7061-54-3

Basic information

• Product Name: Phlorizin dihydrate
• Synonyms: 2'-O-GLUCOSYL-4',6',4-TRIHYDROXYDIHYDROCHALCONE;1-[2-(beta-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone dihydrate;TIMTEC-BB SBB005924;PHLORETIN-2'-BETA-D-GLUCOSIDE;PHLORIDZIN;phloridzin from apple wood;1-[2-(β-d-glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone;PHLORIDZIN(RG)
• CAS NO: 7061-54-3
• Molecular Formula: C21H24O10
• Molecular Weight: 436.41
• EINECS: 200-487-1
• Product Categories: Natural Plant Extract
• Mol File: 7061-54-3.mol
• Article Data: 0

Chemical Properties

• Melting Point: 113-114 °C(lit.)
• Boiling Point: 770 °C at 760 mmHg
• Flash Point: 270.7 °C
• Appearance: /
• Vapor Pressure: 6.15E-25mmHg at 25°C
• Storage Temp.: 2-8°C
• BRN: 66621
• CAS DataBase Reference: Phlorizin dihydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Phlorizin dihydrate(7061-54-3)
• EPA Substance Registry System: Phlorizin dihydrate(7061-54-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: UC2080000
• F: 3-10-23
• Hazardous Substances Data: 7061-54-3(Hazardous Substances Data)

Usage

Description

Phlorizin dihydrate is a naturally occurring compound derived from plants, specifically apple tree bark, and is known for its potential pharmaceutical applications. It is a white crystalline powder with a sweet taste and has been extensively studied for its effects on glucose transport and metabolism.

Uses

Used in Pharmaceutical Research:
Phlorizin dihydrate is used as a Na+-glucose cotransport inhibitor for testing its effect in lowering blood glucose levels. This application is significant for understanding the compound's potential role in managing diabetes and related metabolic disorders.
Used in Cellular Research:
Phlorizin dihydrate is used as 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. This application aids in studying the mechanisms of glucose transport and the role of hexose carriers in cellular processes.
Used in Cardiac Cell Research:
Phlorizin dihydrate is used as a non-specific sodium-glucose co-transporter 2 (SGLT2) inhibitor in the embryonic cardiomyocyte cell line H9C2 to investigate its protective effect on Dox-induced cytotoxicity. This application is crucial for exploring the compound's potential in mitigating the side effects of certain chemotherapeutic drugs on heart cells.

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.

InChI:InChI=1/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