| Chemical & Physical Properties | |
|---|---|
| CAS Number | 42079-78-7 |
| Catalog No. | 2A-1190646 |
| Chinese Name | 5-甲氧基黄酮 |
| Synonyms | 5-methoxy-2-phenylchromen-4-one; MFCD00016942; EINECS 255-652-0; 5-METHOXYFLAVONE |
| Molecular Formula | C16H12O3 |
| Molecular Weight | 252.27 |
| Density | 1.24g/cm3 |
| Boiling Point | 422.5ºC at 760mmHg |
| Melting Point | 131-133°C |
| Appearance | powder |
| Water Solubility | Soluble in: methanol |
| Storage Condition | Sealed, cool and dry storage |
| Application | 5-Methoxyflavone, a flavonoid, is an inhibitor of DNA polymerase-beta and a neuroprotective agent against beta-amyloid toxicity. It has a central nervous system sedative effect by regulating ionophili |
| HTC | 2914509090 |
| PubChem ID | 3259756 |
| MDL Number | MFCD00016942 |
| SMILES | COc1cccc2oc(-c3ccccc3)cc(=O)c12 |
| InChI | InChI=1S/C16H12O3/c1-18-13-8-5-9-14-16(13)12(17)10-15(19-14)11-6-3-2-4-7-11/h2-10H,1H3 |
| InChI Key | XRQSPUXANRGDAV-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | 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 Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Research Areas >> Neurological Disease 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 InChIKey XRQSPUXANRGDAV-UHFFFAOYSA-N SMILES COc1cccc2oc(-c3ccccc3)cc(=O)c12 |
| Use of | 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. Properties 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 Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis Research Areas >> Neurological Disease 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]. 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 Molecular Formula C16H12O3 Exact Mass 252.07900 PSA 39.44000 LogP 3.46860 Index of Refraction 1.548 InChIKey XRQSPUXANRGDAV-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| 7-Hydroxy-3-methyl flavone | 18651-15-5 | 2A-1190641 |
| 2'-Methoxy-beta-Naphtho flavone | 2A-1190642 | 2A-1190642 |
| 3'-Methoxy-αlpha-naptho flavone | 2A-1190643 | 2A-1190643 |
| 3'-Methoxy-beta-Naphtho flavone | 2A-1190644 | 2A-1190644 |
| 4'-Methoxy-beta-naptho flavone | 2A-1190645 | 2A-1190645 |
| 3,2',4',5',6-Penta hydroxy flavo | 2A-1190647 | 2A-1190647 |
| 3,6,2',4',5'-Penta hydroxy flavone | 2A-1190648 | 2A-1190648 |
| 3,7,2',4',5'-Penta methoxy flavone | 2A-1190649 | 2A-1190649 |
| 3,7,3',4',5'-Penta hydroxy flavone | 2A-1190650 | 2A-1190650 |
| 3,7,3',4',5'-Penta methoxy flavone | 2A-1190651 | 2A-1190651 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS