Empirical Formula (Hill Notation): C21H24O10 ·
2H2O
CAS Number: 7061-54-3
Molecular Weight: 472.44
Beilstein: 66621
EC Number: 200-487-1
MDL number: MFCD00149438
UNSPSC Code: 12352200
PubChem Substance ID:
24898413
NACRES: NA.77
biological source:
apple wood
Quality Level: 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
Application
Phloridzin dihydrate has been used as:
- a Na+-glucose
cotransport inhibitor to test its effect in lowering blood glucose[1]
- 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[2]
- 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[3]
Biochem/physiol Actions
Phloridzin is a glycoside present in the leaves and bark of
apple.[4] It is also present in peel and pulp of the apple
fruit.[5] Phloridzin belongs to the dihydrochalcones class of compounds.
Lactase catabolizes phloridzin to phloretin and glucose in small intestine
epithelial cells.[4] Phloridzin is an antidiabetic agent and is equally
bioavailable as phloretin.[5]
Features and Benefits
Used to induce experimental glycosuria.
Other Notes
Dihydrochalcone glycoside found in apple tree
