CAS 42079-78-7|5-Methoxyflavone

Introduction:Basic information about CAS 42079-78-7|5-Methoxyflavone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name5-Methoxyflavone
CAS Number42079-78-7Molecular Weight252.26500
Density1.24g/cm3Boiling Point422.5ºC at 760mmHg
Molecular FormulaC16H12O3Melting Point131-133°C
MSDS/Flash Point201.1ºC

Names

Name5-Methoxyflavone
SynonymMore Synonyms

5-Methoxyflavone BiologicalActivity

Description5-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 CatalogSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisResearch Areas >>Neurological Disease
Target

DNA polymerase-beta[1].

In Vitro5-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 Vivo5-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

Density1.24g/cm3
Boiling Point422.5ºC at 760mmHg
Melting Point131-133°C
Molecular FormulaC16H12O3
Molecular Weight252.26500
Flash Point201.1ºC
Exact Mass252.07900
PSA39.44000
LogP3.46860
Index of Refraction1.548
InChIKeyXRQSPUXANRGDAV-UHFFFAOYSA-N
SMILESCOc1cccc2oc(-c3ccccc3)cc(=O)c12

Safety Information

Hazard CodesXi
Risk PhrasesR36/37/38
Safety PhrasesS26-S36/37/39
WGK Germany3
HS Code2914509090

Customs

HS Code2914509090
SummaryHS: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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