ChemicalBook > CAS DataBase List > 3,3',4',5,6,7-HEXAHYDROXYFLAVONE

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

Product Name
3,3',4',5,6,7-HEXAHYDROXYFLAVONE
CAS No.
90-18-6
Chemical Name
3,3',4',5,6,7-HEXAHYDROXYFLAVONE
Synonyms
QUERCETAGIN;QUERCETAGETIN;QUERCETAGENIN;6-Hydroxyquercetin;6,7,4'-Quercetagetin;QUEBRACHITOL, (-)-(RG);Quercetagetin 7-glucoside;Quercetagetin, 10 mM in DMSO;3,5,6,7,3',4'-HEXAHYDROXYFLAVONE;3,3',4',5,6,7-HEXAHYDROXYFLAVONE
CBNumber
CB2737863
Molecular Formula
C15H10O8
Formula Weight
318.24
MOL File
90-18-6.mol
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3,3',4',5,6,7-HEXAHYDROXYFLAVONE Property

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
InChI
InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)15-14(22)13(21)10-9(23-15)4-8(18)11(19)12(10)20/h1-4,16-20,22H
InChIKey
ZVOLCUVKHLEPEV-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(O)C(O)=C2)OC2=CC(O)=C(O)C(O)=C2C(=O)C=1O
LogP
2.230 (est)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL85766
Product name
Quercetagetin
Purity
phyproof<SUP>&#174;</SUP> Reference Substance
Packaging
5 mg
Price
$549
Updated
2025/07/31
Sigma-Aldrich
Product number
551590
Product name
Quercetagetin - CAS 90-18-6 - Calbiochem
Purity
A cell-permeable flavanol compound that acts a potent, ATP-competitive, and reversible inhibitor of PIM1 kinase (IC?? = 340 nM).
Packaging
5MG
Price
$362
Updated
2022/05/15
Cayman Chemical
Product number
18645
Product name
Quercetagetin
Purity
≥98%
Packaging
500μg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
18645
Product name
Quercetagetin
Purity
≥98%
Packaging
1mg
Price
$131
Updated
2024/03/01
Cayman Chemical
Product number
18645
Product name
Quercetagetin
Purity
≥98%
Packaging
5mg
Price
$324
Updated
2024/03/01
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3,3',4',5,6,7-HEXAHYDROXYFLAVONE Chemical Properties,Usage,Production

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

3,3',4',5,6,7-HEXAHYDROXYFLAVONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3,3',4',5,6,7-HEXAHYDROXYFLAVONE manufacturers

Career Henan Chemical Co
Product
3,3',4',5,6,7-HEXAHYDROXYFLAVONE 90-18-6
Price
US $1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

90-18-6, 3,3',4',5,6,7-HEXAHYDROXYFLAVONERelated Search:


  • 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
  • 3,5,6,7-Tetrahydroxy-2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one
  • 6,7,4'-Quercetagetin
  • 6-Hydroxyquercetin
  • QUEBRACHITOL, (-)-(RG)
  • Quercetagetin 7-glucoside
  • 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-1-benzopyran-4-one
  • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-
  • 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one
  • Quercetagetin, 10 mM in DMSO
  • 90-18-6
  • Flavanols