MyricetinAn ATP-competitive inhibitor of various casein kinases and protein kinases

Myricetin (CAS 529-44-2)

Myricetin | CAS 529-44-2 is rated 5.0 out of 5 by 1.
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Synonym: 3,3′,4′,5,5′,7-Hexahydroxyflavone; Cannabiscetin
Application: An ATP-competitive inhibitor of various casein kinases and protein kinases
CAS Number: 529-44-2
Purity: ≥98%
Molecular Weight: 318.24
Molecular Formula: C15H10O8
* Refer to Certificate of Analysis for lot specific data (including water content).
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Myricetin (3,3′,4′,5,5′,7-Hexahydroxyflavone) is a cell-permeable flavanoid used in inflammatory, diabetes, and cancer studies. Myricetin has been shown to act as a non-ATP competitive inhibitor of MEK-1, and an ATP-competitive inhibitor of several other factors including casein kinases I & II, Insulin Receptor, Myosin LC kinase, PKA (Protein Kinases A),PKC (Protein Kinases C), PI 3-kinase and Pim-1 (PIM-1). Myricetin is an inhibitor of CYP2C9, CYP3A4, Maltase-glucoamylase and MYLK.


References

1. Hagiwara, M., et al. 1988. Biochem. Pharmacol. 37: 2987-2992. PMID: 3164998
2. Walker, E.H., et al. 2000. Mol. Cell. 6: 909-919. PMID: 11090628
3. Ko, W.C., et al. 2004. Biochem. Pharmacol. 68: 2087-2094. PMID: 15476679
4. Strobel, P., et al. 2005. Biochem. J. 386: 471-478. PMID: 15469417
5. Jiang, J.S., et al. 2006. J Ethnopharmacol. 103: 281-287. PMID: 16213685
6. Lee, K.W., et al. 2007. Carcinogenesis. 28: 1918-1927. PMID: 17693661

Physical State :
Solid
Solubility :
Soluble in ethanol (~1 mg/ml), DMSO (5 mg/ml), DMF, and 1:10 solution of DMSO:PBS(pH7.2) (~0.5 mg/ml). Insoluble in water.
Storage :
Store at -20° C
Melting Point :
>300° C
Boiling Point :
~747.6° C at 760 mmHg (Predicted)
Density :
~1.9 g/cm3 (Predicted)
Refractive Index :
n20D 1.86 (Predicted)
IC50 :
MEK1: IC50 = < 3 µM; PI 3-Kα: IC50 = 1.8 µM; PIM-1: IC50 = 0.78 µM; activities of phosphodiesterase 1-4: IC50 = <40 µM; MMP-2: IC50 = <24 µM (colorectal carcinoma cells); TNFα-mediated NF-κB signaling: IC50 = 50 µM ( EC50V304 cells); TBARS formation : IC50 = 6.34 µM; oxLDL : IC50 = 20 µM; apoptosis in HL-60 leukemia cells: IC50 = 43 µM
Ki Data :
CKI: Ki= 9.0 µM; CKII: Ki= 0.6 µM; IR: Ki= 2.6 µM; MLCK: Ki= 1.7 µM; PKA: Ki= 27.5 µM; PKC: Ki= 12.1 µM; insulin-stimulated glucose transport: Ki= ~33.5 µM (rat adipocytes)
pK Values :
pKa: 6.30
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
LK8646000
PubChem CID :
5281672
Merck Index :
14: 6332
MDL Number :
MFCD00006827
EC Number :
208-463-2
Beilstein Registry :
332331
SMILES :
C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O

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Certificate of Analysis

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Rated 5 out of 5 by from Yamashiro T; et al Yamashiro T; et al. (PubMed ID: 26403086) determined that Myricetin is can reversibly inhibit proton-coupled folate transporter, PCFT/SLC46A1. -SCBT Publication Review
Date published: 2015-02-06
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