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Schizandriside

CAS# 71222-06-5

Schizandriside

2D Structure

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3D structure

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Schizandriside

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Chemical Properties of Schizandriside

Cas No. 71222-06-5 SDF Download SDF
PubChem ID 14521043 Appearance Powder
Formula C25H32O10 M.Wt 492.52
Type of Compound Lignans Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R,4S,5R)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxane-3,4,5-triol
SMILES COC1=C(C=C2C(C(C(CC2=C1)CO)COC3C(C(C(CO3)O)O)O)C4=CC(=C(C=C4)O)OC)O
Standard InChIKey TXSJJCSJHIDTDE-JTVAWUQMSA-N
Standard InChI InChI=1S/C25H32O10/c1-32-20-6-12(3-4-17(20)27)22-15-8-18(28)21(33-2)7-13(15)5-14(9-26)16(22)10-34-25-24(31)23(30)19(29)11-35-25/h3-4,6-8,14,16,19,22-31H,5,9-11H2,1-2H3/t14-,16-,19+,22-,23-,24+,25+/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.
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 Schizandriside

The leaves of Miconia rubiginosa.

Biological Activity of Schizandriside

Description1. Schizandriside and tiliamuroside B shows significant cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with inhibitory concentration (IC50) values of 3.26-8.89 uM. 2. Schizandriside may have anti-inflammatory effects, it has inhibitory activities against nitric oxide and prostaglandin E(2) production in IFN-γ- and lipopolysaccharide-stimulated RAW 264.7 cells.
TargetsIFN-γ | PGE | NO

Schizandriside Dilution Calculator

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Schizandriside Molarity Calculator

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Preparing Stock Solutions of Schizandriside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0304 mL 10.1519 mL 20.3037 mL 40.6075 mL 50.7594 mL
5 mM 0.4061 mL 2.0304 mL 4.0607 mL 8.1215 mL 10.1519 mL
10 mM 0.203 mL 1.0152 mL 2.0304 mL 4.0607 mL 5.0759 mL
50 mM 0.0406 mL 0.203 mL 0.4061 mL 0.8121 mL 1.0152 mL
100 mM 0.0203 mL 0.1015 mL 0.203 mL 0.4061 mL 0.5076 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 Schizandriside

Secondary metabolites of Miconia rubiginosa.[Pubmed:21480804]

J Med Food. 2011 Jul-Aug;14(7-8):834-9.

The Miconia genus is the most representative of the Melastomataceae family, and some species are commonly used in Brazilian folk medicine as anti-inflammatory agents. In this work we investigated the leaves from Miconia rubiginosa (Bonpl.) DC, using high-speed countercurrent chromatography, which yielded 11 substances (eight flavonoids, gallic acid, casuarictin, and Schizandriside). Identification was achieved using nuclear magnetic resonance spectroscopy and high-performance liquid chromatography-circular dichroism-diode array detection analyses.

Lignan constituents of Tilia amurensis and their biological evaluation on antitumor and anti-inflammatory activities.[Pubmed:22819933]

Food Chem Toxicol. 2012 Oct;50(10):3680-6.

In the recent decade, numerous lignan derivatives isolated from plants have been proven to have the potential as an anti-cancer substance. On the search for anti-cancer compounds from Korean medicinal plants, the methanolic extract from the trunk of Tilia amurensis Rupr. (Tiliaceae) was found to have significant cytotoxicity against A549 (lung carcinoma), SK-OV-3 (ovary malignant ascites), SK-MEL-2 (skin melanoma), and HCT-15 (colon adenocarcinoma) in our screening test. Hence, a bioassay-guided fractionation and chemical investigation of the methanolic extract resulted in the isolation and identification of 10 lignan derivatives (1-10) including two new lignan glycosides named tiliamurosides A (1) and B (2). The structures of these new compounds were determined by spectroscopic methods, namely 1D and 2D nuclear magnetic resonance (NMR) techniques, high resolution mass spectrometry (HRMS), circular dichroism (CD) data, and chemical methods. Tiliamuroside B (2) and Schizandriside (3) showed significant cytotoxicity against A549, SK-OV-3, SK-MEL-2, and HCT-15 cell lines with inhibitory concentration (IC50) values of 3.26-8.89 muM. Moreover, (-)-syringaresinol (8) and (-)-pinoresinol 4-O-beta-D-glucopyranoside (10) significantly inhibited nitric oxide (NO) production in murine microglia BV-2 with IC50 values of 15.05 and 34.35 muM, respectively.

Inhibitory effects of phenolic compounds from needles of Pinus densiflora on nitric oxide and PGE2 production.[Pubmed:21191767]

Arch Pharm Res. 2010 Dec;33(12):2011-6.

The needles of Pinus densiflora Siebold et Zuccarini, a representative Pinus species that grows in Korea, have been used in oriental traditional medicine as remedies for rheumatitis, hemorrhage, cancer, etc. Phytochemical examination of the needles of Pinus densiflora Siebold et Zuccarini led to the isolation of four lignans, one flavan-3-ol, two flavonols and one organic acid. They were identified as icariside E(4) (1), cupressoside A (2), Schizandriside (3), (+)-isolariciresinol (4), (+)-catechin (5), quercetin 3-O-beta-D-glucopyranoside (6), 5,7,8,4'-tetrahydroxy-3-methoxy-6-methylflavone 8-O-beta-D-glucopyranoside (7) and (-)-shikimic acid (8). In order to evaluate the anti-inflammatory effects of these compounds, their inhibitory activities against nitric oxide and prostaglandin E(2) production in IFN-gamma- and lipopolysaccharide-stimulated RAW 264.7 cells were examined.

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