P3449

Phloridzin dihydrate

from apple wood, ≥99% (HPLC)

• Sinónimos: 1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone, Phloretin 2′-β-D-glucopyranoside, Phloretin 2′-β-D-glucoside, Phlorizin dihydrate
• Fórmula empírica (notación de Hill): C₂₁H₂₄O₁₀ · 2H₂O
• Número de CAS: 7061-54-3
• Peso molecular: 472.44
• Beilstein: 66621
• Número CE: 200-487-1
• Número MDL: MFCD00149438
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24898413
• NACRES: NA.77

Propiedades

• origen biológico: apple wood
• Ensayo: ≥99% (HPLC)
• Formulario: powder
• mp: 113-114 °C (lit.)
• cadena SMILES: O.O.OC[C@H]1O[C@@H](Oc2cc(O)cc(O)c2C(=O)CCc3ccc(O)cc3)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C21H24O10.2H2O/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10;;/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2;2*1H2/t16-,18-,19+,20-,21-;;/m1../s1
• Clave InChI: XQWBNXSENPTIDY-YXMARJSJSA-N

Descripción

Aplicación

Phloridzin dihydrate has been used as:

• a Na^+-glucose cotransport inhibitor to test its effect in lowering blood glucose
• a hexose carrier inhibitor to prevent glucose derivative 2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose (2-NBDG) uptake in sycamore cells
• a non-specific sodium-glucose co-transporter 2 (SGLT2) inhibitor in embryonic cardiomyocyte cell line H9C2 to investigate its protective effect on Dox-induced cytotoxicity

Acciones bioquímicas o fisiológicas

Phloridzin is a glycoside present in the leaves and bark of apple. It is also present in peel and pulp of the apple fruit. Phloridzin belongs to the dihydrochalcones class of compounds. Lactase catabolizes phloridzin to phloretin and glucose in small intestine epithelial cells. Phloridzin is an antidiabetic agent and is equally bioavailable as phloretin.

Características y beneficios

Used to induce experimental glycosuria.

Otras notas

Dihydrochalcone glycoside found in apple tree

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves