5-Methoxyflavone

Modify Date: 2024-01-06 19:00:38

5-Methoxyflavone Structure
5-Methoxyflavone structure
Common Name 5-Methoxyflavone
CAS Number 42079-78-7 Molecular Weight 252.26500
Density 1.24g/cm3 Boiling Point 422.5ºC at 760mmHg
Molecular Formula C16H12O3 Melting Point 131-133°C
MSDS N/A Flash Point 201.1ºC

 Use of 5-Methoxyflavone


5-Methoxyflavone, belonged to Flavonoid family, is a DNA polymerase-beta inhibitor and neuroprotective agent against beta-amyloid toxicity. possess central nervous system (CNS) depressant effect mediated through the ionotropic GABAA receptors.

 Names

Name 5-Methoxyflavone
Synonym More Synonyms

 5-Methoxyflavone Biological Activity

Description 5-Methoxyflavone, belonged to Flavonoid family, is a DNA polymerase-beta inhibitor and neuroprotective agent against beta-amyloid toxicity. possess central nervous system (CNS) depressant effect mediated through the ionotropic GABAA receptors.
Related Catalog
Target

DNA polymerase-beta[1].

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. 5-methoxyflavone (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[1]. 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[2].
In Vivo 5-Methoxyflavone (100, 150 mg/kg, i.p) significantly decreases the latency time to loss of righting reflex. 5-Methoxyflavone (50, 100 and 150 mg/kg, i.p) exhibits a significant and dose-dependent reduction in the spontaneous locomotor activity. 5-Methoxyflavone (50, 100 mg/kg, i.p) reduces the rearing response. 5-Methoxyflavone (100, 125 and 150 mg/kg, i.p) completely abolishesed the grooming response similar to diazepam treated animals[3].
References

[1]. Merlo S, et al. Identification of 5-Methoxyflavone as a Novel DNA Polymerase-Beta Inhibitor and Neuroprotective Agent against Beta-Amyloid Toxicity. J Nat Prod. 2015 Nov 25;78(11):2704-11.

[2]. Shanmugasundaram J, et al. Sedative-hypnotic like effect of 5-methoxyflavone in mice and investigation on possible mechanisms by in vivo and in silico methods. Biomed Pharmacother. 2018 Dec;108:85-94.

[3]. Wudtiwai B, et al. Methoxyflavone derivatives modulate the effect of TRAIL-induced apoptosis in human leukemic cell lines. J Hematol Oncol. 2011 Dec 21;4:52.

 Chemical & Physical Properties

Density 1.24g/cm3
Boiling Point 422.5ºC at 760mmHg
Melting Point 131-133°C
Molecular Formula C16H12O3
Molecular Weight 252.26500
Flash Point 201.1ºC
Exact Mass 252.07900
PSA 39.44000
LogP 3.46860
Index of Refraction 1.548

 Safety Information

Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S26-S36/37/39
WGK Germany 3
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Synonyms

5-methoxy-2-phenylchromen-4-one
MFCD00016942
EINECS 255-652-0
5-METHOXYFLAVONE
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Price: ¥550/10 mM * 1 mL in DMSO

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