Introduction:Basic information about CAS 42079-78-7|5-Methoxyflavone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 5-Methoxyflavone |
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| CAS Number | 42079-78-7 | Molecular Weight | 252.26500 |
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| Density | 1.24g/cm3 | Boiling Point | 422.5ºC at 760mmHg |
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| Molecular Formula | C16H12O3 | Melting Point | 131-133°C |
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| MSDS | / | Flash Point | 201.1ºC |
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Names
| Name | 5-Methoxyflavone |
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| Synonym | More Synonyms |
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5-Methoxyflavone BiologicalActivity
| 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. |
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| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisResearch Areas >>Neurological Disease |
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| Target | DNA polymerase-beta[1]. |
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| 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]. |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.24g/cm3 |
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| Boiling Point | 422.5ºC at 760mmHg |
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| Melting Point | 131-133°C |
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| Molecular Formula | C16H12O3 |
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| Molecular Weight | 252.26500 |
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| Flash Point | 201.1ºC |
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| Exact Mass | 252.07900 |
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| PSA | 39.44000 |
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| LogP | 3.46860 |
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| Index of Refraction | 1.548 |
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| InChIKey | XRQSPUXANRGDAV-UHFFFAOYSA-N |
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| SMILES | COc1cccc2oc(-c3ccccc3)cc(=O)c12 |
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Safety Information
| Hazard Codes | Xi |
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| Risk Phrases | R36/37/38 |
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| Safety Phrases | S26-S36/37/39 |
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| WGK Germany | 3 |
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| HS Code | 2914509090 |
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Customs
| HS Code | 2914509090 |
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| 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% |
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Synonyms
| 5-methoxy-2-phenylchromen-4-one |
| MFCD00016942 |
| EINECS 255-652-0 |
| 5-METHOXYFLAVONE |