11-O-GalloylbergeninCAS# 82958-44-9 |
Quality Control & MSDS
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| Cas No. | 82958-44-9 | SDF | Download SDF |
| PubChem ID | 14464334 | Appearance | Powder |
| Formula | C21H20O13 | M.Wt | 480.4 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3,4,8,10-tetrahydroxy-9-methoxy-6-oxo-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-2-yl)methyl 3,4,5-trihydroxybenzoate | ||
| SMILES | COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)OC2=O)O | ||
| Standard InChIKey | CDRRULDABVKKHU-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C21H20O13/c1-31-17-10(24)4-7-12(15(17)27)18-19(34-21(7)30)16(28)14(26)11(33-18)5-32-20(29)6-2-8(22)13(25)9(23)3-6/h2-4,11,14,16,18-19,22-28H,5H2,1H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. 11-O-Galloylbergenin shows significant analgesic activity at doses of 20 and 40 mg/kg against formalin test in rats, and it exhibits significant anti-inflammatory activity in carrageenan-induced paw edema model at doses of 10, 20 and 30 mg/kg. 2. 11-O-Galloylbergenin shows good antioxidant and antiplasmodial activities, the EC50 values are 7.45±0.2 ug/mL and 5.39±0.28 ug/mL in DPPH antioxidant assay and reducing power assay respectively, while IC50 value for antiplasmodial assay is less than 2.5 uM. 3. 11-O-Galloylbergenin shows significant urease inhibitory potential with IC50 value of 38.6±1.5 uM. |
| Targets | Immunology & Inflammation related |
11-O-Galloylbergenin Dilution Calculator
11-O-Galloylbergenin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0816 mL | 10.408 mL | 20.816 mL | 41.632 mL | 52.04 mL |
| 5 mM | 0.4163 mL | 2.0816 mL | 4.1632 mL | 8.3264 mL | 10.408 mL |
| 10 mM | 0.2082 mL | 1.0408 mL | 2.0816 mL | 4.1632 mL | 5.204 mL |
| 50 mM | 0.0416 mL | 0.2082 mL | 0.4163 mL | 0.8326 mL | 1.0408 mL |
| 100 mM | 0.0208 mL | 0.1041 mL | 0.2082 mL | 0.4163 mL | 0.5204 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Structure activity relationship of bergenin, p-hydroxybenzoyl bergenin, 11-O-galloylbergenin as potent antioxidant and urease inhibitor isolated from Bergenia ligulata.[Pubmed:25674661]
Nat Prod Res. 2015;29(24):2291-4.
Ethanol extract of the aerial parts of Bergenia ligulata was subjected to solvent-solvent separation followed by various chromatographic techniques that lead to isolation of bergenine (1), p-hydroxybenzoyl bergenin (2), 11-O-Galloylbergenin (3) and methyl gallate (4) as major constituents. Ethyl acetate fraction showed a dose-dependent urease inhibitory pattern with IC50 value of 54mug/mL. Structures of compounds 1 and 3 were established by XRD and 2, 4 by NMR. All these compounds were subjected to DPPH scavenging activity, reducing power assay and urease inhibitory activity. The EC50 7.45 +/- 0.2 mug/mL and 5.39 +/- 0.28 mug/mL values in terms of antioxidant and reducing power, respectively, were less for 3. Compounds 1-3 showed moderate to significant urease inhibitory potential with IC50 57.1 +/- 0.7, IC50 48.4 +/- 0.3 and 38.6 +/- 1.5. Antioxidant activities and urease inhibitory potential were investigated and compound 3 was found to be the most active.
Analgesic and anti-inflammatory activities of 11-O-galloylbergenin.[Pubmed:20603209]
J Ethnopharmacol. 2010 Sep 15;131(2):502-4.
AIMS OF THE STUDY: Current study was designed to explore the analgesic and anti-inflammatory effects of a constituent isolated from Mallotus philippinensis, in order to validate its folk use. MATERIALS AND METHODS: 11-O-Galloylbergenin was isolated from ethanolic extract of Mallotus philippinensis. Analgesic and anti-inflammatory activities of the test compound were assessed using formalin test and carrageenan-induced paw edema models. RESULTS: 11-O-Galloylbergenin showed significant analgesic activity at doses of 20 and 40 mg/kg against formalin test in rats. Similarly, 11-O-Galloylbergenin exhibited significant anti-inflammatory activity in carrageenan-induced paw edema model at doses of 10, 20 and 30 mg/kg. CONCLUSION: 11-O-Galloylbergenin has demonstrated its significant potential to be further investigated for its discovery as a new lead compound for management of pain and inflammation.
Comparative antioxidant and antiplasmodial activities of 11-O-galloylbergenin and bergenin isolated from Bergenia ligulata.[Pubmed:24862054]
Trop Biomed. 2014 Mar;31(1):143-8.
In the present study, the antioxidant and antiplasmodial activities of bergenin was compared with its natural derivative 11-O-Galloylbergenin for the first time. Both compounds were isolated from Bergenia ligulata. 11-O-Galloylbergenin was found to be very active in in-vitro antioxidant assay as compared to bergenin, which was found to be almost inactive. The EC50 values of 11-O-Galloylbergenin were 7.45+/-0.2 mug/mL and 5.39+/-0.28 mug/mL in DPPH antioxidant assay and reducing power assay respectively, while IC50 value for antiplasmodial assay of both compounds were less than 2.5 muM. Interestingly, in the total antioxidant phosphomolybdate assay, 11-O-Galloylbergenin was found more potent (CAHT: 940.04+/-115.30) as compared to alpha-tocopherol (CAHT: 552.4+/-27.91).
