LugrandosideCAS# 117457-37-1 |
Quality Control & MSDS
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| Cas No. | 117457-37-1 | SDF | Download SDF |
| PubChem ID | 10054909.0 | Appearance | Powder |
| Formula | C29H36O16 | M.Wt | 640.59 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(2R,3S,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-4,5-dihydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate | ||
| SMILES | C1=CC(=C(C=C1CCOC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O | ||
| Standard InChIKey | YKBRODKARMTLPL-NTBOYMNJSA-N | ||
| Standard InChI | InChI=1S/C29H36O16/c30-11-19-22(36)23(37)25(39)29(43-19)42-12-20-27(45-21(35)6-3-13-1-4-15(31)17(33)9-13)24(38)26(40)28(44-20)41-8-7-14-2-5-16(32)18(34)10-14/h1-6,9-10,19-20,22-34,36-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29-/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. | ||
Lugrandoside Dilution Calculator
Lugrandoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.5611 mL | 7.8053 mL | 15.6106 mL | 31.2212 mL | 39.0265 mL |
| 5 mM | 0.3122 mL | 1.5611 mL | 3.1221 mL | 6.2442 mL | 7.8053 mL |
| 10 mM | 0.1561 mL | 0.7805 mL | 1.5611 mL | 3.1221 mL | 3.9027 mL |
| 50 mM | 0.0312 mL | 0.1561 mL | 0.3122 mL | 0.6244 mL | 0.7805 mL |
| 100 mM | 0.0156 mL | 0.0781 mL | 0.1561 mL | 0.3122 mL | 0.3903 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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Cytotoxic phenylethanoid glycosides from Digitalis davisiana Heywood: Evaluation of structure activity relationships and chemotaxonomical significance of isolated compounds.[Pubmed:31014930]
Fitoterapia. 2019 Jun;135:90-98.
The phytochemical studies on the aerial parts of Digitalis davisiana Heywood led to the isolation of three undescribed phenylethanoid glycosides named as digidavisoside A (5), digidavisoside B (7), and davisoside (8), along with 9 known compounds, ferruginoside B (1), isoLugrandoside (2), Lugrandoside (3), maxoside (4), 3''''-O-methylmaxoside (6), trans-lamiuside E (9), digiciliside B (10), p-hydroxyacetophenone (11), and chrysoeriol (12). For the first time compound 11 was reported for Digitalis genus. The chemotaxonomical significance of these compounds in Plantaginaceae family was evaluated and 3'-O-glucosyl substituted phenylethanoid glycosides 4-8 and 10 were found to be chemotaxonomically important for the family. Cytotoxic activity of the aqueous fraction of the methanolic extract was also tested against HEp-2 (human larynx epidermoid carcinoma) and HepG2 (human hepatocellular carcinoma) cancer cell lines. The aqueous fraction showed stronger cytotoxicity on HEp-2 cells than on HepG2. Therefore, the cytotoxic activity of 1-4, 6, 7 and 9 were tested against HEp-2 and L929 (mouse fibroblast cell) cell lines. Other isolated compounds could not be tested due to their insufficient amount. The results were evaluated in the point of structure-activity relationships. IC(50) values against HEp-2 cells were established in a range of 71.9-220 muM. Maxoside (4), isoLugrandoside (2) and Lugrandoside (3) showed higher cytotoxicity against HEp-2 cell line than other isolated compounds.
Lugrandoside attenuates LPS-induced acute respiratory distress syndrome by anti-inflammation and anti-apoptosis in mice.[Pubmed:28078026]
Am J Transl Res. 2016 Dec 15;8(12):5557-5568. eCollection 2016.
This study aimed to investigate the protective effects and specific mechanisms of Lugrandoside (LG) on lipopolysaccharides (LPS)-induced acute respiratory distress syndrome (ARDS). LG is a novel phenylpropanoid glycoside with many biological properties, isolated from the culinary leaves of Digitalis lutea L. and Digitalis grandiflora Miller. The primary indicators to assess the lung injury were infiltration of inflammatory cells; pulmonary edema; expression of proinflammatory cytokines, cyclo-oxygenase 2, and intracellular adhesion molecule 1; activation of nuclear factor-kappaB pathways; and cellular apoptosis. The results showed that LG evidently alleviated the inflammatory response, decreased the apoptosis of alveolar macrophages, and improved the lung injury in mice with LPS-induced ARDS. In conclusion, LG improved LPS-induced ARDS by anti-inflammation and anti-apoptosis and might be a promising pharmacological therapy for ARDS.
A new pregnane glycoside and a furostanol glycoside from Digitalis cariensis.[Pubmed:12426957]
Pharmazie. 2002 Oct;57(10):716-20.
Chemical investigation of the aerial parts of Digitalis cariensis Boiss. ex Jaub. & Spach resulted in the isolation of a new pregnane glycoside, cariensisoside (1) and a furostanol glycoside, uttroside A (2), along with the two known phenylethanoid glycosides, Lugrandoside (3) and maxoside (4). On the basis of spectral (UV, IR, NMR, MS) and chemical methods, compounds 1 and 2 were identified as digifologenin-3-O-beta-glucopyranosyl-(1-->4)-beta-oleandropyranoside and 3-O-(beta-lycotetraosyl)-26-O-(beta-glucopyranosyl)-(25R)-22 alpha-methoxy-5-furostane-3 beta,26-diol, respectively.
Glycosides from Dicliptera riparia.[Pubmed:12377242]
Phytochemistry. 2002 Oct;61(4):449-54.
The dimeric monoterpenoid glycoside, dicliripariside A, and two flavonoid glycosides, dicliriparisides B and C, together with six known compounds, beta-sitosterol, 2,5-dimethoxy-p-benzoquinone, vanillic acid, daucosterol, Lugrandoside and poliumonside, were isolated from the aqueous ethanol extract of the whole plants of Dicliptera riparia Nees. Their structures were determined based on analyses of spectroscopic data.
Lugrandoside: a new phenylpropanoid glycoside from various digitalis species.[Pubmed:17265276]
Planta Med. 1988 Aug;54(4):321-3.
A novel phenylpropanoid glycoside, Lugrandoside, has been isolated from the caulinary leaves of DIGITALIS LUTEA L. and DIGITALIS GRANDIFLORA Miller. The structure of this compound has been elucidated on the basis of its chemical properties and spectral data as 3,4-dihydroxy-beta-phenylethoxy- O-beta- D-glucopyranosyl-(1-->6)-4- O-TRANS-caffeoyl-beta- D-glucopyranoside ( 1).
