SwerosideCAS# 14215-86-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 14215-86-2 | SDF | Download SDF |
| PubChem ID | 161036 | Appearance | White powder |
| Formula | C16H22O9 | M.Wt | 358.3 |
| Type of Compound | Iridoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in ethanol, methanol and water; insoluble in diethyl ether | ||
| Chemical Name | (3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one | ||
| SMILES | C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O | ||
| Standard InChIKey | VSJGJMKGNMDJCI-ZASXJUAOSA-N | ||
| Standard InChI | InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/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 | Sweroside possesses wound healing, cytoprotective, skin-whitening , anti-osteoporotic , and hepatoprotective effect. It can inhibit potent melanogenesis in melan-a cells at 300uM without cytotoxicity, also decreases tyrosinase, tyrosinase-related protein-1 (TRP-1) and TRP-2 protein production in melan a cells. It also shows insulin-mimicking effects on the regulation of Pck1 expression. |
| Targets | Akt | ERK | MAPK | TRP-2 | TRP-1 | Pck1 |
| In vitro | Effects of gentiopicroside, sweroside and swertiamarine, secoiridoids from gentian (Gentiana lutea ssp. symphyandra), on cultured chicken embryonic fibroblasts.[Pubmed: 16557467]Planta Med. 2006 Mar;72(4):289-94.Wound healing properties of Gentian (Gentiana lutea ssp. symphyandra) extract and its main constituents, gentiopicroside, Sweroside and swertiamarine (compounds 1-3, respectively) were evaluated by comparison with dexpanthenol on cultured chicken embryonic fibroblasts.
Modulation effects of sweroside isolated from the Lonicera japonica on melanin synthesis.[Pubmed: 26051519]Chem Biol Interact. 2015 Aug 5;238:33-9.In the course of screening for the melanogenesis inhibitors, Sweroside was isolated from Lonicera japonica. Its chemical structure was determined on the basis of spectroscopic analysis, including mass spectroscopy and nuclear magnetic resonance analysis.
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| In vivo | Determination of sweroside in rat plasma and bile for oral bioavailability and hepatobiliary excretion.[Pubmed: 19122321]Chem Pharm Bull (Tokyo). 2009 Jan;57(1):79-83.Sweroside is an active ingredient of iridoid glycoside isolated from the flower buds of Lonicera japonica THUNB. A quantitative HPLC-UV method was developed for monitoring Sweroside in rat plasma, urine, feces and bile. The method was successfully applied for a basic pharmacokinetic study.
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| Cell Research | Gentiopicroside and sweroside from Veratrilla baillonii Franch. induce phosphorylation of Akt and suppress Pck1 expression in hepatoma cells.[Pubmed: 27248905 ]Protective effects of sweroside on human MG-63 cells and rat osteoblasts.[Pubmed: 23201331]Fitoterapia. 2013 Jan;84:174-9.Herbal Fructus Corni is a folk medicine with a long history of safe use for treating osteoporosis in postmenopausal women or elderly men in Asia. Sweroside is a bioactive herbal ingredient isolated from Fructus Corni, which has been widely used for the treatment of osteoporosis in traditional Chinese medicine (TCM). Unfortunately, the working mechanisms of this compound are difficult to determine and thus remain unclear.
Biochem Cell Biol. 2016 Jun;94(3):270-8.The use of phytochemicals and herbal medicines has accompanied human history. Advances in modern biomedical sciences have allowed us to investigate the functional mechanisms of herbal medicines and phytochemicals. Veratrilla baillonii Franch. has long been used as a medicinal herb in southwestern China.
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Sweroside Dilution Calculator
Sweroside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.791 mL | 13.9548 mL | 27.9096 mL | 55.8191 mL | 69.7739 mL |
| 5 mM | 0.5582 mL | 2.791 mL | 5.5819 mL | 11.1638 mL | 13.9548 mL |
| 10 mM | 0.2791 mL | 1.3955 mL | 2.791 mL | 5.5819 mL | 6.9774 mL |
| 50 mM | 0.0558 mL | 0.2791 mL | 0.5582 mL | 1.1164 mL | 1.3955 mL |
| 100 mM | 0.0279 mL | 0.1395 mL | 0.2791 mL | 0.5582 mL | 0.6977 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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Gentiopicroside and sweroside from Veratrilla baillonii Franch. induce phosphorylation of Akt and suppress Pck1 expression in hepatoma cells.[Pubmed:27248905]
Biochem Cell Biol. 2016 Jun;94(3):270-8.
The use of phytochemicals and herbal medicines has accompanied human history. Advances in modern biomedical sciences have allowed us to investigate the functional mechanisms of herbal medicines and phytochemicals. Veratrilla baillonii Franch. has long been used as a medicinal herb in southwestern China. Here, we analyzed the effects of an ethanol extract from V. baillonii (VBFE) on the expression levels of the cytosolic form of the phosphoenolpyruvate carboxykinase gene (Pck1) mRNA and components of the insulin signalling cascade in HL1C hepatoma cells. Compared with the insulin control, VBFE treatment inhibited the expression of Pck1 mRNA in a dose-dependent manner. This was associated with the phosphorylation of Akt and Erk1/2 in a time-dependent manner. Further analysis of the purified components of VBFE indicated that gentiopicroside and Sweroside from VBFE, alone and in combination, suppressed Pck1 expression and induced Akt and Erk1/2 phosphorylation. In conclusion, gentiopicroside and Sweroside suppress Pck1 expression and induce phosphorylation of components in the insulin signalling cascade. This is the first study to demonstrate that gentiopicroside and Sweroside show insulin-mimicking effects on the regulation of Pck1 expression. Further studies are warranted to explore the potential of gentiopicroside and Sweroside in the control of blood glucose in animals.
