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Phloridzin dihydrate

SIGMA/P3449 - from apple wood, ≥99% (HPLC)

Synonym: 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

CAS Number: 7061-54-3
Empirical Formula (Hill Notation): C21H24O10 · 2H2O
Molecular Weight: 472.44
EC Number: 200-487-1
MDL Number: MFCD00149438
Linear Formula: C21H24O10 · 2H2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P3449-100MG 100 mg
$64.10
1/EA
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45-P3449-500MG 500 mg
$83.90
1/EA
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45-P3449-1G 1 g
$156.00
1/EA
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45-P3449-5G 5 g
$427.00
1/EA
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45-P3449-10G 10 g
$731.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P3449-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P3449-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P3449-500MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P3449-5G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P3449-10G

 

assay ≥99% (HPLC)
biological source apple wood
form powder
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
mp 113-114 °C (lit.)
Quality Level 200 
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
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
Packaging: 1, 5, 10 g in poly bottle
Packaging: 100, 500 mg in poly bottle
Purity ≥99% (HPLC)
mp 113-114 °C (lit.)
UNSPSC 12352200

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