A plant metabolite and an aldose reductase 2 inhibitor
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β-Glucogallin

Item No. 36010

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(3,4,5-trihydroxybenzoate) β-D-glucopyranose
CAS Number
13405-60-2
Synonyms
  • 1-O-Galloyl-β-D-glucose
Molecular Formula
C13H16O10
Formula Weight
332.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.30 mg/ml
λmax
218, 281 nm
SMILES
O=C(C1=CC(O)=C(C(O)=C1)O)O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO
InChi Code
InChI=1S/C13H16O10/c14-3-7-9(18)10(19)11(20)13(22-7)23-12(21)4-1-5(15)8(17)6(16)2-4/h1-2,7,9-11,13-20H,3H2/t7-,9-,10+,11-,13+/m1/s1
InChi Key
GDVRUDXLQBVIKP-HQHREHCSSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $82

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    50 mg

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    100 mg

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    250 mg

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    Product Description

    β-Glucogallin is a plant metabolite that has been found in E. officinalis and an aldose reductase 2 inhibitor (IC50 = 17 µM).1 β-Glucogallin (30 µM) inhibits glucose-induced sorbitol accumulation in lenses isolated from a transgenic mouse model overexpressing AKR1B1, the gene encoding human aldose reductase 2. It also reduces methylglyoxal-induced increases in COX-2, IL-6, IL-8, chemokine (C-C motif) ligand 2 (CCL2), and receptor for advanced glycation end products (RAGE) levels in ARPE-19 retinal epithelial cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Puppala, M., Ponder, J., Suryanarayana, P., et al. The isolation and characterization of β-glucogallin as a novel aldose reductase inhibitor from Emblica officinalis. PLoS One 7(4), e31399 (2012).

    2. Ma, Y., Liu, F., and Xu, Y. Protective effect of β-glucogallin on damaged cataract against methylglyoxal induced oxidative stress in cultured lens epithelial cells. Med. Sci. Monit. 25, 9310-9318 (2019).