Name | 7,8-dihydroxy-6-methoxycoumarin |
Synonyms | FRAXETIN Fraxetin Fratexin Fraxetin (6-OMe, 7,8-OH) 7,8-DIHYDROXY-6-METHOXYCOUMARIN 7,8-dihydroxy-6-methoxycoumarin 7,8-dihydroxy-6-methoxy-2-benzopyrone 7,8-Dihydroxy-6-methoxy-2H-chromen-2-one 2H-1-Benzopyran-2-one, 7,8-dihydroxy-6-methoxy- |
CAS | 574-84-5 |
EINECS | 209-376-2 |
InChI | InChI=1/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3 |
InChIKey | HAVWRBANWNTOJX-UHFFFAOYSA-N |
Molecular Formula | C10H8O5 |
Molar Mass | 208.17 |
Density | 1.3844 (rough estimate) |
Melting Point | 230-231 °C (lit.) |
Boling Point | 307.35°C (rough estimate) |
Flash Point | 196°C |
Solubility | Soluble in ethanol and hydrochloric acid aqueous solution, slightly soluble in boiling water, hardly soluble in ether. |
Vapor Presure | 1.56E-09mmHg at 25°C |
Appearance | Pale yellow flake crystal |
Merck | 13,4288 |
pKa | 7.22±0.20(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | 1.4717 (estimate) |
MDL | MFCD00006873 |
Physical and Chemical Properties | Light yellow crystalline powder, soluble in methanol, acetone, derived from cortex fraxini, white leaf bark, White Horse leaves. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - 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 |
HS Code | 29322090 |
Reference Show more | 1. Ren, Shuo, et al. "Fraxetin inhibits the growth of colon adenocarcinoma cells via the Janus kinase 2/signal transducer and activator of transcription 3 signalling pathway." The International Journal of Biochemistry & Cell Biology 125 (2020): 105777.https:/ 2. [IF=5.682] Yangyang Guo et al."The anti-dysenteric drug fraxetin enhances anti-tumor efficacy of gemcitabine and suppresses pancreatic cancer development by antagonizing STAT3 activation."Aging-Us. 2021 Jul 31; 13(14): 18545–18563 3. [IF=3.978] Chen-Hui Zhao et al."Engineering budding yeast for the production of coumarins from lignin."Biochem Eng J. 2020 Aug;160:107634 4. [IF=3.673] Shuo Ren et al."Fraxetin inhibits the growth of colon adenocarcinoma cells via the Janus kinase 2/signal transducer and activator of transcription 3 signalling pathway."Int J Biochem Cell B. 2020 Aug;125:105777 5. [IF=3.512] Yahong Chen et al."Identification of Potential Human Ryanodine Receptor 1 Agonists and Molecular Mechanisms of Natural Small-Molecule Phenols as Anxiolytics."Acs Omega. 2021;XXXX(XXX):XXX-XXX 6. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
biological activity | Fraxetin was isolated from Cortex Fraxini. Fraxetin has anti-tumor, antioxidant and anti-inflammatory effects. Fraxetin induces apoptosis. |
Use | cortex fraxetin has anti-inflammatory and therapeutic effects on arthritis. for content determination/identification/pharmacological experiments. Pharmacological Efficacy: with the role of anti-shigella, clinical for the treatment of children with acute bacillary dysentery. |