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524488

Sigma-Aldrich

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
MDL number:
MFCD00002288
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

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

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

Warning

Toxicity: Irritant (B)

Reconstitution

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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