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Quercetin Dihydrate (CAS 6151-25-3)

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Synonym:2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one dihydrate; 3,3′,4′,5,7-Pentahydroxyflavone dihydrate
Application:A natural flavonoid antiproliferative kinase inhibitor
CAS Number:6151-25-3
Purity:>95%
Molecular Weight:338.27
Molecular Formula:C15H10O7•2H2O
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Quercetin Dihydrate sc-203225 5 g $31
Quercetin Dihydrate sc-203225A 25 g $52
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Description
Quercetin Dihydrate is the dihydrate preparation of Quercetin, a ubiquitous natural flavonoid with antiproliferative properties. Quercetin is described to inhibit PLA2 and PI 3-kinase (IC50 = 3.8 microM), blocking the ATP binding site of this kinase and interrupting the role of this enzyme in propagating cellular responses to growth factors. Quercetin is further described to inhibit nucleotide-dependent kinase enzymes through competition with ATP and GTP, demonstrating inhibition of pp60src phosphotransferase, tyrosine protein kinase, calcium- and phospholipid-dependent protein kinase, and cyclic GMP phosphodiesterases. Inhibition of PI 4-kinase (1-phosphatidylinositol 4-kinase) and PI-4-phosphate 5-kinase (1-phosphatidylinositol 4-phosphate 5-kinase) by Quercetin blocks the participation of these enzymes in signal transduction pathways and reduces cellular levels of the second messenger IP3 (inositol 1,4,5-trisphosphate), decreasing the release of intracellular Ca2+ stores. The antiproliferative and cytotoxic effects of Quercetin on cultured breast cancer cells are attributed to inhibition of PI 4-kinase and PI-4-phosphate 5-kinase, reduction of IP3 levels, and blockade of oncogenic growth signaling. Quercetin was shown to induce apoptosis in tumor cell lines at the G1 and S phases. Potential fatty acid synthase, PKC, and ATP5 (mitochondrial ATPase) inhibitor as well as an SIRT1 activator. Quercetin Dihydrate is an inhibitor of Pim-1 and an activator of GPR30.
Technical Information
Physical State:Solid
Solubility:Soluble in DMSO (68 mg/ml at 25 °C), Acetic Acid (1 mg/ml), Aqueous Alkali (1 mg/ml), water (<1 at 25 °C), and ethanol (21 mg/ml at 25 °C).
Storage:Store at room temperature
Melting Point:>300 °C (lit.)
Boiling Point:642.4 °C at 760 mmHg (Predicted)
Refractive Index:n20D 1.82 (Predicted)
IC50:Monoamine oxidase A: IC50 = 10 nM (bovine); CYP19: IC50 = 12 nM (human); Aldose Reductase: IC50 = 14.8 nM (human); Pim-1: IC50 = 43 nM (human); CYP1B1: IC50 = 77 nM (human)
Ki Data:D4DR: Ki= 7.8 nM (human); Enoyl-acyl-carrier protein reductase: Ki= 22 nM (plasmodium falciparum); CYP1B1: Ki= 23 nM (human); 5'-nucleotidase: Ki= 45.3 nM (rat); CYP1A1: Ki= 660 nM (human)
Color Index Number:75670
Safety and Reference Information
Transport:UN 2811, Class 6.1, Packing group III
WGK Germany:3
RTECS:LK8950000
PubChem CID:5284452
Merck Index:14: 8034
MDL Number:MFCD00149487
EC Number:204-187-1
Beilstein Registry:317313
SMILES:C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O.O.O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Bowman, B.J., et al. 1978. Biochim. Biophys. Acta. 512: 13-28. PMID: 151557
2. Beretz, A., et al. 1978. Experientia. 34: 1054-1055. PMID: 212288
3. Khare, N., et al. 1978. Res. Commun. Chem. Pathol. Pharmacol. 20: 351-365. PMID: 674820
4. Ruckstuhl, M., et al. 1979. Biochem. Pharmacol. 28: 535-538. PMID: 218594
5. Gschwendt, M., et al. 1983. Biochem. Biophys. Res. Commun. 117: 444-447. PMID: 6661236
6. Graziani, Y., et al. 1983. Eur. J. Biochem. 135: 583-589. PMID: 6311542
7. Levy, J., et al. 1984. Biochem. Biophys. Res. Commun. 123: 1227-1233. PMID: 6091650
8. Matter, W.F., et al. 1992. Biochem. Biophys. Res. Commun. 186: 624-631. PMID: 1323287
9. Wei, Y.Q., et al. 1994. Cancer Res. 54: 4952-4957. PMID: 8069862
10. Singhal, R.L., et al. 1995. Biochem. Biophys. Res. Commun. 208: 425-431. PMID: 7887960
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