Q4951
Quercetin
≥95% (HPLC), solid, flavonoid antioxidant
Synonyme(s) :
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 3,3′,4′,5,6-Pentahydroxyflavone
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Quercetin, ≥95% (HPLC), solid
InChI
1S/C15H10O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,16-19,21H
InChI key
REFJWTPEDVJJIY-UHFFFAOYSA-N
SMILES string
OC1=CC(O)=C2C(OC(C3=CC=C(O)C(O)=C3)=C(O)C2=O)=C1
biological source
synthetic (organic)
assay
≥95% (HPLC)
form
solid
mp
316.5 °C
solubility
water: practically insoluble
storage temp.
room temp
Quality Level
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Catégories apparentées
Application
- Quercetin has been used as an antioxidant which reversed the immunosuppressive effects of high glucose and hyperglycemic sera in type 2 diabetic patients.
- It has been used as a detoxifying phytochemical in Apis mellifera.
- It has been used as a positive control in DPPH (2,2- diphenyl-1-picryhydrazyl) radical scavenging assay. It has also been used for the preparation of calibration curve to determine total flavonoid content.
Biochem/physiol Actions
Quercetin is a flavonoid with anticancer activity. Quercetin is a mitochondrial ATPase and phosphodiesterase inhibitor. It Inhibits PI3-kinase activity and slightly inhibits PIP kinase activity. Quercetin has antiproliferative effects on cancer cell lines, reduces cancer cell growth via type II estrogen receptors, and arrests human leukemic T cells in late G1 phase of the cell cycle. Quercetin may also inhibit fatty acid synthase activity.
Quercetin is a flavonoid with anticancer activity. Quercetin is a mitochondrial ATPase and phosphodiesterase inhibitor. It inhibits PI3-kinase activity and slightly inhibits PIP kinase activity. Quercetin may also inhibit fatty acid synthase activity.
Features and Benefits
This compound is a featured product for ADME Tox and Kinase Phosphatase research. Discover more featured ADME Tox and Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
General description
Quercetin is a polyphenolic flavonoid, found in food including onions, asparagus, buckwheat, radish leaves, green tea, cranberry, broccoli, apple, blueberry, and coriander. Quercetin shows strong intramolecular H-binding, which contributes to the bioavailability and transport of the compound. This explains the biological multi-functional nature of the compound and allows for the formation of strong complexes, frequently with metals. Quercetin inhibits cellular proliferation and minimizes DNA damage. Among its many cardiovascular protection properties, quercetin has antioxidant and antiplatelet properties as well as antiplatelet and anti-muscle cell proliferation and migration. It also enhances cardiac cell mitochondrial function and inhibits NF-κB. Numerous animal studies involving dietary quercetin supplementation have shown a protective effect against cardiac problems.
Preparation Note
This chemical is soluble in DMSO (30 mg/ml), DMF (~30 mg/ml), and ethanol (~2 mg/ml).
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Classe de stockage
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Joanna Cunanan et al.
PloS one, 15(6), e0234375-e0234375 (2020-06-20)
Renal dysplasia, the major cause of childhood renal failure, is characterized by defective branching morphogenesis and nephrogenesis. Beta-catenin, a transcription factor and cell adhesion molecule, is markedly increased in the nucleus of kidney cells in human renal dysplasia and contributes
Lucia Panzella et al.
Antioxidants (Basel, Switzerland), 8(4) (2019-04-04)
Exhausted woods represent a byproduct of tannin industrial production processes and their possible exploitation as a source of antioxidant compounds has remained virtually unexplored. We herein report the characterization of the antioxidant and other properties of practical interest of exhausted
Phenolic and flavonoid content and antioxidants capacity of pressurized liquid extraction and perculation method from roots of Scutellaria pinnatifida A. Hamilt. subsp alpina (Bornm) Rech. f.
Golmakani E et al.
Journal of Supercritical Fluids, 95, 318-324 (2014)
High glucose and hyperglycemic sera from type 2 diabetic patients impair DC differentiation by inducing ROS and activating Wnt/?-catenin and p38 MAPK.
Gilardini Montani MS et al.
Biochimica et Biophysica Acta, 1862, 805-805 (2016)
Akari Ishisaka et al.
Archives of biochemistry and biophysics, 557, 11-17 (2014-06-04)
In recent years, many papers have suggested that dietary flavonoids may exert beneficial effects in the brain tissue for the protection of neurons against oxidative stress and inflammation. However, the bioavailability of flavonoids across the blood-brain barrier and the localization
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