Phloretin 60-82-2 C15H14O5
Phloretin Basic information |
Product Name: | Phloretin |
Synonyms: | 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one;2,4,6-Trihydroxy-B-(4-Hydroxyphenyl)Propiophenone;Phloretin,98%;β-(4-hydroxyphenyl)-2,4,6-trihydroxypropiophenone;PHLORETIN(RG);1-Propanone, 3-(4-hydroxyphenyl)-1-(2,4,6-;Dihydronaringenin;Floretin |
CAS: | 60-82-2 |
MF: | C15H14O5 |
MW: | 274.27 |
EINECS: | 200-488-7 |
Product Categories: | -;standardized herbal extract;Chalcones;All Inhibitors;Inhibitors;Protein Kinase Inhibitors and Activators;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM). |
Mol File: | 60-82-2.mol |
Phloretin Chemical Properties |
Melting point | ~260 °C |
Boiling point | 337.26°C (rough estimate) |
density | 1.1827 (rough estimate) |
FEMA | 4390 | 3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXYPHENYL)PROPAN-1-ONE |
refractive index | 1.573-1.575 |
storage temp. | 2-8°C |
form | Powder |
color | White to beige |
Water Solubility | soluble |
JECFA Number | 2022 |
Merck | 14,7326 |
BRN | 1887240 |
InChIKey | VGEREEWJJVICBM-UHFFFAOYSA-N |
CAS DataBase Reference | 60-82-2(CAS DataBase Reference) |
Safety Information |
Hazard Codes | Xi |
Risk Statements | 36/37/38 |
Safety Statements | 37/39-26-36 |
WGK Germany | 3 |
F | 3-10 |
HazardClass | IRRITANT |
HS Code | 29145090 |
Phloretin Usage And Synthesis |
Chemical Properties | Crystalline Solid |
Chemical Properties | White to pale yellow solid. |
Uses | A calcium channel protein inhibitor. |
Uses | The aglucon of Phlorizin. A glucose transport inhibitor. Also inhibits protein kinase C and has been shown to inhibit the entry of five enveloped viruses into human fibroblasts. |
Uses | antidiabetic, inhibits glucose transport |
Uses | antioxidant cosmetic use |
Definition | ChEBI: A member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 4, 2', 4' and 6'. |
Enzyme inhibitor | This naturally occurring aglucon (FW = 274.27 g/mol; CAS 60-82-2) of phlorizin (or phloridzin) is generated from the latter by the action of bglucosidases, the phlorizin hydrolase activity of lactase, and by dilute mineral acids. Phloretin is soluble in ethanol and acetone. It is almost insoluble in water; however, the solubility is increased upon addition of ethanol. It adsorbs to lipid surfaces and alters the dipole potential of lipid monolayers and bilayers. Adsorption to biological and artificial membranes results in a change of the membrane permeability for a variety of charged and neutral compounds. Target(s): aldose 1-epimerase, or mutarotase; ATPases, chloroplast; Ca2+ channels, L-type; Ca2+- dependent ATPase; cAMP phosphodiesterase; b-carotene 15,15’- monooxygenase; chalcone isomerase; electron transport, chloroplast; fatty-acid synthase; glucose transport; glycogen phosphorylase; inositol-trisphosphate 3-kinase; iodothyronine deiodinase; lactate transport; L-leucine transport; Na+ and K+ uptake; oxidative phosphorylation (mitochondrial), uncoupler; phenylpyruvate tautomerase; photophosphorylation; prostaglandin F2a receptor; protein kinase C; pyruvate transport; starch phosphorylase; a,a-trehalase; tyrosinase, or monophenol monooxygenase; urea transport; and water permeability. |
Purification Methods | Crystallise phloretin from aqueous EtOH. [Zemplen & Bognár Chem Ber 75 1040 1942, Zemplén Chem Ber 76 386 1943, Beilstein 8 IV 3518.] |
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