Info: Read More
  • Home
  • Natural Products
  • Bioactive
  • Screening Libraries
  • Hot Products
  • Plant Catalog
  • Customer Support
  • Product Use Citation
  • About Us
  • Contact Us
  • How to Order
  • Delivery time
  • Science | Nature | Cell | View More
    Natural Products
    1,2,3,4,6-O-Pentagalloylglucose
    Information
    CAS No. 14937-32-7 Price $128 / 20mg
    Catalog No.CFN90192Purity>=98%
    Molecular Weight940.68Type of CompoundPhenols
    FormulaC41H32O26Physical DescriptionPowder
    Download Manual    COA    MSDS    SDFSimilar structuralComparison (Web)  (SDF)
    Citing Use of our Products
    How to Order
    Orders via your E-mail:

    1. Product number / Name / CAS No.
    2. Delivery address
    3. Ordering/billing address
    4. Contact information
    Sent to Email: info@chemfaces.com
    Contact Us
    Order & Inquiry & Tech Support

    Tel: (0086)-27-84237683
    Fax: (0086)-27-84254680
    E-mail: manager@chemfaces.com
    Address: No. 83, CheCheng Rd., WETDZ, Wuhan, Hubei 430056, PRC
    Delivery time
    Delivery & Payment method

    1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

    2. We accept: Wire transfer & Credit card & Paypal & Western Union
    * Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / $83.2 / In-stock
    Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
    Our products had been exported to the following research institutions and universities, And still growing.
  • Sanford Burnham Medical Researc... (USA)
  • Universidad de La Salle (Mexico)
  • Chang Gung University (Taiwan)
  • University of Lodz (Poland)
  • Korea Institute of Oriental Med... (Korea)
  • University of Sao Paulo (Brazil)
  • Kyoto University (Japan)
  • University of South Australia (Australia)
  • Universidade da Beira Interior (Germany)
  • University of Bordeaux (France)
  • Vin?a Institute of Nuclear Scie... (Serbia)
  • More...
  • Package
    Featured Products
    Ginsenoside Rk2

    Catalog No: CFN92818
    CAS No: 364779-14-6
    Price: $318/5mg
    Salvigenin

    Catalog No: CFN99883
    CAS No: 19103-54-9
    Price: $338/10mg
    20R-Ginsenoside Rg2

    Catalog No: CFN90412
    CAS No: 80952-72-3
    Price: $298/20mg
    Isoacteoside

    Catalog No: CFN97049
    CAS No: 61303-13-7
    Price: $178/20mg
    Decursitin D

    Catalog No: CFN95002
    CAS No: 245446-61-1
    Price: $388/5mg
    Germacrone

    Catalog No: CFN98133
    CAS No: 6902-91-6
    Price: $40/20mg
    Luteolin-7-O-glucoside

    Catalog No: CFN98565
    CAS No: 5373-11-5
    Price: $60/20mg

    1,2,3,4,6-O-Pentagalloylglucose

    1,2,3,4,6-O-Pentagalloylglucose
    Product Name 1,2,3,4,6-O-Pentagalloylglucose
    CAS No.: 14937-32-7
    Catalog No.: CFN90192
    Molecular Formula: C41H32O26
    Molecular Weight: 940.68 g/mol
    Purity: >=98%
    Type of Compound: Phenols
    Physical Desc.: Powder
    Targets: PARP | TNF-伪 | p65 | NF-kB | COX | NOS | PGE | NO | GLUT | PI3K | Akt | HBV | Antifection
    Source: The peels of Punica granatum L.
    Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
    Price: $128 / 20mg
    Inquire / Order: manager@chemfaces.com
    Technical Inquiries: service@chemfaces.com
    Tel: +86-27-84237783
    Fax: +86-27-84254680

