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524488

Phloretin

A cell-permeable inhibtor of protein kinase C (IC50 = 20-50 µM).

Synonym(s):

Phloretin, 2ʹ,4ʹ,6ʹ-Trihydroxy-3- p-hydroxyphenylpropiophenone, 2ʹ,4ʹ,6ʹ-Trihydroxy-3-p-hydroxyphenylpropiophenone

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About This Item

Empirical Formula (Hill Notation):
C15H14O5
CAS Number:
60-82-2
Molecular Weight:
274.27
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00002288
Assay:
≥97% (TLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze
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Quality Level

100

description

Merck USA index - 14, 7326

assay

≥97% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

acetone: soluble, ethanol: soluble, methanol: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

Oc1c(c(cc(c1)O)O)C(=O)CCc2ccc(cc2)O

InChI

1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2

InChI key

VGEREEWJJVICBM-UHFFFAOYSA-N

General description

A cell-permeable inhibtor of protein kinase C (IC50 = 20-50 µM). Activates Ca2+-activated K+ channels in amphibian myelinated nerve fibers at micromolar concentrations. An inhibitor of myo-inositol uptake. Also inhibits L-type Ca2+ channel activity. A potent inhibitor of 5′-iodothyronine deiodinase. Antagonist of prostaglandin F2α receptors linked to phospholipase C in astrocytes.

Biochem/physiol Actions

Cell permeable: yes
Product does not compete with ATP.
Reversible: no
Target IC50: 20-50 µM against protein kinase C

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Ethanol stock solutions are stable for up to 1 month at -20°C.

Other Notes

Berry, G.T., et al. 1994. Pediat. Res.35, 141.
Koh, D.S., et al. 1994. Neurosci. Lett. 165, 167.
Morreale de Escobar, G., et al. 1994. Endocrinology134, 2410.
Prevarskaya, N., et al. 1994. Mol. Cell. Neurosci.5, 699.
Kitanaka, J., et al. 1993. J. Neurochem.60, 704.
Wang, X., et al. 1993. Biochem. J.290, 249.
Benga, G., et al. 1992. Eur. J. Cell Biol.59, 219.
Jordan, M.L., and Wright, J. 1991. J. Surg. Res.50, 569.

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
524488-200MGCN04055977270990