Effects of gentiopicroside, sweroside and swertiamarine, secoiridoids from gentian (Gentiana lutea ssp. symphyandra), on cultured chicken embryonic fibroblasts.[Pubmed:16557467]
Planta Med. 2006 Mar;72(4):289-94.
Wound healing properties of Gentian (Gentiana lutea ssp. symphyandra) extract and its main constituents, gentiopicroside, Sweroside and swertiamarine (compounds 1-3, respectively) were evaluated by comparison with dexpanthenol on cultured chicken embryonic fibroblasts. The extract was also analyzed by HPLC to quantify its constituents. Chicken embryonic fibroblasts from fertilized eggs were incubated with the plant extract and its constituents, compounds 1-3. Using microscopy, mitotic ability, morphological changes and collagen production in the cultured fibroblasts were evaluated as parameters. Wound healing activity of Gentian seems to be mainly due to the increase in the stimulation of collagen production and the mitotic activity by compounds 2 and 3, respectively (p < 0.005 in all cases). All three compounds also exhibited cytoprotective effects, which may cause a synergism in terms of wound healing activity of Gentian. The findings demonstrated the wound healing activity of Gentian, which has previously been based only on ethnomedical data.
Determination of sweroside in rat plasma and bile for oral bioavailability and hepatobiliary excretion.[Pubmed:19122321]
Chem Pharm Bull (Tokyo). 2009 Jan;57(1):79-83.
Sweroside is an active ingredient of iridoid glycoside isolated from the flower buds of Lonicera japonica THUNB. A quantitative HPLC-UV method was developed for monitoring Sweroside in rat plasma, urine, feces and bile. The method was successfully applied for a basic pharmacokinetic study. The obtained data of pharmacokinetics were applied to evaluate the oral bioavailabilities of Sweroside and the active ingredients of purified herbal extracts (IGEs-1). The absolute bioavailability was estimated to F(Sweroside) 0.31% and F(IGEs-1) 0.67%. The majority of Sweroside excreted to feces revealed one reason of the low oral bioavailability. The values of F(IGEs-1) much higher than that of F(Sweroside) reveals that ingredients in IGEs-1 such as loganin, secoxyloganin and some phenolic acids may promote the absorption of Sweroside. The study of hepatobiliary excretion was achieved by an in vivo microdialysis sampling method after intravenous administration of Sweroside. The percentage of accumulation of free form Sweroside in bile duct was 31.2+/-7.2% of the total dosage. It may be one reason why Sweroside possesses strong hepatoprotective effect.
Modulation effects of sweroside isolated from the Lonicera japonica on melanin synthesis.[Pubmed:26051519]
Chem Biol Interact. 2015 Aug 5;238:33-9.
In the course of screening for the melanogenesis inhibitors, Sweroside was isolated from Lonicera japonica. Its chemical structure was determined on the basis of spectroscopic analysis, including mass spectroscopy and nuclear magnetic resonance analysis. Sweroside inhibited potent melanogenesis in melan-a cells at 300muM without cytotoxicity. Also, Sweroside decreased tyrosinase, tyrosinase-related protein-1 (TRP-1) and TRP-2 protein production in melan a cells. To identify the signaling pathway of Sweroside, the ability of Sweroside to influence Akt and extracellular signal-regulated protein kinase (ERK) activation was investigated. Sweroside induced Akt and ERK in a dose-dependent manner. In addition, the specific inhibition of the Akt and ERK signaling pathways were studied by specific inhibitor LY294002 and U0126, respectively and it was causing the increased melanin synthesis. Furthermore, Sweroside presented inhibition of the body pigmentation and tyrosinase activity in zebrafish in vivo model. These results suggest that Sweroside isolated from L. japonica may be an effective skin-whitening agent through the regulates the expression of MAP kinase and melanogenic enzymes.
Protective effects of sweroside on human MG-63 cells and rat osteoblasts.[Pubmed:23201331]
Fitoterapia. 2013 Jan;84:174-9.
Herbal Fructus Corni is a folk medicine with a long history of safe use for treating osteoporosis in postmenopausal women or elderly men in Asia. Sweroside is a bioactive herbal ingredient isolated from Fructus Corni, which has been widely used for the treatment of osteoporosis in traditional Chinese medicine (TCM). Unfortunately, the working mechanisms of this compound are difficult to determine and thus remain unclear. The aim of the study was performed to determine the potential molecular mechanism of the anti-osteoporotic effect of Sweroside on the human MG-63 cells and rat osteoblasts. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) test was used to observe the effect of Sweroside on cell proliferation. The activity of alkaline phosphatase (ALP) and the amount of osteocalcin were also assayed the cell differentiation. Sweroside significantly increased the proliferation of human MG-63 cells and rat osteoblasts (P<0.01). It increased the activity of ALP, and osteocalcin was also elevated in response to Sweroside (P<0.05). Of note, flowcytometer assay showed that Sweroside can attenuate and inhibit apoptosis. Sweroside has a direct osteogenic effect on the proliferation and differentiation of cultured human MG-63 cells and rat osteoblasts in vitro. These data will help in understanding the molecular mechanisms of therapeutic efficacy of Sweroside, and highlight insights into drug discovery. In the current study, Sweroside has been suggested to be a promising osteoporosis therapeutic natural product.
