Quercetin Dihydrate Quercetin Dihydrate inhibits PLA2, PI 3-kinase, PI 4-kinase and PI-4-phosphate 5-kinase, and reduces IP3 levels, blocking oncogenic signaling.

Quercetin Dihydrate  (CAS 6151-25-3)

Quercetin Dihydrate is rated 5.0 out of 5 by 1.
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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: C15H10O72H2O
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
Quercetin Dihydrate sc-203225 5 g $31.00
Quercetin Dihydrate sc-203225A 25 g $52.00

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. SIRT1 deacetylates histones. Quercetin Dihydrate is an inhibitor of Pim-1 and an activator of GPR30.


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

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 :
315° C (lit.)
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)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
LK8950000
Transport :
UN 2811, Class 6.1, Packing group III
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

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Singhal et al Singhal et al. (PubMed ID 7887960) found that Quercetin Dihydrate reduced breast carcinoma cell proliferation by inhibiting PI kinase and reducing IP3 concentrations. -SCBT Publication Review
Date published: 2015-06-23
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