A flavonoid glycoside with diverse biological activities
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Quercetin 3-O-β-D-xylopyranoside

Item No. 35141

Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(β-D-xylopyranosyloxy)-4H-1-benzopyran-4-one
CAS Number
549-32-6
Synonyms
  • Reinutrin
  • Reynoutrin
Molecular Formula
C20H18O11
Formula Weight
Purity
≥98%
A solid
λmax
258, 361 nm
SMILES
O=C(C(O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)=C(C2=CC(O)=C(O)C=C2)OC3=CC(O)=C4)C3=C4O
InChi Code
InChI=1S/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15+,17-,20+/m1/s1
InChi Key
PZZRDJXEMZMZFD-BWYUNELBSA-N
Origin
Plant/Psidium guajava
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Quercetin 3-O-β-D-xylopyranoside is a flavonoid glycoside that has been found in N. candida and has diverse biological activities.1,2,3 It reduces malondialdehyde (MDA) levels in isolated rat brain when used at a concentration of 10 µg/ml.1 Quercetin 3-O-β-D-xylopyranoside (10, 50, and 100 µg/ml) reduces LPS- and cerulein-induced increases in reactive oxygen species (ROS) production and levels of GRP78, a marker of endoplasmic reticulum stress, in an AR42J rat pancreatic acinar cell model of pancreatitis.2 In vivo, quercetin 3-O-β-D-xylopyranoside (12.5, 25, and 50 mg/kg) decreases serum TNF-α and IL-6 levels, myocardial MDA levels, and myocardial fibrosis, as well as improves cardiac function, in a rat model of ischemic heart failure.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, R.-N., Wang, W., Ding, Y., et alA new flavonol glycoside and activity of compounds from the flower of Nymphaea candida. J. Asian Nat. Prod. Res. 9(3-5), 333-338 (2007).

    2. Seo, J.Y., Pandey, R.P., Lee, J., et alQuercetin 3-O-xyloside ameliorates acute pancreatitis in vitro via the reduction of ER stress and enhancement of apoptosis. Phytomedicine 55, 40-49 (2019).

    3. Yang, W., Tu, H., Tang, K., et alReynoutrin improves ischemic heart failure in rats via targeting S100A1. Front. Pharmacol. 12, 703962 (2021).