    Address:
    1 Building, No. 83, CheCheng Rd., Wuhan Economic and Technological Development Zone, Wuhan, Hubei 430056, PRC
  • University of Limpopo2016, 1777
  • Journal of Third Military Medical University2018, 40(12):1073-1078
  • J Sci Food Agric.2018, 98(3):1153-1161
  • Saudi Pharm J2020, 10.1016
  • Chin J Appl. Physiol.2019, 35(3):283-288
  • Phytomedicine.2019, 65:153089
  • Asian Journal of Chemistry2014, 26(22):7811-7816
  • Pharmacological Reports2020, 1-9
  • Anesth Pain Med (Seoul).2020, 15(4):478-485.
  • Front Microbiol.2020, 11:583594.
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Anti-inflammatory Compound Library
  • Antioxidants Compound Library
  • Antiviral Compound Library
  • Anti-diabetic Compound Library
  • Cancer chemoprevention Compound Library
  • Vasorelaxation Compound Library
  • Anti-trypanosoma Compound Library
  • Anti-mutagenic Compound Library
  • Phenols Compound Library
  • TNF-α Inhibitor Library
  • PI3K Inhibitor Library
  • PGE Inhibitor Library
  • PARP Inhibitor Library
  • p65 Inhibitor Library
  • NOS Inhibitor Library
  • NO Inhibitor Library
  • NF-kB Inhibitor Library
  • HBV Inhibitor Library
  • GLUT Inhibitor Library
  • COX Inhibitor Library
  • Antifection Inhibitor Library
  • Akt Inhibitor Library
  • Biological Activity
    Description: 1,2,3,4,6-O-Pentagalloylglucose(PGG) has antimutagenic, anti-proliferative, anti-invasive,vasodilatory, anti-inflammatory, anti-parasitic, anti-HBV, and antioxidant activities. PGG may serve as a model for the development of new types of anti-diabetic and anti-metabolic syndrome therapeutics. PGG dilates vascular smooth muscle and suppresses the vascular inflammatory process via endothelium-dependent nitric oxide (NO)/cGMP signaling; it also has inhibition of inducible NO synthase and cyclooxygenase-2 activity.
    Targets: PARP | TNF-α | p65 | NF-kB | COX | NOS | PGE | NO | GLUT | PI3K | Akt | HBV | Antifection
    In vitro:
    Chem.Biol.Interact., 2007, 165(1):1-13.
    Study of antimutagenic and antioxidant activities of gallic acid and 1,2,3,4,6-pentagalloylglucose from Pistacia lentiscus. Confirmation by microarray expression profiling.[Pubmed: 17129579 ]
    In vitro antioxidant and antimutagenic activities of two polyphenols isolated from the fruits of Pistacia lentiscus was assessed.
    METHODS AND RESULTS:
    Antioxidant activity was determined by the ability of each compound to scavenge the free radical 1,1-diphenyl-2-picrylhydrazyl (DPPH*), to inhibit xanthine oxidase and to inhibit the lipid peroxidation induced by H(2)O(2) in K562 cell line. Antimutagenic activity was assayed with SOS chromotest using Escherichia coli PQ37 as tester strain and Comet assay using K562 cell line. 1,2,3,4,6-Pentagalloylglucose(1,2,3,4,6-O-Pentagalloylglucose) was found to be more effective to scavenge DPPH* radical and protect against lipid peroxidation. Moreover, these two compounds induced an inhibitory activity against nifuroxazide and aflatoxin B1 mutagenicity. The protective effect exhibited by these molecules was also determined by analysis of gene expression as response to an oxidative stress. For this purpose, we used a cDNA-microarray containing 82 genes related to cell defense, essentially represented by antioxidant and DNA repair proteins.
    CONCLUSIONS:
    We found that 1,2,3,4,6-pentagalloylglucose induced a decrease in the expression of 11 transcripts related to antioxidant enzymes family (GPX1, TXN, AOE372, SHC1 and SEPW1) and DNA repair (POLD1, APEX, POLD2, MPG, PARP and XRCC5). The use of Gallic acid, induced expression of TXN, TXNRD1, AOE372, GSS (antioxidant enzymes) and LIG4, POLD2, MPG, GADD45A, PCNA, RPA2, DDIT3, HMOX2, XPA, TDG, ERCC1 and GTF2H1 (DNA repair) as well as the repression of GPX1, SEPW1, POLD1 and SHC1 gene expression.
    Química Nova, 2012, 35(11):2229-332.
    Anti-trypanosomal activity of 1,2,3,4,6-penta-O-galloyl-β -D-glucose isolated from Plectranthus barbatus Andrews (Lamiaceae).[Reference: WebLink]
    MeOH extract from the leaves of Plectranthus barbatus Andrews (Lamiaceae), showed in vitro anti-trypanosomal activity.
    METHODS AND RESULTS:
    The bioassay-guided fractionation resulted in the isolation of a gallic acid derivative, identified as 1,2,3,4,6-penta-O-galloyl-β-D-glucose (PGG), after thorough NMR and MS spectral analysis. Finally, this compound was tested against trypomastigote forms of T. cruzi and displayed an EC50 value of 67 μM, at least 6.6-fold more effective than the standard drug benznidazole.
    CONCLUSIONS:
    This is the first occurrence of PGG in the Plectranthus genus and the first anti-parasitic activity described for PGG in the literature.
    In vivo:
    Eur. J.Pharmacol., 2005, 524(1-3):111-9.
    Vasodilatory and anti-inflammatory effects of the 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG) via a nitric oxide-cGMP pathway.[Pubmed: 16253226 ]
    Vasorelaxant and anti-inflammatory effects of a 1,2,3,4,6-penta-O-galloyl-beta-d-glucose (1,2,3,4,6-O-Pentagalloylglucose,PGG) isolated from the root barks of Paeonia suffruticosa and possible mechanisms responsible were investigated.
    METHODS AND RESULTS:
    PGG induced a concentration-dependent relaxation of the phenylephrine-precontracted rat aorta. This effect disappeared with the removal of functional endothelium. Pretreatment of the aortic tissues with either N(G)-nitro-L-arginine methyl ester (L-NAME) or 1H-[1,2,4]-oxadiazole-[4,3-alpha]-quinoxalin-1-one (ODQ) inhibited the relaxation induced by PGG. Incubation of human umbilical vein endothelial cells (HUVECs) or carotid arteries isolated from rats with PGG increased the production of cGMP in a dose-dependent manner, but this effect was blocked by pretreatment with L-NAME and ODQ, respectively. PGG treatment attenuated tumor necrosis factor-alpha (TNF-alpha)-induced nuclear factor-kappaB (NF-kappaB) p65 translocation in human umbilical vein endothelial cells. In addition, PGG suppressed the expression levels of adhesion molecules including intracellular cell adhesion molecule-1 (ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1) induced by TNF-alpha. TNF-alpha-induced monocyte chemoattractant protein-1 (MCP-1) expression was also attenuated by addition of PGG. PGG treatment inhibited cellular adhesion of U937 cells onto human umbilical vein endothelial cells induced by TNF-alpha.
    CONCLUSIONS:
    Taken together, the present study suggests that PGG dilates vascular smooth muscle and suppresses the vascular inflammatory process via endothelium-dependent nitric oxide (NO)/cGMP signaling.
    1,2,3,4,6-O-Pentagalloylglucose Description
    Source: The peels of Punica granatum L.
    Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
    ChemFaces New Products and Compounds
    (+)-Epipinoresinol

