit.) |
Boling Point | 525.1°C at 760 mmHg |
Flash Point | 285.4°C |
Water Solubility | 6.405mg/L(25 ºC) |
Solubility | Soluble in DMSO, alkaline water |
Vapor Presure | 1.21E-11mmHg at 25°C |
Appearance | Form Powder, color Brown-red to brown |
pKa | 7.05±0.20(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.772 |
MDL | MFCD00001203 |
Physical and Chemical Properties | Chemical properties orange-red crystalline powder, soluble in methanol, derived from madder. |
Use | Uses: alizarin has antibacterial and anti-inflammatory effects. For content determination/identification/pharmacological experiments |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R34 - Causes burns R11 - Highly Flammable |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S16 - Keep away from sources of ignition. |
WGK Germany | 3 |
RTECS | CB8200000 |
HS Code | 29146990 |
color index | 58205 |
Merck | 14,7945 |
BRN | 1887127 |
EPA chemical information | Purpurin (81-54-9) |
pharmacological action
on HT-29 cells, hydroxyalizarin has desensitization effect on GPR35 receptor agonist minchuanning, and GPR35 receptor antagonist ML145 has antagonistic effect on hydroxyalizarin. Conclusion: It can be inferred that hydroxyalizarin is an agonist of GPR35 receptor.
application
Hydroxyalizarin is a natural component of Rubiaceae. As a red and yellow dye, it can be used for rapid dyeing of cotton cloth. Studies have shown that hydroxyl alizarin can form complexes with a variety of metal ions, which can be used to detect reagents for zirconium, boron, and calcium; in addition, studies have also shown that due to the six-membered (aromatic) ring of hydroxyl alizarin It contains carbonyl and hydroxyl groups that are good at transferring electrons and are rich in electrons. Therefore, it is easy to combine with lithium ions and can be used as a raw material to make.
biological activity
Purpurin (1,2,4-Trihydroxyanthraquinone, Hydroxylizaric acid, Verantin) is a natural pigment isolated from Rubia root and other Rubiaceae plant families. It has anti-angiogenesis, antibacterial and antioxidant activities. Purpurin can effectively inhibit CYP1A1, CYP1A2 and CYP1B1.