PhillygeninCAS# 487-39-8 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 487-39-8 | SDF | Download SDF |
| PubChem ID | 3083590 | Appearance | Powder |
| Formula | C21H24O6 | M.Wt | 372.41 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Synonyms | Phillygenol; Epipinoresinol methyl ether; Forsythigenol; (+)-Phillygenin | ||
| Solubility | DMSO : 50 mg/mL (134.26 mM; Need ultrasonic) H2O : < 0.1 mg/mL (insoluble) | ||
| Chemical Name | 4-[(3S,3aR,6R,6aR)-6-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol | ||
| SMILES | COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)O)OC)OC | ||
| Standard InChIKey | CPJKKWDCUOOTEW-YJPXFSGGSA-N | ||
| Standard InChI | InChI=1S/C21H24O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-26-20(14(15)10-27-21)12-4-6-16(22)18(8-12)24-2/h4-9,14-15,20-22H,10-11H2,1-3H3/t14-,15-,20+,21-/m0/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 | Phillyrin, (+)-Phillygenin, and (-)-phillygenin exert the strongest inhibitory activities on NO production with IC(50) values. |
| Targets | NO |
| Structure Identification | Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jan;85(1):120-6.Interaction between phillygenin and human serum albumin based on spectroscopic and molecular docking.[Pubmed: 22000638]
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Phillygenin Dilution Calculator
Phillygenin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.6852 mL | 13.4261 mL | 26.8521 mL | 53.7043 mL | 67.1303 mL |
| 5 mM | 0.537 mL | 2.6852 mL | 5.3704 mL | 10.7409 mL | 13.4261 mL |
| 10 mM | 0.2685 mL | 1.3426 mL | 2.6852 mL | 5.3704 mL | 6.713 mL |
| 50 mM | 0.0537 mL | 0.2685 mL | 0.537 mL | 1.0741 mL | 1.3426 mL |
| 100 mM | 0.0269 mL | 0.1343 mL | 0.2685 mL | 0.537 mL | 0.6713 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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Phillygenin is an active ingredient from Forsythia with many medicinal properties, such as antioxidant, reducing blood lipid, inhibition of low density lipoprotein oxidation. In vitro : 1) Phillygenin shows a greater inhibition on mouse B16 melanoma cells potential than vincristine. 2) phillygenin had notable scavenging activity against DPPH, ABTS radicals, as well as potent reducing power in FRAP assay. In vivo: The reference for rat is 5.6 mg/m l ( i.v).
References:
[1]. Ye LH et al. Determination of phillygenin in rat plasma by high-performance liquid chromatography and its application to pharmacokinetic studies. Eur J Drug Metab Pharmacokinet, 2013 Sep, 38(3):201-7.
[2]. Song W et al. Interaction between phillygenin and human serum albumin based on spectroscopic and molecular docking. Spectrochim Acta A Mol Biomol Spectrosc, 2012 Jan, 85(1):120-6.
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Interaction between phillygenin and human serum albumin based on spectroscopic and molecular docking.[Pubmed:22000638]
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jan;85(1):120-6.
In this paper, the interaction of human serum albumin (HSA) with Phillygenin was investigated by fluorescence, circular dichroism (CD), UV-vis spectroscopic and molecular docking methods under physiological conditions. The Stern-Volmer analysis indicated that the fluorescence quenching of HSA by Phillygenin resulted from static mechanism, and the binding constants were 1.71x10(5), 1.61x10(5) and 1.47x10(4) at 300, 305 and 310K, respectively. The results of UV-vis spectra show that the secondary structure of the protein has been changed in the presence of Phillygenin. The CD spectra showed that HSA conformation was altered by Phillygenin with a major reduction of alpha-helix and an increase in beta-sheet and random coil structures, indicating a partial protein unfolding. The distance between donor (HSA) and acceptor (Phillygenin) was calculated to be 3.52nm and the results of synchronous fluorescence spectra showed that binding of Phillygenin to HSA can induce conformational changes in HSA. Molecular docking experiments found that Phillygenin binds with HSA at IIIA domain of hydrophobic pocket with hydrogen bond interactions. The ionic bonds were formed with the O (4), O (5) and O (6) of Phillygenin with nitrogen of ASN109, ARG186 and LEU115, respectively. The hydrogen bonds are formed between O (2) of Phillygenin and SER419. In the presence of copper (II), iron (III) and alcohol, the apparent association constant K(A) and the number of binding sites of Phillygenin on HSA were both decreased in the range of 88.84-91.97% and 16.09-18.85%, respectively. In view of the evidence presented, it is expected to enrich our knowledge of the interaction dynamics of Phillygenin to the important plasma protein HSA, and it is also expected to provide important information of designs of new inspired drugs.
