551600-M

Quercetin, Dihydrate

A cell-permeable and reversible inhibitor of PIM1 kinase (IC₅₀ = 43 nM), PI 3-K (IC₅₀ = 3.8 µM) and phospholipase A2 (IC₅₀ = 2 µM).

• Synonym(s): Quercetin, Dihydrate, 3,3ʹ,4ʹ,5,7-Pentahydroxyflavone
• Empirical Formula (Hill Notation): C₁₅H₁₀O₇ · 2H₂O
• CAS Number: 6151-25-3
• Molecular Weight: 338.27
• MDL number: MFCD00149487
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• description: Merck USA index - 14, 8034
• assay: >95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: yellow
• solubility: acetic acid: 1 mg/mL; aqueous base: 1 mg/mL; DMSO: 5 mg/mL
• storage temp.: 10-30°C
• SMILES string: [o]1c2c([c](c(c1c3cc(c(cc3)O)O)O)=O)c(cc(c2)O)O.O.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

Description

General description

A cell-permeable and reversible inhibitor of PIM1 kinase (IC₅₀ = 43 nM), PI 3-K (IC₅₀ = 3.8 µM) and phospholipase A₂ (IC₅₀ = 2 µM). Also inhibits mitochondrial ATPase, phosphodiesterases, and protein kinase C. Induces apoptosis in K562, Molt-4, Raji, and MCAS tumor cell lines. Reported to activate sirtuins and promote the survival of eukaryotic cells.

A cell-permeable inhibitor of PIM1 kinase (IC₅₀ = 43 nM), PI 3-K (IC₅₀ = 3.8 µM) and phospholipase A₂ (IC₅₀ = 2 µM). Also inhibits mitochondrial ATPase, phosphodiesterases, and protein kinase C. Induces apoptosis in K562, Molt-4, Raji, and MCAS tumor cell lines. Reported to activate sirtuins and promote the survival of eukaryotic cells.

Biochem/physiol Actions

Primary Target
PI 3-kinase

Target IC₅₀: 43 nM, 3.8 µM, 2 µM against PIM1 kinase, PI 3-K, and phospholipase A2, respectively

Warning

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Other Notes

Bullock, A.N., et al. 2005. J. Med. Chem.48, 7604.
Howitz, K.T., et al. 2003. Nature425, 191.
Wei, Y.Q., et al. 1994. Cancer Res.54, 4952.
Shibasaki, F., et al. 1993. Biochem. J.289, 227.
Matter, W.F., et al. 1992. Biochem. Biophys. Res. Comm.186, 624.
Levy, J., et al. 1984. Biochem. Biophys. Res. Commun.123, 1227.
Graziani, Y., et al. 1983. Eur. J. Biochem.135, 583.
Gschwendt, M., et al. 1983. Biochem. Biophys. Res. Commun. 117, 444.
Ruckstuhl, M., et al. 1979. Biochem. Pharmacol.28, 535.
Beretz, A., et al. 1978. Experientia 34, 1054.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• 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