P3449

Phloridzin dihydrate

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

• Synonyme(s) : 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
• Formule empirique (notation de Hill) : C₂₁H₂₄O₁₀ · 2H₂O
• Numéro CAS: 7061-54-3
• Poids moléculaire : 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

Propriétés

• Nom du produit: 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

Description

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mot-clé: Warning
• Codes de danger: H315,H319,H335
• Mentions de précaution: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Classe de stockage: 11 - Combustible Solids
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• EPI (équipement de protection individuelle): dust mask type N95 (US), Eyeshields, Gloves