P3449

Phloridzin dihydrate

From apple wood, ≥99% (HPLC), Na+-glucose cotransport inhibitor, powder

• Synonim(y): 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
• Wzór empiryczny (zapis Hilla): C₂₁H₂₄O₁₀ · 2H₂O
• Numer CAS: 7061-54-3
• Masa cząsteczkowa: 472.44
• NACRES: NA.77
• PubChem Substance ID: 24898413
• UNSPSC Code: 12352200
• EC Number: 200-487-1
• MDL number: MFCD00149438
• Beilstein/REAXYS Number: 66621
• Assay: ≥99% (HPLC)
• Form: powder

Właściwości

• Nazwa produktu: Phloridzin dihydrate, from apple wood, ≥99% (HPLC)
• biological source: apple wood
• Quality Segment: 200
• assay: ≥99% (HPLC)
• form: powder
• mp: 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
• InChI key: XQWBNXSENPTIDY-YXMARJSJSA-N

Opis

Application

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 Actions

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.

Features and Benefits

Used to induce experimental glycosuria.

Other Notes

Dihydrochalcone glycoside found in apple tree

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Słowo ostrzegawcze: Warning
• Kody zagrożeń: H315,H319,H335
• Ostrzeżenia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Narządy docelowe: Respiratory system
• Klasa składowania: 11 - Combustible Solids
• Co się dzieje?: WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• PPE (środki ochrony indywidualnej): dust mask type N95 (US), Eyeshields, Gloves