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Merck

Q4951

Sigma-Aldrich

Quercetin

≥95% (HPLC), solid, flavonoid antioxidant

Sinónimos:

2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one, 3,3′,4′,5,6-Pentahydroxyflavone

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About This Item

Fórmula empírica (notación de Hill):
C15H10O7
Número de CAS:
Peso molecular:
302.24
Beilstein:
317313
Número CE:
Código UNSPSC:
12352207
ID de la sustancia en PubChem:
NACRES:
NA.77
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Nombre del producto

Quercetin, ≥95% (HPLC), solid

origen biológico

synthetic (organic)

Ensayo

≥95% (HPLC)

Formulario

solid

mp

316.5 °C

solubilidad

water: practically insoluble

temp. de almacenamiento

room temp

cadena SMILES

OC1=CC(O)=C2C(OC(C3=CC=C(O)C(O)=C3)=C(O)C2=O)=C1

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

Clave InChI

REFJWTPEDVJJIY-UHFFFAOYSA-N

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Descripción general

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.[1] 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.[2]

Aplicación

  • Quercetin has been used as an antioxidant which reversed the immunosuppressive effects of high glucose and hyperglycemic sera in type 2 diabetic patients.[3]
  • It has been used as a detoxifying phytochemical in Apis mellifera.[4]
  • 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.[5]

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Nota de preparación

This chemical is soluble in DMSO (30 mg/ml), DMF (~30 mg/ml), and ethanol (~2 mg/ml).

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Visite la Librería de documentos

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
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
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

Artículos

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

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Protocolos

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

Questions

1–5 of 5 Questions  
  1. What is the Source of Extraction of Quercetin Q4951?

    1 answer
    1. This material has been purified from a plant source. This information may be found on the lot specific Certificate of Origin. Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a certificate under the ‘Certificate of Origin’ tab:
      https://www.sigmaaldrich.com/product/sigma/q4951#product-documentation

      Helpful?

  2. How can I store a solution of Quercetin Q4951 30 mg/ml in DMSO?

    1 answer
    1. The long term solution stability of this material has not been determined.

      Helpful?

  3. Can you provide me the HPLC Peak Sheets ?

    1 answer
    1. The documentation you are requesting can be supplied by our Technical Service team who can assist you with further. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, click on "Product Documentation" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

      Helpful?

  4. What is the range of absorbance wavelength for this product?

    1 answer
    1. The absorbance spectrum of this product is not determined. See the link below to a publication that may be helpful.
      https://www.sciencedirect.com/science/article/pii/S0308814616307142#:~:text=In%20the%20UV%E2%80%93visible%20range,constants%20are%20ionic%20strength%20dependent.

      Helpful?

  5. what is the solubility of this product in DMSO?

    1 answer
    1. This chemical is soluble in DMSO (30 mg/ml), DMF (~30 mg/ml), and ethanol (~2 mg/ml).

      Helpful?

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