3,3',4',5,6,7-HEXAHYDROXYFLAVONE

Modify Date: 2024-01-09 22:26:51

3,3',4',5,6,7-HEXAHYDROXYFLAVONE structure	Common Name	3,3',4',5,6,7-HEXAHYDROXYFLAVONE
	CAS Number	90-18-6	Molecular Weight	318.23500
	Density	1.912 g/cm3	Boiling Point	732.4ºC at 760 mmHg
	Molecular Formula	C₁₅H₁₀O₈	Melting Point	>300ºC
	MSDS	N/A	Flash Point	280.3ºC

Use of 3,3',4',5,6,7-HEXAHYDROXYFLAVONE

Quercetagetin (6-Hydroxyquercetin) is the major flavonoid isolated from Citrus unshiu (C. unshiu) peel[3]. Quercetagetin is a moderately potent and selective, cell-permeable pim-1 kinase inhibitor (IC50, 0.34 μM)[1]. Anti-inflammatory and anticancer properties.

Name	quercetagetin
Synonym	More Synonyms

Description	Quercetagetin (6-Hydroxyquercetin) is the major flavonoid isolated from Citrus unshiu (C. unshiu) peel[3]. Quercetagetin is a moderately potent and selective, cell-permeable pim-1 kinase inhibitor (IC50, 0.34 μM)[1]. Anti-inflammatory and anticancer properties.
Related Catalog	Signaling Pathways >> JAK/STAT Signaling >> Pim Research Areas >> Cancer Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology
Target	PIM1:0.34 μM (IC50) PIM2:3.45 μM (IC50) RSK2:2.82 μM (IC50) PKA:21.2 μM (IC50)
In Vitro	Quercetagetin also inhibits PIM2, PKA, and RSK2 with IC50s of 3.45, 21.2, and 2.82 µM, respectively. Quercetagetin inhibits PIM1 activity in intact RWPE2 prostate cancer cells in a dose-dependent manner (ED50, 5.5 μM). Furthermore Quercetagetin inhibits the activity of the Aurora-A kinase (IC50, ~4 μM). When pim-1-expressing cells were treated with Quercetagetin, p-BAD(S112) levels were markedly reduced in proportion to the concentration of Quercetagetin. Half-maximal inhibition occurred at 5.5 μM extracellular concentration[1]. Quercetagetin shows strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging activity (IC50 7.89 μM) but much lower hydroxyl radical-scavenging activity (IC50 203.82 μM). Furthermore, Quercetagetin significantly reduces ROS in Vero cells and shows a strong protective effect against hydrogen peroxide-induced DNA damage[3].
In Vivo	Quercetagetin significantly inhibits UVB-induced skin cancer development. Topical application of 4 or 20 nmol of Quercetagetin to mouse skin reduces tumor incidence by 32.0% and 46.7%, respectively[2].
Cell Assay	RWPE2 cells are treated with Quercetagetin (0-12.5 μM) for up to 72 h. Cell number is measured by crystal violet staining and read at 570 nm[1].
Animal Admin	Mice[2] UVB-induced skin tumorigenesis SKH-1 hairless mouse model are treated with topical application of 4 or 20 nmol of Quercetagetin. At the end of the study, the dimensions of each tumor in each mouse are recorded. Tumor volume is calculated[2].
References	[1]. Holder S, et al. Characterization of a potent and selective small-molecule inhibitor of the PIM1 kinase. Mol Cancer Ther. 2007 Jan;6(1):163-72. [2]. Baek S, et al. Structural and functional analysis of the natural JNK1 inhibitor quercetagetin. J Mol Biol. 2013 Jan 23;425(2):411-23. [3]. Yang X, et al. Isolation and identification of an antioxidant flavonoid compound from citrus-processing by-product. J Sci Food Agric. 2011 Aug 15;91(10):1925-7.

Density	1.912 g/cm3
Boiling Point	732.4ºC at 760 mmHg
Melting Point	>300ºC
Molecular Formula	C₁₅H₁₀O₈
Molecular Weight	318.23500
Flash Point	280.3ºC
Exact Mass	318.03800
PSA	151.59000
LogP	1.69360
Index of Refraction	1.863
Storage condition	2-8℃