A flavonoid glycoside with diverse biological activities
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Saponarin

Item No. 35805

Technical Information
Formal Name
6-β-D-glucopyranosyl-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
20310-89-8
Synonyms
  • Isovitexin 7-glucoside
  • Petrocomoside
Molecular Formula
C27H30O15
Formula Weight
Purity
≥95%
A solid
λmax
272, 334 nm
SMILES
OC1=C2C(OC(C3=CC=C(C=C3)O)=CC2=O)=CC(O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)=C1[C@]5([H])O[C@@H]([C@H]([C@@H]([C@H]5O)O)O)CO
InChi Code
InChI=1S/C27H30O15/c28-7-15-19(32)22(35)24(37)26(40-15)18-14(41-27-25(38)23(36)20(33)16(8-29)42-27)6-13-17(21(18)34)11(31)5-12(39-13)9-1-3-10(30)4-2-9/h1-6,15-16,19-20,22-30,32-38H,7-8H2/t15-,16-,19-,20-,22+,23+,24-,25-,26+,27-/m1/s1
InChi Key
HGUVPEBGCAVWID-KETMJRJWSA-N
Origin
Plant/Vaccaria segetalis seed
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Saponarin is a flavonoid glycoside that has been found in H. vulgare and has diverse biological activities.1,2,3,4 It prevents UV- or Fenton’s reagent-induced lipid peroxidation in cell-free assays.1 Saponarin (50 and 100 µM) increases intracellular calcium concentrations and induces AMPK phosphorylation in HepG2 and TE 671 cells, as well as increases glucose uptake and reduces glucose production in HepG2 cells.2 It inhibits the LPS-induced production of TNF-α and IL-1β in RAW 264.7 cells and induces the expression of skin barrier genes encoding hyaluronan synthase-3, aquaporin-3, and the antimicrobial peptide LL-37 in HaCaT cells.3 In vivo, saponarin (80 mg/kg, p.o) reduces cocaine-induced production of thiobarbituric acid reactive substances (TBARS), decreases in hepatic levels of catalase, superoxide dismutase (SOD), and glutathione peroxidase (GPX), and hepatotoxicity in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kamiyama, M., and Shibamoto, T. Flavonoids with potent antioxidant activity found in young green barley leaves. J. Agric. Food Chem. 60(25), 6260-6267 (2012).

    2. Seo, W.-D., Lee, J.H., Jia, Y., et alSaponarin activates AMPK in a calcium-dependent manner and suppresses gluconeogenesis and increases glucose uptake via phosphorylation of CRTC2 and HDAC5. Bioorg. Med. Chem. Lett. 25(22), 5237-5242 (2015).

    3. Min, S.-Y., Park, C.-H., Yu, H.-W., et alAnti-inflammatory and anti-allergic effects of saponarin and its impact on signaling pathways of RAW 264.7, RBL-2H3, and HaCaT cells. Int. J. Mol. Sci. 22(16), 8431 (2021).

    4. Vitcheva, V., Simeonova, R., Krasteva, I., et alHepatoprotective effects of saponarin, isolated from Gypsophila trichotoma Wend. on cocaine-induced oxidative stress in rats. Redox Rep. 16(2), 56-61 (2011).