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94805-82-0

94805-82-0 Structure

94805-82-0 Structure
IdentificationBack Directory
[Name]

3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
[CAS]

94805-82-0
[Synonyms]

Glycycoumarin
Glycocoumarin -
Glycocoumarin - Glycyrrhiza uralensis (liquorice)
3-(2,4-Dihydroxyphenyl)-5-methoxy-6-(3-methyl-2-butenyl)-7-hydroxy-2H-1-benzopyran-2-one
3-(2,4-Dihydroxyphenyl)-6-(3-methyl-2-butenyl)-5-methoxy-7-hydroxy-2H-1-benzopyran-2-one
3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one
3-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-buten-1-yl)-2H-1-benzopyran-2-one
2H-1-Benzopyran-2-one, 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-6-(3-methyl-2-buten-1-yl)-
[Molecular Formula]

C21H20O6
[MDL Number]

MFCD00272146
[MOL File]

94805-82-0.mol
[Molecular Weight]

368.38
Chemical PropertiesBack Directory
[Melting point ]

243.5-244.5℃
[Boiling point ]

646.9±55.0 °C(Predicted)
[density ]

1.342±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

solid
[pka]

7.86±0.20(Predicted)
[color ]

white to beige
[biological source]

plant
Hazard InformationBack Directory
[Uses]

It is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
[Definition]

ChEBI: A member of the class of coumarins that is coumarin substituted by a hydroxy group at position 7, a methoxy group at position 5, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antispasmodic activity.
[Biological Activity]

Glycycoumarin is an isoflavone from vegetable roots including licorice th at exhibits potent hepatoprotective effects. Glycycoumarin protects hepatocytes through activation of autophagy and mitigation of ER stress/GSK-3 –JNK/CHOP-mitochondria cascade activation. Alsoit appears to alleviate acetaminophen-induced liver injury through sustained autophagy.
[in vivo]

Glycycoumarin (30 μM-0.3 nM; 5 min) has an inhibitory effect on smooth muscle contraction induced by various types of stimulants through the inhibition of PDEs, especially isozyme 3, followed by the accumulation of intracellular cAMP[1]. Glycycoumarin (10 mg/kg; i.p.; once daily for 4 d) enhances tumor growth inhibition in HepG2 xenograft model in mice and shows synergistical effect with ABT-737.html" class="link-product" target="_blank">ABT-737 (HY-50907)[2].

Animal Model:Male ICR mice (aged 6 weeks, weight 25-30 g)[1]
Dosage:30 μM-0.3 nM, 5 min
Administration:
Result:Inhibited the contraction induced by various types of stimulants, such as CCh, KCI, BaCI(2), and A23187 (calcium ionophore III).
Enhanced the relaxation induced by forskolin on CCh-evoked contraction and also enhances the relaxation effect of rolipram.
Associated with dose-dependent accumulation of cAMP.
Animal Model:HepG2 cancer cells xenograft model in male BALB/c athymic nude mice (6-7 weeks old)[2]
Dosage:10 mg/kg
Administration:Intraperitoneal injection; once daily for 4 days; ABT-737 group was given 100 mg/kg i.p.
Result:Inhibited tumor growth and resulted a reduction of the final tumor weight by 17%.
[storage]

Store at -20°C
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