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Q0125

Sigma-Aldrich

Quercetin dihydrate

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H10O7 · 2H2O
CAS Number:
Molecular Weight:
338.27
Colour Index Number:
75670
Beilstein/REAXYS Number:
317313
EC Number:
UNSPSC Code:
12352207
PubChem Substance ID:

assay

≥98% (HPLC)

form

powder

color

yellow

mp

>300 °C (lit.)

solubility

1 M NaOH: 50 mg/mL

SMILES string

OC(C(O)=C1)=CC=C1C2=C(O)C(C3=C(O)C=C(O)C=C3O2)=O

InChI

1S/C15H10O7.2H2O/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;2*1H2

InChI key

GMGIWEZSKCNYSW-UHFFFAOYSA-N

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Biochem/physiol Actions

Quercetin dihydrate is a flavonoid with anticancer activity.
Quercetin dihydrate 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.

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hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 1

ppe

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


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Certificates of Analysis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product Q0125, Quercetin dihydrate, soluble in?

    This product is soluble in DMSO (24 mg/mL). Per chemicals encyclopedia published by the Royal Society of Chemistry 12th ed., entry #8216, 1 g of quercetin dissolves in 290 mL absolute ethanol or 23 ml hot ethanol. It is soluble in glacial acetic acid and alkaline aqueous solutions but it is practically insoluble in water.

  4. What is the solution stability of Product Q0125, Quercetin dihydrate?

    We have no data on solution stability. It is best to store solutions protected from air, the colder the better to minimize oxidation.

  5. What is the shelf life of Product Q0125, Quercetin dihydrate?

    This product does not have an assigned shelf life or expiration date.  So the standard Sigma-Aldrich guarantee of one year from date of receipt applies.

  6. Is Product Q0125, Quercetin dihydrate,synthetic?

    An initial amino acid used in the product is from plant source (Rutin); the final product is chemically synthesized.

  7. Where would you recommend that we store Product Q0125, Quercetin dihydrate?

    Powdered quercetin dihydrate should be stored at ambient temperature, in a cool dry place. Refrigeration is not necessary.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Soheil Fereidouni et al.
Journal of biochemical and molecular toxicology, 33(8), e22341-e22341 (2019-04-17)
Chlorpyrifos (CPF), an organophosphate insecticide has a wider application throughout the world to protect agricultural crops and vegetables from insects. Polyphenolic compounds are considered as beneficial against toxicities induced by organophosphates. The present study was conducted to understand the neuroprotective
Sze-Wing Mok et al.
Cartilage, 11(4), 490-499 (2018-08-31)
Quercetin (Que), a bioflavonoid, is both anti-inflammatory and antioxidative. Que has been used as an oral supplement for osteoarthritis (OA) with inconsistent findings because of its low bioavailability. We encapsulated Que in a mPEG-polypeptide thermogel to prolong its bioactivity. The
R L Singhal et al.
Biochemical and biophysical research communications, 208(1), 425-431 (1995-03-08)
Signal transduction activity was markedly elevated in cancer cells as shown by the increased activity of enzymes utilizing 1-phosphatidylinositol, PI (PI 4-kinase and PI-4-phosphate 5-kinase) for the production of the second messenger inositol 1,4,5-trisphosphate, IP3, in rat hepatomas (Cancer Res.
M Yoshida et al.
Cancer research, 52(23), 6676-6681 (1992-12-01)
The effect of quercetin, a flavonoid found in many plants, on the proliferation of human leukemic T-cells was analyzed. Quercetin reversibly blocked the cell cycle at a point 3-6 h before the start of DNA synthesis. Expression of the growth-related
B J Bowman et al.
Biochimica et biophysica acta, 512(1), 13-28 (1978-09-11)
A comparative study has been made of the effects of a variety of inhibitors on the plasma membrane ATPase and mitochondrial ATPase of Neurospora crassa. The most specific inhibitors proved to be vanadate and diethylstilbestrol for the plasma membrane ATPase

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