    Catalog No: CFN92288
    CAS No: 24404-50-0
    Price: $338/5mg
    (E)-Aldosecologanin

    Catalog No: CFN97737
    CAS No: 471271-55-3
    Price: $333/5mg
    Isolinderalactone

    Catalog No: CFN99762
    CAS No: 957-66-4
    Price: $238/10mg
    Genistein 7-O-beta-D-glucopyranosi...

    Catalog No: CFN95159
    CAS No: 70404-42-1
    Price: $318/10mg
    Epimedoside A

    Catalog No: CFN90762
    CAS No: 39012-04-9
    Price: $198/10mg
    Cassiaside C

    Catalog No: CFN95120
    CAS No: 119170-52-4
    Price: $318/10mg
    Epiaschantin

    Catalog No: CFN96901
    CAS No: 41689-50-3
    Price: $368/5mg
    Vestitol

    Catalog No: CFN98483
    CAS No: 35878-41-2
    Price: $318/5mg
    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 1.0631 mL 5.3153 mL 10.6306 mL 21.2612 mL 26.5765 mL
    5 mM 0.2126 mL 1.0631 mL 2.1261 mL 4.2522 mL 5.3153 mL
    10 mM 0.1063 mL 0.5315 mL 1.0631 mL 2.1261 mL 2.6577 mL
    50 mM 0.0213 mL 0.1063 mL 0.2126 mL 0.4252 mL 0.5315 mL
    100 mM 0.0106 mL 0.0532 mL 0.1063 mL 0.2126 mL 0.2658 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Kinase Assay:
    Arch Pharm Res. 2003 Oct;26(10):832-9.
    Inhibition of inducible nitric oxide synthase and cyclooxygenase-2 activity by 1,2,3,4,6-penta-O-galloyl-beta-D-glucose in murine macrophage cells.[Pubmed: 14609132]
    Activated macrophages express inducible isoforms of nitric oxide synthase (iNOS) and cyclooxygenase (COX-2), and produce excessive amounts of nitric oxide (NO) and prostaglandin E2 (PGE2), which play key roles in the processes of inflammation and carcinogenesis. The root of Paeonia lactiflora Pall., and the root cortex of Paeonia suffruticosa Andr., are important Chinese crude drugs used in many traditional prescriptions. 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (1,2,3,4,6-O-Pentagalloylglucose,PGG) is a major bioactive constituent of both crude drugs. PGG has been shown to possess potent anti-oxidant, anti-mutagenic, anti-proliferative and anti-invasive effects. In this study, we examined the inhibitory effects of 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (PGG) isolated from the root of Paeonia lactiflora Pall. on the COX-2 and iNOS activity in LPS-activated Raw 264.7 cells, COX-1 in HEL cells. To investigate the structure-activity relationships of gallate and gallic acid for the inhibition of iNOS and COX-2 activity, we also examined (-)-epigallocatechin gallate (EGCG), gallic acid, and gallacetophenone. The results of the present study indicated that PGG, EGCG, and gallacetophenone treatment except gallic acid significantly inhibited LPS-induced NO production in LPS-activated macrophages. All of the four compounds significantly inhibited COX-2 activity in LPS-activated macrophages. Among the four compounds examined, PGG revealed the most potent in both iNOS (IC50 approximately 18 microg/mL) and COX-2 inhibitory activity (PGE2: IC50 approximately 8 microg/mL and PGD2: IC50 approximately 12 microg/mL), respectively. Although further studies are needed to elucidate the molecular mechanisms and structure-activity relationship by which PGG exerts its inhibitory actions, our results suggest that PGG might be a candidate for developing anti-inflammatory and cancer chemopreventive agents.
    Cell Research:
    Biochem Biophys Res Commun. 2005 Oct 21;336(2):430-7.
    Natural anti-diabetic compound 1,2,3,4,6-penta-O-galloyl-D-glucopyranose binds to insulin receptor and activates insulin-mediated glucose transport signaling pathway.[Pubmed: 16137651 ]
