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
• 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
• Storage condition: OK to freeze

Properties

• Quality Segment: 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

Description

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 F_2α receptors linked to phospholipase C in astrocytes.

Biochem/physiol Actions

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 20-50 µM against protein kinase C

Cell permeable: yes

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)

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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