1,3,6-Tri-O-galloyl-beta-D-glucose

SKU: orb1297520

Description

1,3,6-Tri-O-galloyl-beta-D-glucose, a phenolic compound from Black Walnut Kernels, exhibits anti-inflammatory activity. It is applied in phytochemical and pharmacological research, including in vitro cell-based assays and in vivo animal studies to investigate its mechanisms and potential therapeutic effects in inflammation models.

Research Area

Immunology & Inflammation

Key Properties

• CAS Number: 18483-17-5
• MW: 636.47
• Purity: 99.47%
• Formula: C₂₇H₂₄O₁₈
• SMILES: O[C@@H]1[C@@H](COC(=O)c2cc(O)c(O)c(O)c2)O[C@@H](OC(=O)c2cc(O)c(O)c(O)c2)[C@H](O)[C@H]1OC(=O)c1cc(O)c(O)c(O)c1
• Target: Immunology/Inflammation related
• Solubility: H2O:1 mg/mL (1.57 mM);DMSO:100 mg/mL (157.12 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:3.3 mg/mL (5.18 mM)

Bioactivity

• In Vitro:
  The compounds were isolated by silica gel column chromatography, Sephadex LH-20 column chromatography and ODS column chromatography.Their structures were elucidated by spectral analyses and physicochemical properties. The anti-inflammatory activities of selected isolated compounds were evaluated as inhibitory activities against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cell lines by Griess reaction. Eight compounds were obtained from n-butanol fraction oi Mangifera indica L. seed kernel, whose structures were elucidated as 4-O-ethylgallic acid (1), gallic acid (2), citric acid(3), 1,2,3,4,6-penta-O-galloylglucose(4),1,3,6-Tri-O-galloylglucose(5), hyperoside(6), quercetin-3-O-rhamnopyranoside(7), and mangiferin(8). Compounds 1, 2 and 4-8 exhibited potent inhibitory effect on NO production in LPS-induced macrophages, especially compounds 6 and 8 showed the best inhibitory activity with IC50 values of 16.5 and 19.5 μmol·L-1, respectively.

Storage & Handling

• Storage: keep away from moisture,keep away from direct sunlight | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

1,3,6 Tri O galloyl beta D glucose, 1,3,6-Tri-O-galloyl-b-D-glucose, 1,3,6TriOgalloylbetaDglucose, 1,3,6-Tri-O-galloyl-beta-D-glucose, 1,3,6-Tri-O-galloylglucose, 1,3,6-Tri-O-galloyl-β-D-glucose, inhibit, inflammation, Inflammation related, Inflammationrelated, Immunology & Inflammation related, Immunology related, Immunologyrelated, Inhibitor

Compound Identifiers

PubChem CID

452707