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Merck
CN

Q0125

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:
6151-25-3
Molecular Weight:
338.27
EC Number:
204-187-1
UNSPSC Code:
12352207
PubChem Substance ID:
24278668
Colour Index Number:
75670
Beilstein/REAXYS Number:
317313

Key Documents

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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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk

WGK 1

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
068K0676
038F0542
087K0744
116K1836
117H0860

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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
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
A Beretz et al.
Experientia, 34(8), 1054-1055 (1978-08-15)
The inhibitory activity of 19 flavonoid molecules on cyclic AMP breakdown by a commercial beef heart phosphodiesterase preparation is reported. 7 compounds are active in the micromolar range, 2 of which have a potency equivalent to that of papaverine. Some
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.
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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