ChemicalBook--->CAS DataBase List--->29376-68-9

29376-68-9

29376-68-9 Structure

29376-68-9 Structure
IdentificationBack Directory
[Name]

5-O-METHYLAPIGENIN
[CAS]

29376-68-9
[Synonyms]

Thevetiaflavone
5-O-METHYLAPIGENIN
Apigenin 5-methylether
Apigenin 5-O-monomethyl ether
4',7-Dihydroxy-5-methoxyflavone
Flavone,4',7-dihydroxy-5-methoxy- (8CI)
Apigenin-5-methyl ether,5-0-Methylapigenin
7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-4H-chromen-4-one
4H-1-Benzopyran-4-one,7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-
ethylprop-2-enoate,2-methylprop-2-enoicacid,propane-1,2-diol,styrene
[Molecular Formula]

C16H12O5
[MDL Number]

MFCD02683421
[MOL File]

29376-68-9.mol
[Molecular Weight]

284.26
Chemical PropertiesBack Directory
[Melting point ]

263℃
[Boiling point ]

567.9±50.0 °C(Predicted)
[density ]

1.420
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Solid
[pka]

6.67±0.40(Predicted)
[color ]

Light yellow to yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

Thevetiaflavone inhibited the secretion of β-glucuronidase from neutrophils in rabbits, ED50 was 20μM. And it inhibited sarcoplasmic reticulum Ca2+-ATPase, when the concentration was 100μM, the inhibition rate was 69 %.
[Preparation]

The method for obtaining a refined extract from capers, comprising the following steps: a) making the concentrated capers crude extract go up to macroporous adsorption resin chromatography, and eluting with water and ethanol solution; b) eluting with ethanol solution , that is, the refined extract of capers.
[Biological Activity]

Thevetiaflavone can up-regulate the expression of Bcl-2 and down-regulate the expression of Bax and caspase-3.
[in vivo]

Thevetiaflavone, a natural flavonoid obtained from Wikstroemia indica, could improve cell viability and suppresses the leakage of lactate dehydrogenase from the cytoplasm. Further investigation of the mechanisms demonstrated that it decreases overproduction of ROS and ameliorates ROS?mediated mitochondrial dysfunction , including collapse of mitochondrial membrane potential and mitochondrial permeability transition pore opening. It reduces the intracellular Ca 2+ level, which is closely associated with mitochondrial function and interplays with ROS. Furthermore, Thevetiaflavone inhibits apoptosis in PC12 cells through upregulating the expression of Bcl?2 and downregulating that of Bax and caspase?3 in addition to increasing the activity of caspase?3. These results further indicate the protective effects of the vetiaflavone in vivo and its application in the clinic.

[IC 50]

Bcl-2; Bax; Caspase-3
[storage]

Store at -20°C
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