PhyllanthinCAS# 10351-88-9 |
Quality Control & MSDS
3D structure
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| Cas No. | 10351-88-9 | SDF | Download SDF |
| PubChem ID | 358901 | Appearance | Crystals |
| Formula | C24H34O6 | M.Wt | 418.5 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in chloroform, diethyl ether and methanol; sparingly soluble in petroleum ether; insoluble in water | ||
| Chemical Name | 4-[(2S,3S)-3-[(3,4-dimethoxyphenyl)methyl]-4-methoxy-2-(methoxymethyl)butyl]-1,2-dimethoxybenzene | ||
| SMILES | COCC(CC1=CC(=C(C=C1)OC)OC)C(CC2=CC(=C(C=C2)OC)OC)COC | ||
| Standard InChIKey | KFLQGJQSLUYUBF-WOJBJXKFSA-N | ||
| Standard InChI | InChI=1S/C24H34O6/c1-25-15-19(11-17-7-9-21(27-3)23(13-17)29-5)20(16-26-2)12-18-8-10-22(28-4)24(14-18)30-6/h7-10,13-14,19-20H,11-12,15-16H2,1-6H3/t19-,20-/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. |
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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. Phyllanthin is widely used as hepatoprotective and antigenotoxic and inhibit function of P-gp. |
| Targets | NF-kB | TGF-β/Smad | P-gp |
Phyllanthin Dilution Calculator
Phyllanthin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3895 mL | 11.9474 mL | 23.8949 mL | 47.7897 mL | 59.7372 mL |
| 5 mM | 0.4779 mL | 2.3895 mL | 4.779 mL | 9.5579 mL | 11.9474 mL |
| 10 mM | 0.2389 mL | 1.1947 mL | 2.3895 mL | 4.779 mL | 5.9737 mL |
| 50 mM | 0.0478 mL | 0.2389 mL | 0.4779 mL | 0.9558 mL | 1.1947 mL |
| 100 mM | 0.0239 mL | 0.1195 mL | 0.2389 mL | 0.4779 mL | 0.5974 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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Phyllanthin and hypophyllanthin inhibit function of P-gp but not MRP2 in Caco-2 cells.[Pubmed:23278697]
J Pharm Pharmacol. 2013 Feb;65(2):292-9.
OBJECTIVES: The purposes of this study were to investigate the inhibitory effects of two lignans, Phyllanthin and hypoPhyllanthin, on the function of P-glycoprotein (P-gp) and multidrug resistance protein 2 (MRP2), using the in-vitro model of Caco-2 cells. In addition, the effect of prolonged exposure to these two compounds on the expression of active P-gp was also determined. METHODS: The activity of P-gp and MRP2 was determined in the uptake assays by monitoring the intracellular accumulation of their specific substrates (calcein acetoxymethyl ester and 5(6)-carboxy-2',7'-dichlorofluorescein diacetate, respectively) with fluorescence spectroscopy. KEY FINDINGS: HypoPhyllanthin and Phyllanthin inhibited P-gp function with comparable potencies, but neither compound affected MRP2 activity. When the lignans were washed out before addition of substrate, the inhibitory action of both compounds against P-gp function was lost. These results suggested the reversibility of the inhibition. Moreover, prolonged exposure of the Caco-2 cells to both lignans (up to 7 days) had no effect on P-gp function. CONCLUSIONS: Phyllanthin and hypoPhyllanthin directly inhibited P-gp activity and did not interfere with MRP2 activity. It was likely that both Phyllanthin and hypoPhyllanthin could reversibly inhibit P-gp function.
Isolation, characterization and antioxidative effect of phyllanthin against CCl4-induced toxicity in HepG2 cell line.[Pubmed:19576190]
Chem Biol Interact. 2009 Oct 30;181(3):351-8.
The present study was an attempt to investigate the hepatoprotective and antioxidative property of Phyllanthus amarus (P. amarus) extract and Phyllanthin. Phyllanthin, one of the active lignin present in this plant species was isolated from the aerial parts, by silica gel column chromatography employing gradient elution with hexane-ethyl acetate solvent mixture. It was obtained in high yields (1.23%), compared to reported procedures and the purity was ascertained by HPTLC and reversed-phase HPLC analysis. Characterization of Phyllanthin was done by mp, UV-Visible spectrophotometry, elemental analysis, FT-IR, 1H NMR, 13C NMR and mass spectral analysis. Free radical scavenging activity of P. amarus extract and Phyllanthin was also examined using DPPH assay. The protective effect of P. amarus extract and Phyllanthin was studied on CCl4-induced toxicity in human hepatoma HepG2 cell line. The results indicated that CCl4 treatment caused a significant decrease in cell viability. In addition, the toxin treatment initiated lipid peroxidation (LPO), caused leakage of enzymes like alanine transaminase (ALT) and lactate dehydrogenase (LDH) with a significant decrease in glutathione (GSH) levels. It was observed that Phyllanthin effectively alleviated the changes induced by CCl4 in a concentration-dependent manner, with much smaller strengths as compared to P. amarus extract.
Phyllanthin inhibits CCl4-mediated oxidative stress and hepatic fibrosis by down-regulating TNF-alpha/NF-kappaB, and pro-fibrotic factor TGF-beta1 mediating inflammatory signaling.[Pubmed:24817434]
Toxicol Ind Health. 2016 May;32(5):953-60.
Hepatic fibrosis is an important outcome of chronic liver injury and results in excess synthesis and accumulation of extracellular matrix (ECM) components. Phyllanthin (PLN) isolated from Phyllanthus amarus exhibits strong antioxidative property and protects HepG2 cells from carbon tetrachloride (CCl4)-induced experimental toxicity. The present study reports the antifibrotic potential of PLN. The in vivo inhibitory effect of PLN on CCl4-mediated lipid peroxidation and important profibrotic mediator transforming growth factor beta1 and on predominant ECM components collagen and fibronectin were also studied. The results show that PLN acts by suppressing the expression of inflammatory cytokine tumor necrosis factor-alpha and prevents activation of nuclear factor-kappaB in hepatic tissue. Our study highlights the molecular mechanism responsible for the antifibrotic efficacy of PLN.
