P3449

Phloridzin Dihydrat

from apple wood, ≥99% (HPLC)

• Synonym(e): 1-[2-(β-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanon, Phloretin-2′-β-D-glucopyranosid, Phloretin-2′-β-D-glucosid, Phlorizin Dihydrat
• Empirische Formel (Hill-System): C₂₁H₂₄O₁₀ · 2H₂O
• CAS-Nummer: 7061-54-3
• Molekulargewicht: 472.44
• Beilstein: 66621
• EG-Nummer: 200-487-1
• MDL-Nummer: MFCD00149438
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24898413
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: apple wood
• Assay: ≥99% (HPLC)
• Form: powder
• mp (Schmelzpunkt): 113-114 °C (lit.)
• SMILES String: 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
• InChIKey: XQWBNXSENPTIDY-YXMARJSJSA-N

Beschreibung

Anwendung

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

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

verwendet zur Induzierung von experimenteller Glykosurie

Sonstige Hinweise

Dihydrochalcon-Glykoside aus Apfelbäume

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves