5-METHOXYFLAVONE

5-METHOXYFLAVONE Basic information
Product Name:5-METHOXYFLAVONE
Synonyms:METHOXYFLAVONE, 5-;5-METHOXYFLAVONE;5-methoxy-2-phenyl-4-benzopyrone;5-Methoxyflavone,97%;5-Methoxy-2-phenyl-4H-1-benzopyran-4-one;5-methoxy-2-phenyl-chromen-4-one;5-methoxy-2-phenylchromen-4-one;5-methoxy-2-phenyl-chromone
CAS:42079-78-7
MF:C16H12O3
MW:252.26
EINECS:255-652-0
Product Categories:Mono-substituted Flavones
Mol File:42079-78-7.mol
5-METHOXYFLAVONE Structure
5-METHOXYFLAVONE Chemical Properties
Melting point 131-133°C
Boiling point 422.5±45.0 °C(Predicted)
density 1,155g/cm
refractive index 1,548
storage temp. Store at -20°C
solubility soluble in Methanol
form powder to crystal
color White to Almost white
LogP3.470 (est)
CAS DataBase Reference42079-78-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-36
WGK Germany 3
HS Code 2932.99.7000
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
5-METHOXYFLAVONE Usage And Synthesis
Uses5-Methoxyflavone is a flavenoid and dietary derived inhibitor of cell proliferation.
DefinitionChEBI: 5-Methoxyflavone is an ether and a member of flavonoids.
Biological Activity5-Methoxyflavone, a flavonoid, is an inhibitor of DNA polymerase-beta and a neuroprotectant against beta-amyloid toxicity. Possesses central nervous system sedative effect by regulating ionophilic GABAA receptors.
in vitro

5-Methoxyflavone (compound 1) is identified as a candidate compound endowed with the ability to inhibit DNA pol-β in multiple and to prevent cell-cycle initiation and subsequent neuronal apoptosis in Aβ-challenged primary neuronal cultures. It (10-30 μM) is able to significantly enhance toxicity of MMS on 92TAg cells. 5-Methoxyflavone (1 or 10 μM) significantly reduces polymerase activity on a gapped substrate.
5-Methoxyflavone (5-MF , 0-100 μg/mL) results in a time dependent reduction in the levels of antiapoptotic proteins cFLIP, Mcl-1 and an increase in the proapoptotic protein BAX. 5-MF induces both TRAIL-R1(DR4) and TRAIL-R2 ( DR5) in a time-dependent manner.

in vivo

5-Methoxyflavone (100, 150 mg/kg, ip) significantly decreases the latency time to loss of righting reflex. It (50, 100 and 150 mg/kg, ip) exhibits a significant and dose decreases -dependent reduction in the spontaneous locomotor activity. 5-Methoxyflavone (50, 100 mg/kg, ip) reduces the rearing response. 5-Methoxyflavone (100, 125 and 150 mg/kg, ip) completely abolishesed the grooming response similar to diazepam treated animals.

target
TargetValue
DNA polymerase β
()
5-METHOXYFLAVONE Preparation Products And Raw materials
Preparation Products5-HYDROXYFLAVONE
5,7-DIMETHOXYFLAVONE 3',4',5,7-TETRAMETHOXYFLAVONE 3',4',5',5,6,7-HEXAMETHOXYFLAVONE Tangeretin 3'-BENZYLOXY-4',5,6,7-TETRAMETHOXYFLAVONE 4',5,7-TRIMETHOXYFLAVONE 5-METHOXYFLAVONE 3',4',5',5,7-PENTAMETHOXYFLAVONE SCUTELLAREIN TETRAMETHYL ETHER 5-O-Methyl Quercetin;2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-5-Methoxy-4H-1-benzopyran-4-one 5,6,7-TRIMETHOXYFLAVONE 4'-HYDROXY-5-METHOXYFLAVONE 5,4'-DIMETHOXYFLAVONE 5,3'-DIMETHOXYFLAVONE 5,2'-DIMETHOXYFLAVONE 3-HYDROXY-5-METHOXYFLAVONE EUPATORIN-5-METHYL ETHER 3,5-DIMETHOXYFLAVONE

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