Rebaudioside ACAS# 58543-16-1 |
Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
| Cas No. | 58543-16-1 | SDF | Download SDF |
| PubChem ID | 6918840 | Appearance | White powder |
| Formula | C44H70O23 | M.Wt | 967.01 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Synonyms | Glycoside A3; Glycoside X; Stevioside a3 | ||
| Solubility | DMSO : ≥ 150 mg/mL (155.12 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate | ||
| SMILES | CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)(C)C(=O)OC8C(C(C(C(O8)CO)O)O)O | ||
| Standard InChIKey | HELXLJCILKEWJH-NCGAPWICSA-N | ||
| Standard InChI | InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-33(58)30(55)26(51)20(14-47)62-38)23(43)6-10-44(17,16-43)67-39-35(65-37-32(57)29(54)25(50)19(13-46)61-37)34(27(52)21(15-48)63-39)64-36-31(56)28(53)24(49)18(12-45)60-36/h18-39,45-58H,1,4-16H2,2-3H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,41-,42-,43-,44+/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 | Rebaudioside A, an natural sweetening ingredient, is approximately 250 to 300 times sweeter than sucrose, do not contribute calories or carbohydrates to the diet and do not affect blood glucose or insulin response. It is a α-glucosidase inhibitor with IC50 of 35.01 μg/ml. |
| In vitro | The non-cytotoxicity characterization of rebaudioside A as a food additive.[Pubmed: 24500608]Food Chem Toxicol. 2014 Apr;66:334-40.To evaluate the cytotoxicity of high-purity Rebaudioside A (reb A, 99.16%) as a food ingredient, a combination of several methods, including tetrazolium-based colorimetric assay (MTT), lactate dehydrogenase assay (LDH), enzyme-linked immunosorbent assay (ELISA), real-time PCR (qPCR), high-performance liquid chromatography (HPLC), and two-dimensional electrophoresis (2-DE) were used to test the cytotoxicity of Rebaudioside A on the human cells HT-29 and T84, as well as liver and spleen cells from mice. The results indicated that no obvious changes in cellular viability, inflammatory cytokines yield, or protein yield were observed between the test group and the control group when different concentrations of Rebaudioside A were used, suggesting that Rebaudioside A is non-cytotoxic in vitro at the concentrations range tested (0.001-0.5%). |
| Structure Identification | Molecules. 2014 Oct 28;19(11):17345-55.Bioconversion of rebaudioside I from rebaudioside A.[Pubmed: 25353385]To supply the increasing demand of natural high potency sweeteners to reduce the calories in food and beverages, we have looked to steviol glycosides. In this work we report the bioconversion of Rebaudioside A to rebaudioside I using a glucosyltransferase enzyme. This bioconversion reaction adds one sugar unit with a 1→3 linkage. We utilized 1D and 2D NMR spectroscopy (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY and NOESY) and mass spectral data to fully characterize rebaudioside I. Carbohydr Res. 2009 Dec 14;344(18):2533-8.NMR studies of the conformation of the natural sweetener rebaudioside A.[Pubmed: 19889398]Rebaudioside A is a natural sweetener from Stevia rebaudiana in which four beta-D-glucopyranose units are attached to the aglycone steviol. Its (1)H and (13)C NMR spectra in pyridine-d(5) were assigned using 1D and 2D methods. Constrained molecular dynamics of solvated rebaudioside using NMR constraints derived from ROESY cross peaks yielded the orientation of the beta-D-glucopyranose units. Hydrogen bonding was examined using the temperature coefficients of the hydroxyl chemical shifts, ROESY and long-range COSY spectra, and proton-proton coupling constants. |
Rebaudioside A Dilution Calculator
Rebaudioside A Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.0341 mL | 5.1706 mL | 10.3412 mL | 20.6823 mL | 25.8529 mL |
| 5 mM | 0.2068 mL | 1.0341 mL | 2.0682 mL | 4.1365 mL | 5.1706 mL |
