A natural flavonoid with diverse biological activities
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2''-O-Galloylhyperin

Item No. 29086

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[2-O-(3,4,5-trihydroxybenzoyl)-β-D-galactopyranosyl]oxy]-4H-1-benzopyran-4-one
CAS Number
53209-27-1
Synonyms
  • Hyperin-2''-Gallate
Molecular Formula
C28H24O16
Formula Weight
616.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
260, 360 nm
SMILES
OC1=CC(O)=C2C(OC(C3=CC=C(O)C(O)=C3)=C(O[C@H]4[C@H](OC(C5=CC(O)=C(O)C(O)=C5)=O)[C@@H](O)[C@@H](O)[C@@H](CO)O4)C2=O)=C1
InChi Code
InChI=1S/C28H24O16/c29-8-18-21(37)23(39)26(43-27(40)10-4-15(34)20(36)16(35)5-10)28(42-18)44-25-22(38)19-14(33)6-11(30)7-17(19)41-24(25)9-1-2-12(31)13(32)3-9/h1-7,18,21,23,26,28-37,39H,8H2/t18-,21+,23+,26-,28+/m1/s1
InChi Key
PXGWEUQZDRUMRE-UNZYZCBSSA-N
Origin
Plant/Pyrola calliantha
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $167

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    10 mg

    $293

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    25 mg

    $631

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    Product Description

    2''-O-Galloylhyperin is a natural flavonoid that has been found in P. incarnata and has diverse biological activities, including antioxidant, anti-inflammatory, hepatoprotective, and transporter-inhibiting properties.1,2,3 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and ABTS (Item No. 27317) radicals (IC50s = 3 and 3.5 μM, respectively).1 It also inhibits human organic anion transporting polypeptide 1B1 (OATP1B1; IC50 = 19 μM in HEK293 cells).2 2''-O-Galloylhyperin (15 μM) decreases LPS-induced IL-6 and TNF-α cytokine production from mouse RAW 264.7 macrophages.3 It also decreases LPS-induced mortality and liver damage in a mouse model of septic shock when administered at a dose of 50 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, B., Li, X., Liu, J., et al. Antioxidant and cytoprotective effects of Pyrola decorata H. Andres and its five phenolic components. BMC Complement. Altern. Med. 19(1):275, (2019).

    2. Wu, L.-X., Guo, C.-X., Qu, Q., et al. Effects of natural products on the function of human organic anion transporting polypeptide 1B1. Xenobiotica 42(4), 339-348 (2012).

    3. Wang, P., Gao, C., Guo, N., et al. 2′-O-Galloylhyperin isolated from Pyrola incarnata Fisch. attenuates LPS-induced inflammatory response by activation of SIRT1/Nrf2 and inhibition of the NF-κB pathways in vitro and vivo. Front. Pharmacol. 9:679, (2018).