Identification | Back Directory | [Name]
QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER | [CAS]
1247-97-8 | [Synonyms]
PENTAMETHYLQUERCETIN Pentamethoxyquercetin QUERCETIN-3,5,7,3',4' QUERCETINPENTAMETHYLETHER Rutoside Trihydrate Impurity 5 QUERCETIN-3,7-DIMETHYLETHER(RG) 3,3',4',5,7-Pentamethoxyflavone 3,5,7,3',4'-PENTAMETHOXYFLAVONE QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER Quercetin 3,3',4',5,7-pentamethyl ether 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-chromone 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxychromen-4-one 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-chromen-4-one 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy-4H-chromen-4-one 2-(3,4-Dimethoxyphenyl)-3,5,7-trimethoxy-4H-1-benzopyran-4-one 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,7-trimethoxy- | [Molecular Formula]
C20H20O7 | [MDL Number]
MFCD01004607 | [MOL File]
1247-97-8.mol | [Molecular Weight]
372.37 |
Chemical Properties | Back Directory | [Melting point ]
152-156°C | [Boiling point ]
561.9±50.0 °C(Predicted) | [density ]
1.29±0.1 g/cm3(Predicted) | [form ]
Solid | [color ]
White to light brown | [LogP]
2.370 (est) |
Hazard Information | Back Directory | [Uses]
3,5,7,3’,4’-Pentamethoxyflavone is a Ca2+ channel inhibitor. 3,5,7,3’,4’-Pentamethoxyflavone can protect DNA from oxidative damage. 3,5,7,3’,4’-Pentamethoxyflavone can induce relaxation of the human corpus cavernosum through calcium mobilization-related mechanisms. 3,5,7,3’,4’-Pentamethoxyflavone can promote the expression of eNOS and cystathionine gamma lyase CSE proteins in middle-aged male rats and regulate vascular function. 3,5,7,3’,4’-Pentamethoxyflavone can be used in research related to diabetes and cardiovascular diseases[1][2][4]. | [in vivo]
3,5,7,3’,4’-Pentamethoxyflavone (22 mg/kg; twice daily; 6 weeks; p.o.) can promote the expression of eNOS and CSE proteins in middle-aged male rats, and regulate vascular function by antagonizing the contraction of phenylephrine and enhancing the vasodilation of acetylcholine[4]. Animal Model: | Middle-aged (12–14 month old) Wistar male rats[4]. | Dosage: | 22 mg/kg | Administration: | Oral gavage (p.o.); twice daily; 6 weeks | Result: | Caused a decrease in plasma glucose and an increase in plasma HDL cholesterol levels of the rats. |
| [References]
[1] Jakhar R, et al. 3,5,7,3',4'-pentamethoxyflavone, a quercetin derivative protects DNA from oxidative challenges: potential mechanism of action. J Photochem Photobiol B. 2014 Feb 5;131:96-103. DOI:10.1016/j.jphotobiol.2014.01.003 [2] Jansakul C, et al. Relaxant mechanisms of 3, 5, 7, 3', 4'-pentamethoxyflavone on isolated human cavernosum. Eur J Pharmacol. 2012 Sep 15;691(1-3):235-44. DOI:10.1016/j.ejphar.2012.07.019 [3] Mayangsari Y, et al. 3,5,7,3',4'-Pentamethoxyflavone Enhances the Barrier Function through Transcriptional Regulation of the Tight Junction in Human Intestinal Caco-2 Cells. J Agric Food Chem. 2021 Sep 8;69(35):10174-10183. DOI:10.1021/acs.jafc.1c04295 [4] Yorsin S, et al. Increased vascular eNOS and cystathionine-γ-lyase protein after 6 weeks oral administration of 3, 5, 7, 3', 4'-pentamethoxyflavone to middle-aged male rats. Naunyn Schmiedebergs Arch Pharmacol. 2016 Nov;389(11):1183-1194. DOI:10.1007/s00210-016-1280-0 |
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