7,8-DIHYDROXY-6-METHOXYCOUMARIN
7,8-DIHYDROXY-6-METHOXYCOUMARIN Basic information
- Product Name:
- 7,8-DIHYDROXY-6-METHOXYCOUMARIN
- Synonyms:
-
- Fraxetin (6-OMe, 7,8-OH)
- 7,8-Dihydroxy-6-MethoxycouMarin 98%
- 2H-1-Benzopyran-2-one, 7,8-dihydroxy-6-methoxy-
- 7,8-Dihydroxy-6-methoxy-2H-chromen-2-one
- 7,8-DIHYDROXY-6-METHOXYCOUMARIN
- Fratexin
- FRAXETIN
- 7,8-dihydroxy-6-methoxy-2-benzopyrone
- CAS:
- 574-84-5
- MF:
- C10H8O5
- MW:
- 208.17
- EINECS:
- 209-376-2
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Inhibitors
- Coumarins
- Mol File:
- 574-84-5.mol
7,8-DIHYDROXY-6-METHOXYCOUMARIN Chemical Properties
- 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.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO : 250 mg/mL (1200.94 mM; Need ultrasonic)
- pka
- 7.22±0.20(Predicted)
- form
- Solid
- 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 Information
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 3
- HS Code
- 29322090
7,8-DIHYDROXY-6-METHOXYCOUMARIN Usage And Synthesis
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ChEBI: Fraxetin is a hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups.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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