3,3',4',5,6,7-HEXAHYDROXYFLAVONE
3,3',4',5,6,7-HEXAHYDROXYFLAVONE Basic information
- Product Name:
- 3,3',4',5,6,7-HEXAHYDROXYFLAVONE
- Synonyms:
-
- QuercetagitrinQuercetagetin 7-glucoside
- QUERCETAGIN
- QUERCETAGENIN
- QUERCETAGETIN
- 3,3',4',5,6,7-HEXAHYDROXYFLAVONE
- 3,5,6,7,3',4'-HEXAHYDROXYFLAVONE
- 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4-benzopyrone
- 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-1-benzopyran-4-one
- CAS:
- 90-18-6
- MF:
- C15H10O8
- MW:
- 318.24
- EINECS:
- 201-973-6
- Product Categories:
-
- Flavanols
- Mol File:
- 90-18-6.mol
3,3',4',5,6,7-HEXAHYDROXYFLAVONE Chemical Properties
- Melting point:
- >300°C
- Boiling point:
- 732.4±60.0 °C(Predicted)
- Density
- 1.912±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMSO : 125 mg/mL (392.79 mM; Need ultrasonic)
- form
- A crystalline solid
- pka
- 6.12±0.40(Predicted)
- color
- Light yellow to yellow
- LogP
- 2.230 (est)
3,3',4',5,6,7-HEXAHYDROXYFLAVONE Usage And Synthesis
Uses
Quercetagetin (6-Hydroxyquercetin) is a flavonoid[1]. Quercetagetin is a moderately potent and selective, cell-permeable pim-1 kinase inhibitor (IC50, 0.34 μM)[2]. Anti-inflammatory and anticancer properties.
Definition
ChEBI: A hexahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 5, 6, 7, 3' and 4' respectively.
Biological Activity
Cell permeable: yes', 'Primary Target
PIM1 kinase', 'Product competes with ATP.', 'Reversible: yes', 'Target IC50: 340 nM against PIM1 kinase
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[3].
| Animal Model: | SKH-1 hairless mice model[3] |
| Dosage: | 4 or 20 nmol |
| Administration: | Topical application; 28 weeks |
| Result: | Inhibited UVB-induced skin tumorigenesis in SKH-1 hairless mice models. Delayed the development of tumors and reduced tumor volumes in an SKH-1 hairless mice model. |
IC 50
PIM1: 0.34 μM (IC50); PIM2: 3.45 μM (IC50); RSK2: 2.82 μM (IC50); PKA: 21.2 μM (IC50)
References
[1] 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. DOI:10.1002/jsfa.4402
[2] 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. DOI:10.1158/1535-7163.MCT-06-0397
[3] Baek S, et al. Structural and functional analysis of the natural JNK1 inhibitor quercetagetin. J Mol Biol. 2013 Jan 23;425(2):411-23. DOI:10.1016/j.jmb.2012.10.019
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3,3',4',5,6,7-HEXAHYDROXYFLAVONE(90-18-6)Related Product Information
- Quercetin 3-O-neohesperidoside
- Naringenin
- Quercetin-3-O-b-D-glucose-7-O-b-D-gentiobiosiden
- QUERCETIN-3-O-GLUCURONIDE
- quercetin 3-sambubioside
- Quercitrin
- Quercetagetin-7-O-glucoside
- ARTEMETIN
- 3',4',5',3,5,7-HEXAHYDROXYFLAVONE,3,5,7,3',4',5'-HEXAHYDROXYFLAVONE,3,3μ,4μ,5,5μ,7-Hexahydroxyflavone, Cannabiscetin,3,3',4',5,5',7-HEXAHYDROXYFLAVONE
- 3,3',4',5,7,8-Hexahydroxyflavone,3,3',4',5,7,8-HEXAHYDROXYFLAVONE 8-GLUCOSIDE
- CASTICIN
- 3,3',4',5,6,7-HEXAHYDROXYFLAVONE
- centaureidin
- 3,3',4',5,6,7,8-heptamethoxyflavone
- 5,3',4'-trihydroxy-3,6,7,8-tetramethoxyflavone
- 3,5,7,3',4',8-HEXAHYDROXYFLAVONE,3,5,7,8,3',4'-HEXAHYDROXYFLAVONE,3,5,7,8,3',4'-Hexahydroxyflavone,3,3',4',5,7,8-Hexahydroxyflavone
- 3',4',5,6,7,8-Hexahydroxyflavone
- centaurein