| 10 mM | 0.1034 mL | 0.5171 mL | 1.0341 mL | 2.0682 mL | 2.5853 mL |
| 50 mM | 0.0207 mL | 0.1034 mL | 0.2068 mL | 0.4136 mL | 0.5171 mL |
| 100 mM | 0.0103 mL | 0.0517 mL | 0.1034 mL | 0.2068 mL | 0.2585 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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Rebaudioside A is a steviol glycoside, α-glucosidase inhibitor with IC50 of 35.01 μg/ml.can inhibit ATP-sensitive K+-channels. Target: α-glucosidase [1] IC 50: 35.01 ug/mL In vitro: rebaudioside A stimulat the insulin secretion from MIN6 cells in a dose- and glucose-dependent manner. In conclusion, the insulinotropic effect of rebaudioside A is mediated via inhibition of ATP-sensitive K+-channels and requires the presence of high glucose. [2] In vivo: in vivo mouse micronucleus test at doses up to 750 mg/kg bw and an unscheduled DNA synthesis test in rats at doses up to 2000 mg/kg bw, rebaudioside A do not cause any genotoxic effects at any of the doses tested.[3]
References:
[1]. Adari BR et al. Synthesis of rebaudioside-A by enzymatic transglycosylation of stevioside present in the leaves of Stevia rebaudiana Bertoni. Food Chem. 2016 Jun 1;200:154-8.
[2]. Abudula R et al. Rebaudioside A directly stimulates insulin secretion from pancreatic beta cells: a glucose-dependent action via inhibition of ATP-sensitive K-channels. Diabetes Obes Metab. 2008 Nov;10(11):1074-85.
[3]. Williams LD et al. Genotoxicity studies on a high-purity rebaudioside A preparation. Food Chem Toxicol. 2009 Aug;47(8):1831-6.
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The non-cytotoxicity characterization of rebaudioside A as a food additive.[Pubmed:24500608]
Food Chem Toxicol. 2014 Apr;66:334-40.
To evaluate the cytotoxicity of high-purity Rebaudioside A (reb A, 99.16%) as a food ingredient, a combination of several methods, including tetrazolium-based colorimetric assay (MTT), lactate dehydrogenase assay (LDH), enzyme-linked immunosorbent assay (ELISA), real-time PCR (qPCR), high-performance liquid chromatography (HPLC), and two-dimensional electrophoresis (2-DE) were used to test the cytotoxicity of reb A on the human cells HT-29 and T84, as well as liver and spleen cells from mice. The results indicated that no obvious changes in cellular viability, inflammatory cytokines yield, or protein yield were observed between the test group and the control group when different concentrations of reb A were used, suggesting that reb A is non-cytotoxic in vitro at the concentrations range tested (0.001-0.5%).
NMR studies of the conformation of the natural sweetener rebaudioside A.[Pubmed:19889398]
Carbohydr Res. 2009 Dec 14;344(18):2533-8.
Rebaudioside A is a natural sweetener from Stevia rebaudiana in which four beta-D-glucopyranose units are attached to the aglycone steviol. Its (1)H and (13)C NMR spectra in pyridine-d(5) were assigned using 1D and 2D methods. Constrained molecular dynamics of solvated rebaudioside using NMR constraints derived from ROESY cross peaks yielded the orientation of the beta-D-glucopyranose units. Hydrogen bonding was examined using the temperature coefficients of the hydroxyl chemical shifts, ROESY and long-range COSY spectra, and proton-proton coupling constants.
Bioconversion of rebaudioside I from rebaudioside A.[Pubmed:25353385]
Molecules. 2014 Oct 28;19(11):17345-55.
To supply the increasing demand of natural high potency sweeteners to reduce the calories in food and beverages, we have looked to steviol glycosides. In this work we report the bioconversion of Rebaudioside A to rebaudioside I using a glucosyltransferase enzyme. This bioconversion reaction adds one sugar unit with a 1-->3 linkage. We utilized 1D and 2D NMR spectroscopy (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY and NOESY) and mass spectral data to fully characterize rebaudioside I.
