Pinoresinol 4-O-beta-D-glucopyranosideCAS# 69251-96-3 |
- (-)-Pinoresinol 4-O-glucoside
Catalog No.:BCN7251
CAS No.:41607-20-9
Quality Control & MSDS
3D structure
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| Cas No. | 69251-96-3 | SDF | Download SDF |
| PubChem ID | 486614 | Appearance | Powder |
| Formula | C26H32O11 | M.Wt | 520.5 |
| Type of Compound | Lignans | Storage | Desiccate at -20°C |
| Solubility | Soluble in methanol; insoluble in water | ||
| Chemical Name | (2S,3R,4S,5S,6R)-2-[4-[(3S,3aR,6S,6aR)-3-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol | ||
| SMILES | COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC)O | ||
| Standard InChIKey | QLJNETOQFQXTLI-WMYFGKAISA-N | ||
| Standard InChI | InChI=1S/C26H32O11/c1-32-18-7-12(3-5-16(18)28)24-14-10-35-25(15(14)11-34-24)13-4-6-17(19(8-13)33-2)36-26-23(31)22(30)21(29)20(9-27)37-26/h3-8,14-15,20-31H,9-11H2,1-2H3/t14-,15-,20+,21+,22-,23+,24+,25+,26+/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 | (+)-Pinoresinol 4-O-beta-D-glucopyranoside revealed that the presence of a vanilloyl group in the sugar moiety of (+)-pinoresinol 4-O-[6″-O-vanilloyl]-β-D-glucopyranoside is crucial for its anti-influenza virus activity. |
| In vitro | In vitro anti-influenza virus activities of a new lignan glycoside from the latex of Calotropis gigantea.[Pubmed: 25102000]PLoS One. 2014 Aug 7;9(8):e104544.A new lignan glycoside, (+)-pinoresinol 4-O-[6″-O-vanilloyl]-β-D-glucopyranoside (1) and two known phenolic compounds, 6'-O-vanilloyltachioside (2) and 6'-O-vanilloylisotachioside (3) were isolated from the latex of Calotropis gigantea (Asclepiadaceae). |
Pinoresinol 4-O-beta-D-glucopyranoside Dilution Calculator
Pinoresinol 4-O-beta-D-glucopyranoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.9212 mL | 9.6061 mL | 19.2123 mL | 38.4246 mL | 48.0307 mL |
| 5 mM | 0.3842 mL | 1.9212 mL | 3.8425 mL | 7.6849 mL | 9.6061 mL |
| 10 mM | 0.1921 mL | 0.9606 mL | 1.9212 mL | 3.8425 mL | 4.8031 mL |
| 50 mM | 0.0384 mL | 0.1921 mL | 0.3842 mL | 0.7685 mL | 0.9606 mL |
| 100 mM | 0.0192 mL | 0.0961 mL | 0.1921 mL | 0.3842 mL | 0.4803 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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In vitro anti-influenza virus activities of a new lignan glycoside from the latex of Calotropis gigantea.[Pubmed:25102000]
PLoS One. 2014 Aug 7;9(8):e104544.
A new lignan glycoside, (+)-pinoresinol 4-O-[6''-O-vanilloyl]-beta-D-glucopyranoside (1) and two known phenolic compounds, 6'-O-vanilloyltachioside (2) and 6'-O-vanilloylisotachioside (3) were isolated from the latex of Calotropis gigantea (Asclepiadaceae). The structure of the new compound was elucidated by using spectroscopic and chemical methods. Three isolates (1-3) and one authentic compound, (+)-Pinoresinol 4-O-beta-D-glucopyranoside, were screened for A/PR/8/34 (H1N1) inhibitory activity by cytopathic effect (CPE) inhibition assay on MDCK cells. Compound 1 showed inhibitory activity against A/PR/8/34 (H1N1). In sharp contrast, the other three compounds (2, 3 and (+)-Pinoresinol 4-O-beta-D-glucopyranoside) did not show such activity. An analysis of structure-activity relationship between 1 and (+)-Pinoresinol 4-O-beta-D-glucopyranoside revealed that the presence of a vanilloyl group in the sugar moiety of 1 is crucial for its anti-influenza virus activity. Compound 1 was further evaluated for in vitro inhibitory activities against a panel of human and avian influenza viruses by CPE inhibition assay. It showed inhibitory effect against human influenza viruses in both subtypes A and B (IC50 values around 13.4-39.8 microM with SI values of 3.7-11.4), while had no effect on avian influenza viruses. Its antiviral activity against human influenza viruses subtype A was further confirmed by plaque reduction assay. The time course assay indicated that 1 exerts its antiviral activity at the early stage of viral replication. A mechanistic study showed that 1 efficiently inhibited influenza virus-induced activation of NF-kappaB pathway in a dose-dependent manner, but had no effect on virus-induced activation of Raf/MEK/ERK pathway. Further studies demonstrated that nuclear translocation of transcription factor NF-kappaB induced by influenza virus was significantly blocked by 1, meanwhile, nuclear export of viral ribonucleoproteins was also effectively inhibited. These findings suggest that this new lignan glycoside from Calotropis gigantea, may have therapeutic potential in influenza virus infection through inhibition of NF-kappaB pathway and viral ribonucleoproteins nuclear export.
