CAS 524-30-1|Fraxin

Introduction:Basic information about CAS 524-30-1|Fraxin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameFraxin
CAS Number524-30-1Molecular Weight370.308
Density1.6±0.1 g/cm3Boiling Point722.2±60.0 °C at 760 mmHg
Molecular FormulaC16H18O10Melting Point205-208ºC
MSDSChineseUSAFlash Point267.1±26.4 °C

Names

Namefraxin
SynonymMore Synonyms

Fraxin BiologicalActivity

DescriptionFraxin isolated from Acer tegmentosum, F. ornus or A. hippocastanum, is a glucoside of fraxetin and reported to exert potent anti-oxidative stress action[1], anti-inflammatory and antimetastatic properties. Fraxin shows its antioxidative effect through inhibition of cyclo AMP phosphodiesterase enzyme[2].
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Inflammation/ImmunologyNatural Products >>Saccharides and Glycosides
Target

Cyclo AMP phosphodiesterase enzyme[2].

In VitroFraxin (100 μM) is non-cytotoxic on Hep G2 cells. Fraxin at non-cytotoxic concentrations significantly decreases the t-BHP-induced ROS generation in a dose-dependent manner[1]. Fraxin (0.5 mM) shows free radical scavenging effect at high concentration and cell protective effect against H2O2-mediated oxidative stress[2].
In VivoFraxin (50 mg/kg, p.o.) significantly blocks the CCl4-induced elevation of ALT and AST. Fraxin (10 and 50 mg/kg, p.o.) significantly reduces the GSSG levels (1.7±0.3 and 1.5±0.2 nM/g liver, respectively) compared with the GSSG levels of the CCl4-treated group[1].
References

[1]. Fraxin (50 mg/kg, p.o.) significantly blocks the CCl4-induced elevation of ALT and AST. Fraxin (10 and 50 mg/kg, p.o.) significantly reduces the GSSG levels (1.7±0.3 and 1.5±0.2 nM/g liver, respectively) compared with the GSSG levels of the CCl4-treated group[1].

[2]. Whang WK, et al. Natural compounds,fraxin and chemicals structurally related to fraxin protect cells from oxidative stress. Exp Mol Med. 2005 Oct 31;37(5):436-46.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point722.2±60.0 °C at 760 mmHg
Melting Point205-208ºC
Molecular FormulaC16H18O10
Molecular Weight370.308
Flash Point267.1±26.4 °C
Exact Mass370.089996
PSA159.05000
LogP-1.93
Vapour Pressure0.0±2.5 mmHg at 25°C
Index of Refraction1.664
InChIKeyCRSFLLTWRCYNNX-QBNNUVSCSA-N
SMILESCOc1cc2ccc(=O)oc2c(OC2OC(CO)C(O)C(O)C2O)c1O
Storage condition2-8°C

Safety Information

Hazard CodesXi
RIDADRNONH for all modes of transport
RTECSDJ3091000

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Synonyms

7,8-Dihydroxy-6-methoxycoumarin-8-b-D-glucoside
7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl β-D-glucopyranoside
8-(Glucosyloxy)-6-methoxyumbelliferone
UNII-V7M270Y072
2H-1-Benzopyran-2-one, 8-(β-D-glucopyranosyloxy)-7-hydroxy-6-methoxy-
7-Hydroxy-6-méthoxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-2H-chromén-2-one
7-Hydroxy-6-methoxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2H-chromen-2-on
8-(β-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
Fraxin
8-(b-D-Glucopyranosyloxy)-7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
Fraxoside
Fraxetin-8-O-glucoside
Fraxetin-8-glucoside
Paviin
7-Hydroxy-6-methoxy-2-oxo-2H-chromen-8-yl-β-D-glucopyranoside
Fraxetol 8-glucoside
7-Hydroxy-6-methoxy-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2H-chromen-2-one
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