Chebulanin

CAS# 166833-80-3

Chebulanin

2D Structure

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3D structure

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Chebulanin

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Chemical Properties of Chebulanin

Cas No. 166833-80-3 SDF Download SDF
PubChem ID 102004757 Appearance Powder
Formula C27H24O19 M.Wt 652.5
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)OC(=O)C(C4C(C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)CC(=O)O)O
Standard InChIKey HPQIRFXIDGVWBA-KEDMNDIKSA-N
Standard InChI InChI=1S/C27H24O19/c28-5-12-20-19(37)22(27(42-12)46-23(38)6-1-9(29)16(34)10(30)2-6)45-24(39)7-3-11(31)17(35)21-15(7)14(18(36)26(41)44-21)8(4-13(32)33)25(40)43-20/h1-3,8,12,14,18-20,22,27-31,34-37H,4-5H2,(H,32,33)/t8?,12-,14?,18+,19+,20-,22-,27+/m1/s1
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.
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.
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.

Source of Chebulanin

The fruits of Terminalia chebula

Biological Activity of Chebulanin

Description1. Chebulanin is a topoisomerase I inhibitor. 2. Chebulanin inhibits the calcineurin pathway in C. neoformans. 3. Chebulanin exhibits potent antifungal activity against various human pathogenic fungi with minimum inhibitory concentrations ranging from 0.25 to over 64 μg/ml. 4. Chebulanin suppresses the expression of inflammatory mediators and prevents cartilage destruction and bone erosion in mice, therefore, chebulanin is a strong therapeutic alternative for the treatment of rheumatism arthritis. 5. Chebulanin shows strong radical scavenging activity, good potency to chelate Fe2⁺ and good inhibition ability of lipid peroxidation. 6. Chebulanin has apparent capacities of inhibiting the survival of MCF-7 human cancer cell line.
TargetsTNF-α | IL Receptor | MMP(e.g.TIMP) | COX | Antifection

Chebulanin Dilution Calculator

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Chebulanin Molarity Calculator

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Preparing Stock Solutions of Chebulanin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5326 mL 7.6628 mL 15.3257 mL 30.6513 mL 38.3142 mL
5 mM 0.3065 mL 1.5326 mL 3.0651 mL 6.1303 mL 7.6628 mL
10 mM 0.1533 mL 0.7663 mL 1.5326 mL 3.0651 mL 3.8314 mL
50 mM 0.0307 mL 0.1533 mL 0.3065 mL 0.613 mL 0.7663 mL
100 mM 0.0153 mL 0.0766 mL 0.1533 mL 0.3065 mL 0.3831 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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References on Chebulanin

Inhibition of the calcineurin pathway by two tannins, chebulagic acid and chebulanin, isolated from Harrisonia abyssinica Oliv.[Pubmed:25001554]

J Microbiol Biotechnol. 2014 Oct;24(10):1377-81.

In order to discover and develop novel signaling inhibitors from plants, a screening system was established targeting the two-component system of Cryptococcus neoformans by using the wild type and a calcineurin mutant of C. neoformans, based on the counter-regulatory action of high-osmolarity glycerol (Hog1) mitogen-activated protein kinase and the calcineurin pathways in C. neoformans. Among 10,000 plant extracts, that from Harrisonia abyssinica Oliv. exhibited the most potent inhibitory activity against C. neoformans var. grubii H99 with fludioxonil. Bioassay-guided fractionation was used to isolate two bioactive compounds from H. abyssinica, and these compounds were identified as chebulagic acid and Chebulanin using spectroscopic methods. These compounds specifically inhibited the calcineurin pathway in C. neoformans. Moreover, they exhibited potent antifungal activities against various human pathogenic fungi with minimum inhibitory concentrations ranging from 0.25 to over 64 microg/ml.

Anti-Arthritic Effect of Chebulanin on Collagen-Induced Arthritis in Mice.[Pubmed:26402786]

PLoS One. 2015 Sep 24;10(9):e0139052.

Rheumatoid arthritis is a chronic degenerative autoimmune disease characterized by persistent inflammation of synovial membranes, which leads to cartilage destruction and bone erosion. To date, there are no effective therapies to slow the progress of this degenerative condition. Here, we evaluate the anti-arthritic effect of Chebulanin, an abundant anti-inflammatory agent isolated from Terminalia chebula, in collagen induced arthritis in DBA/1 mice by intragastric administration. Arthritic severity was scored by performing histopathological evaluation of the joints and measuring the expression of inflammatory cytokines and relative enzymes by immunohistochemical staining. In parallel, bone destruction and erosion were confirmed by micro-CT. Our data revealed that Chebulanin significantly improved the severity of arthritis. Specifically, the histopathological characteristics of the tissues were improved and expression of TNF-alpha, IL-6, MMP-3 and COX-2 in the paws and joints of the treated mice decreased in a dose-dependent manner compared with control mice. Furthermore, micro-CT analysis revealed that Chebulanin induced a dose-dependent reduction in cartilage destruction and bone erosion. Taken together, our findings suggest that Chebulanin suppresses the expression of inflammatory mediators and prevents cartilage destruction and bone erosion in mice. Therefore, Chebulanin is a strong therapeutic alternative for the treatment of RA.

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