A flavanone glucoside with diverse biological activities
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Hesperetin 7-O-glucoside

Item No. 34545

Technical Information
Formal Name
(2S)-7-(β-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
31712-49-9
Molecular Formula
C22H24O11
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 5 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
286 nm
SMILES
OC1=C2C(O[C@@H](CC2=O)C3=CC(O)=C(C=C3)OC)=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=C1
InChi Code
InChI=1S/C22H24O11/c1-30-14-3-2-9(4-11(14)24)15-7-13(26)18-12(25)5-10(6-16(18)32-15)31-22-21(29)20(28)19(27)17(8-23)33-22/h2-6,15,17,19-25,27-29H,7-8H2,1H3/t15-,17+,19+,20-,21+,22+/m0/s1
InChi Key
ADSYMQORONDIDD-ZJHVPRRPSA-N
Origin
Plant/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Hesperetin 7-O-glucoside is a flavanone glucoside that has been found in immature citrus fruits and has diverse biological activities.1,2,3 It active against H. pylori when used at a concentration of 0.5 mM.2 Hesperetin 7-O-glucoside scavenges DPPH (Item No. 14805) radicals (IC50 = 2.04 mM) and inhibits the activity of intestinal maltase and HMG-CoA reductase (Kis = 1,800 and 9.8 µM, respectively, for the human enzymes) in cell-free assays.1,2 Dietary administration of hesperetin 7-O-glucoside (2.5 and 5 g/kg diet) prevents decreases in bone mineral density in the femur of ovariectomized rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, A., Huang, B., Lei, L., et alProduction of high antioxidant activity flavonoid monoglucosides from citrus flavanone with immobilised α-L-rhamnosidase in one step. Int. J. Food Sci. Tech. 54(10), 2854-2862 (2019).

    2. Lee, Y.-S., Huh, J.-Y., Nam, S.-H., et alEnzymatic bioconversion of citrus hesperidin by Aspergillus sojae naringinase: Enhanced solubility of hesperetin-7-O-glucoside with in vitro inhibition of human intestinal maltase, HMG-CoA reductase, and growth of Helicobacter pylori. Food Chem. 135(4), 2253-2259 (2012).

    3. Habauzit, V., Nielsen, I.-L., Gil-Izquierdo, A., et alIncreased bioavailability of hesperetin-7-glucoside compared with hesperidin results in more efficient prevention of bone loss in adult ovariectomised rats. Br. J. Nutr. 102(7), 976-984 (2009).