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476275

Myricetin

Name: Myricetin
Brand: MM

A cell-permeable flavanoid that displays anti-inflammatory, anti-diabetic and anti-cancer properties.

Synonym(s):

Myricetin, 3,3ʹ,4ʹ,5,5ʹ,7-Hexahydroxyflavone, Hsp70 Inhibitor II

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₀O₈

CAS Number:

529-44-2

Molecular Weight:

318.24

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00006827

Assay:

≥98% (HPLC)

Form:

solid

Storage condition:

OK to freeze, protect from light

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

yellow-brown

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[o]1c2c([c](c(c1c3cc(c(c(c3)O)O)O)O)=O)c(cc(c2)O)O

InChI

1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H

InChI key

IKMDFBPHZNJCSN-UHFFFAOYSA-N

Description

General description

A cell-permeable flavanoid that displays anti-inflammatory, anti-diabetic and anti-cancer properties. Acts as a non-ATP competitive MEK1 inhibitor (IC₅₀<3 µM), and ATP-competitive inhibitors of CKI, CKII, IR, MLCK, PKA and PKC (K_i = 9.0 µM, 0.6 µM, 2.6 µM, 1.7 µM, 27.5 µM and 12.1 µM, respectively) and PI 3-Kα and PIM-1 (IC₅₀ = 1.8 µM and 0.78 µM). Reported to inhibit the activities of phosphodiesterase 1-4 (IC₅₀<40 µM) and MMP-2 (IC₅₀<24 µM in several colorectal carcinoma cells), and block TNFα-mediated NF-κB signaling (at 50 µM in ECV304 cells) and insulin-stimulated glucose transport (K_i = ~ 33.5 µM in rat adipocytes). Further, induce apoptosis in HL-60 leukemia cells with an IC₅₀ of 43 µM.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Lee, K.W., et al. 2007. Carcinogenesis28, 1918.
Holder, S., et al. 2007. Mol. Cancer Ther.6, 163.
Strobel, P., et al. 2005. Biochem. J.386, 471.
Ko, C.H., et al. 2005. Mol. Cancer Ther.4, 281.
Ko, C.H., et al. 2005. Biochem. Pharmacol.69, 913.
Ko, W.C., et al. 2004. Biochem. Pharmacol.68, 2087.
Walker, E.H., et al. 2000. Mol. Cell6, 909.
Agullo, G., et al. 1997. Biochem. Pharmacol.53, 1649.
Hagiwara, M., et al. 1988. Biochem. Pharmacol.37, 2987.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

476275-1.1ML: + 476275-25MG: + 476275-MG:

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