Basic information Safety Supplier Related

QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER

Basic information Safety Supplier Related

QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER Basic information

Product Name:
QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER
Synonyms:
  • Pentamethoxyquercetin
  • QUERCETINPENTAMETHYLETHER
  • PENTAMETHYLQUERCETIN
  • 2-(3,4-Dimethoxyphenyl)-3,5,7-trimethoxy-4H-1-benzopyran-4-one
  • 3,3',4',5,7-Pentamethoxyflavone
  • Quercetin 3,3',4',5,7-pentamethyl ether
  • 3,5,7,3',4'-PENTAMETHOXYFLAVONE
  • QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER
CAS:
1247-97-8
MF:
C20H20O7
MW:
372.37
Mol File:
1247-97-8.mol
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QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER Chemical Properties

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)
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QUERCETIN-3,5,7,3',4'-PENTAMETHYL ETHER Usage And Synthesis

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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