| Identification | More | [Name]
7,8-DIHYDROXY-6-METHOXYCOUMARIN | [CAS]
574-84-5 | [Synonyms]
7,8-DIHYDROXY-6-METHOXYCOUMARIN
FRAXETIN
2H-1-Benzopyran-2-one, 7,8-dihydroxy-6-methoxy-
7,8-Dihydroxy-6-methoxy-2H-chromen-2-one
7,8-dihydroxy-6-methoxy-2-benzopyrone
Fratexin
7,8-Dihydroxy-6-methoxy-2H-1-benzopyran-2-one
Fraccetain
Fraxetol | [EINECS(EC#)]
209-376-2 | [Molecular Formula]
C10H8O5 | [MDL Number]
MFCD00006873 | [Molecular Weight]
208.17 | [MOL File]
574-84-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
230-231 °C (lit.) | [Boiling point ]
307.35°C (rough estimate) | [density ]
1.3844 (rough estimate) | [refractive index ]
1.4717 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO : 250 mg/mL (1200.94 mM; Need ultrasonic) | [form ]
neat | [pka]
7.22±0.20(Predicted) | [color ]
White | [Merck ]
13,4288 | [Stability:]
Hygroscopic | [InChI]
InChI=1S/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 | [SMILES]
C1(=O)OC2=C(O)C(O)=C(OC)C=C2C=C1 | [LogP]
0.590 (est) | [CAS DataBase Reference]
574-84-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow crystalline powder, easily soluble in methanol and acetone, derived from the bark of Fraxinus chinensis, the bark of Fraxinus microphylla, and the leaves of Fraxinus himachicola. | [Uses]
Fraxetin is a coumarin compound with anti-oxidant and anti-inflammatory activity. Also acts as a protective agent against hyperuricemia and renal dysfunction. | [Definition]
ChEBI: Fraxetin is a hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups. It has a role as an Arabidopsis thaliana metabolite, an antimicrobial agent, an apoptosis inhibitor, an apoptosis inducer, an antioxidant, an anti-inflammatory agent, a hepatoprotective agent, an antibacterial agent and a hypoglycemic agent. It is a hydroxycoumarin and an aromatic ether. | [in vivo]
Fraxetin (20-50 mg/kg, gavage, once daily, 24 weeks) has a hepatoprotective effect in mice and also has antioxidant and anti-inflammatory activities[3]. | Animal Model: | Ethanol-induced liver fibrosis model in rats [3] | | Dosage: | 20, 50 mg/kg; daily; 24 weeks | | Administration: | i.g. | | Result: | Reduced serum ALT and AST, weakened tissue pathological changes, upregulated heme oxygenase-1 (HO-1) protein, reduced lipid peroxidation, enhanced liver antioxidant capacity, inhibited CYP2E1 activity, and reduced inflammatory mediators such as TNF-α and IL-1β. |
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