    Insulin mimetics from natural sources are potential therapeutics that can act alone or supplement insulin and other anti-diabetic drugs in the prevention and treatment of diabetes. We recently reported the insulin-like glucose transport stimulatory activity of tannic acid (TA) in 3T3-L1 adipocytes.
    METHODS AND RESULTS:
    In this study, we find that chemically synthesized 1,2,3,4,6-penta-O-galloyl-beta-D-glucopyranose (1,2,3,4,6-O-Pentagalloylglucose,beta-PGG), one of the components of TA, as well as its natural anomer alpha-PGG possess activity. Mechanistic studies in adipocytes with alpha-PGG, the more potent of the two anomers, reveal that inhibitors that block the insulin-mediated glucose transport, including one that inhibits the insulin receptor (IR), also completely abolish the glucose transport activated by alpha-PGG. In addition, alpha-PGG induces phosphorylation of the IR and Akt, activates PI 3-kinase, and stimulates membrane translocation of GLUT 4. Receptor binding studies indicate that alpha-PGG binds to the IR and affects the binding between insulin and IR by reducing the maximum binding of insulin to IR without significantly altering the binding affinity of insulin to IR. Western blotting analysis of the products of a cross-linking reaction suggests that alpha-PGG may bind to IR at a site located on the alpha-subunit of the receptor. Animal studies demonstrate that PGG reduces blood glucose levels and improves glucose tolerance in diabetic and obese animals.
    CONCLUSIONS:
    Our results suggest that PGG may serve as a model for the development of new types of anti-diabetic and anti-metabolic syndrome therapeutics.
    Biol Pharm Bull. 2006 Oct;29(10):2131-4.
    In vitro antiviral activity of 1,2,3,4,6-penta-O-galloyl-beta-D-glucose against hepatitis B virus.[Pubmed: 17015965]
    This study examined the antiviral activity of the root of Paeonia lactiflora PALL.
    METHODS AND RESULTS:
    Among the solvent fractions of the crude drug, the ethyl acetate fraction showed anti-hepatitis B virus (HBV) activity (IC50, 8.1 microg/ml) in an HBV-producing HepG2.2.15 cell culture system. The active anti-HBV principle was isolated and identified as 1,2,3,4,6-penta-O-galloyl-beta-D-glucose (1,2,3,4,6-O-Pentagalloylglucose,PGG) from the crude drug by activity-guided fractionation. PGG isolated from P. lactiflora was examined for the inhibition of HBV multiplication by measurement of HBV DNA and hepatitis B surface antigen (HBsAg) levels in the extracellular medium of HepG2.2.15 cells after 8-d treatment. PGG decreased the level of extracellular HBV (IC50, 1.0 microg/ml) in a dose-dependent manner. PGG also reduced the HBsAg level by 25% at a concentration of 4 microg/ml. The gallate structure of PGG may play a critical role in the inhibition of anti-HBV activity.
    CONCLUSIONS:
    These results suggest that PGG could be a candidate for developing an anti-HBV agent.
    Ginsenoside Rk2

    Catalog No: CFN92818
    CAS No: 364779-14-6
    Price: $318/5mg
    Salvigenin

    Catalog No: CFN99883
    CAS No: 19103-54-9
    Price: $338/10mg
    20R-Ginsenoside Rg2

    Catalog No: CFN90412
    CAS No: 80952-72-3
    Price: $298/20mg
    Isoacteoside

    Catalog No: CFN97049
    CAS No: 61303-13-7
    Price: $178/20mg
    Decursitin D

    Catalog No: CFN95002
    CAS No: 245446-61-1
    Price: $388/5mg
    Germacrone

    Catalog No: CFN98133
    CAS No: 6902-91-6
    Price: $40/20mg
    Luteolin-7-O-glucoside

    Catalog No: CFN98565
    CAS No: 5373-11-5
    Price: $60/20mg