P7912

Phloretin

≥99% (HPLC), powder, GLUT inhibitor

• Synonyme(s) : β-(4-Hydroxyphenyl)-2,4,6-trihydroxypropiophenone, 2′,4′,6′-Trihydroxy-3-(4-hydroxyphenyl)propiophenone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-1-propanone
• Formule empirique (notation de Hill): C₁₅H₁₄O₅
• Numéro CAS: 60-82-2
• Poids moléculaire : 274.27
• Numéro Beilstein : 1887240
• Numéro CE : 200-488-7
• Numéro MDL: MFCD00002288
• Code UNSPSC : 12352202
• ID de substance PubChem : 24278652
• Nomenclature NACRES : NA.77

Propriétés

• product name: Phloretin, ≥99%
• Niveau de qualité: 200
• Pureté: ≥99%
• Forme: powder
• Pf: ~260 °C
• Température de stockage: 2-8°C
• Chaîne SMILES: Oc1ccc(CCC(=O)c2c(O)cc(O)cc2O)cc1
• 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
• Clé InChI: VGEREEWJJVICBM-UHFFFAOYSA-N

Description

Description générale

Phloretin a polar dye belongs to the class of dihydrochalcones.

Major polyphenol found in apple; aglycone of phloridzin.

Application

Phloretin has been used:

• to study its effect on the 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-d-glucose (2-NBDG) and 2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-l-glucose (2-NBDLG) uptake
• to incubate microvesicles in order to inhibit GLUT1 (glucose transporter 1)-mediated transport in radioactive ligand up-take assay
• as a component of KRH buffer to stop glucose uptake by trophoblast cells in vitro

Actions biochimiques/physiologiques

Blocks L-type Ca²⁺ channels; activates Ca²⁺-activated K⁺ channels in amphibian myelinated nerve fibers. Monocarboxylate transporter inhibitor.

Phloretin is known to decrease interfacial dipole potential of lipid bilayer. Phloretin possess antitumor action by preventing protein kinase C (PKC) activity and stimulating programmed cell death. It is found to inhibit the transport functions of GLUTs (glucose transporter) and aquaporins.

Reacts with vic-dicarbonyl compounds such as glyoxal and methylglyoxal, preventing cytotoxic conjugation with biological macromolecules.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)