Q0125
Sigma

Quercetin dihydrate

≥98% (HPLC), powder

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Synonym

3,3′,4′,5,7-Pentahydroxyflavone dihydrate

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

Molecular Formula

C₁₅H₁₀O₇ · 2H₂O

Molecular Weight

338.27

CAS Number

6151-25-3

Colour Index Number

75670

Beilstein Registry Number

317313

MDL number

MFCD00149487

PubChem Substance ID

24278668

EG/EC Number

204-187-1

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Descriptions

Frequently Asked Questions

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Biochem/physiol Actions

Flavonoid with anticancer activity. Mitochondrial ATPase and phosphodiesterase inhibitor. Inhibits PI3-kinase activity and slightly inhibits PIP Kinase activity. Has antiproliferative effects on cancer cell lines; reduces cancer cell growth via type II estrogen receptors; has been reported to arrest human leukemic T cells in late G₁ phase of the cell cycle.

Properties

assay

≥98% (HPLC)

form

powder

color

yellow

>300 °C(lit.)

solubility

1 M NaOH: 50 mg/mL

References

Reference

Bowman, B.J., et al., Effects of inhibitors on the plasma membrane and mitochondrial adenosine triphosphatases of Neurospora crassa. Biochim. Biophys. Acta 512, 13-28, (1978) abstract

Singhal, R.L., et al., Quercetin down-regulates signal transduction in human breast carcinoma cells. Biochem. Biophys. Res. Commun. 208, 425-431, (1995) abstract

Yoshida, M., et al., Quercetin arrests human leukemic T-cells in late G1 phase of the cell cycle. Cancer Res., (1992)

Lamson, D.W., and Brignall, M.S., Antioxidants and cancer, part 3: quercetin. Altern. Med. Rev. 5, 196-208, (2000) abstract

Yeh, Y.A., et al., Quercetin: synergistic action with carboxyamidotriazole in human breast carcinoma cells. Life Sci. 57, 1285-1292, (1995) abstract

Beretz, A., et al., Flavonoid compounds are potent inhibitors of cyclic AMP phosphodiesterase. Experientia 34, 1054, (1978) abstract

Merck

Merck 13,8122

Beilstein

Beil. 18,V,5,494

reference

Aldrich MSDS 1, 1577:B / Corp MSDS 1 (2), 3019:D / FT-IR 2 (2), 2509:C / FT-IR 1 (2), 96:B / FT-NMR 1 (2), 920:B / IR-Spectra (3), 906:F / IR-Spectra (2), 793:D / NMR-Reference 2 (2), 98:D / RegBook 1 (2), 1697:K / Sigma FT-IR 1 (2), 877:C / Structure Index 1, 270:D:1

Safety

Hazard Codes

Risk Statements

Safety Statements

RIDADR

UN2811 6.1/PG 3

WGK Germany

RTECS

LK8950000