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Pentagalloylglucose

CAT: 0804-HY-N0527-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0527-01Size:1 mg
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Description
Pentagalloylglucose (Penta-O-galloyl-β-D-glucose) is an orally active gallic tannin compound and an inducer of apoptosis and autophagy. Pentagalloglucose induces cell apoptosis and autophagy through the GSK3β/β-catenin pathway. Pentagalloylglucose inhibits UBE2T-mediated p53 ubiquitination, upregulates p53, downregulates RRM1/RRM2 in pancreatic cancer organoids. Pentagalloglucose has antioxidant, anti mutagenic, anti-inflammatory, anticonvulsant, cardioprotective, anti allergic, cholesterol lowering, and anti-tumor activities[1][2][3][4][5][6].
CAS Number
14937-32-7
Product Name Alternative
Penta-O-galloyl-β-D-glucose; 1,2,3,4,6-Pentagalloyl glucose
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; E1/E2/E3 Enzyme; JAK; Keap1-Nrf2; Reactive Oxygen Species (ROS) ; β-catenin
Type
Natural Products
Related Pathways
Apoptosis; Epigenetics; Immunology/Inflammation; JAK/STAT Signaling; Metabolic Enzyme/Protease; NF-κB; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/1,2,3,4,6-Penta-O-galloyl-beta-D-glucopyranose.html
Purity
99.77
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=CC(O)=C(O)C(O)=C1)O[C@@H]([C@@H]([C@@H](COC(C2=CC(O)=C(O)C(O)=C2)=O)O3)OC(C4=CC(O)=C(O)C(O)=C4)=O)[C@H]([C@@H]3OC(C5=CC(O)=C(O)C(O)=C5)=O)OC(C6=CC(O)=C(O)C(O)=C6)=O
Molecular Formula
C41H32O26
Molecular Weight
940.68
Precautions
H302, H315, H319, H335
References & Citations
[1]Zeng J, et al. Pentagalloylglucose disrupts the PALB2-BRCA2 interaction and potentiates tumor sensitivity to PARP inhibitor and radiotherapy. Cancer Lett. 2022 Oct 10;546:215851. |[2]Tong J, et al. Pentagalloylglucose reduces AGE-induced inflammation by activating Nrf2/HO-1 and inhibiting the JAK2/STAT3 pathway in mesangial cells. J Pharmacol Sci. 2021 Dec;147 (4) :305-314. |[3]Fan CW, et al. Pentagalloylglucose suppresses the growth and migration of human nasopharyngeal cancer cells via the GSK3β/β-catenin pathway in vitro and in vivo. Phytomedicine. 2022 Jul 20;102:154192. |[4]Viswanatha GL, et al. Alleviation of transient global ischemia/reperfusion-induced brain injury in rats with 1,2,3,4,6-penta-O-galloyl-β-d-glucopyranose isolated from Mangifera indica. Eur J Pharmacol. 2013 Nov 15;720 (1-3) :286-93. |[5]Kim YH, et al. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose increases a population of T regulatory cells and inhibits IgE production in ovalbumin-sensitized mice. Int Immunopharmacol. 2015 May;26 (1) :30-6. |[6]Jiang X, et al. Targeting UBE2T Potentiates Gemcitabine Efficacy in Pancreatic Cancer by Regulating Pyrimidine Metabolism and Replication Stress. Gastroenterology. 2023 Jun;164 (7) :1232-1247.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported