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Phlorizin dihydrate

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Phlorizin dihydrate Basic information

Product Name:
Phlorizin dihydrate
Synonyms:
  • Phlorizin dihydrate 1-[2-(beta-D-Glucopyranosyloxy)-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone dihydrate
  • 1-[2,4-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]phenyl]-3-(4-hydroxyphenyl)-1-propanone dihydrate
  • 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
CAS:
7061-54-3
MF:
C21H26O11
MW:
454.43
EINECS:
628-113-6
Product Categories:
  • Natural Plant Extract
Mol File:
7061-54-3.mol
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Phlorizin dihydrate Chemical Properties

Melting point:
113-114 °C(lit.)
alpha 
-52 º (c=3, EtOH)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Solid
color 
White to off-white
optical activity
[α]20/D 52°, c = 3 in ethanol
BRN 
66621
CAS DataBase Reference
7061-54-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UC2080000
3-10-23
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Phlorizin dihydrate Usage And Synthesis

Uses

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.

target

NO | PGE | NOS | COX

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