Rebaudioside D

CAS# 63279-13-0

Rebaudioside D

Catalog No. BCN2403----Order now to get a substantial discount!

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Rebaudioside D: 5mg $207 In Stock
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Quality Control of Rebaudioside D

Number of papers citing our products

Chemical structure

Rebaudioside D

3D structure

Chemical Properties of Rebaudioside D

Cas No. 63279-13-0 SDF Download SDF
PubChem ID 71773169 Appearance White powder
Formula C50H80O28 M.Wt 1129.15
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in methan
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)OC9C(C(C(C(O9)CO)O)O)O
Standard InChIKey RPYRMTHVSUWHSV-CUZJHZIBSA-N
Standard InChI InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/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.
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 Rebaudioside D

The leaves of Stevia rebaudiana Bertoni.

Biological Activity of Rebaudioside D

DescriptionRebaudioside D is a potential sweetener. Rebaudioside D shows similar stability when exposed to simulate stomach and small intestine fluids, with susceptibility to hydrolytic degradation by enteric bacteria collected from the cecum.
In vivo

Metabolism and toxicity studies supporting the safety of rebaudioside D.[Pubmed: 23766392 ]

Int J Toxicol. 2013 Jul;32(4):261-73.

Rebaudioside D (Reb D) is one of the several glycosides found in the leaves of Stevia rebaudiana (Bertoni) Bertoni (Compositae) which has been identified as a potential sweetener.
METHODS AND RESULTS:
The metabolism of Reb A and Rebaudioside D was evaluated in various in vitro matrices (simulated gastrointestinal fluids, rat liver microsomes, and rat cecal contents) and through analysis of plasma collected from rats in a dietary toxicity study. Reb A and Rebaudioside D showed similar stability when exposed to simulated stomach and small intestine fluids, with susceptibility to hydrolytic degradation by enteric bacteria collected from the cecum. Incubations with rat liver microsomes indicated that neither compound is expected to be metabolized by the liver enzymes. Plasma concentrations of Rebaudioside D, Reb A, and/or the final hydrolysis product of each compound, free/conjugated steviol, were consistent between animals administered either Rebaudioside D or Reb A in the diet. A repeated exposure dietary toxicity study was conducted to compare the safety of Rebaudioside D, when administered at target exposure levels of 500, 1000, and 2000 mg/kg body weight (bw)/d to Sprague-Dawley rats for 28 days, to that of Reb A administered at a target exposure level of 2000 mg/kg bw/d. There were no treatment-related effects on the general condition and behavior of the animals and no toxicologically relevant, treatment-related effects on hematology, serum chemistry, or urinalysis.
CONCLUSIONS:
Macroscopic and microscopic findings revealed no treatment-related effects on any organ evaluated. Results were comparable between the group administered 2000 mg/kg/d Rebaudioside D and the group administered 2000 mg/kg/d Reb A.

Protocol of Rebaudioside D

Structure Identification
Food Chem. 2015 May 1;174:564-70.

Investigation of the solubility enhancement mechanism of rebaudioside D using a solid dispersion technique with potassium sorbate as a carrier.[Pubmed: 25529720]

Rebaudioside (Reb) D is a high intensity, natural sweetener that shows great potential for substituting sugar in sweetened beverages. However, Rebaudioside D is poorly water soluble, and thus, a solid dispersion technique was recently established to enhance its solubility.
METHODS AND RESULTS:
The purpose of this study was to elucidate the solubility enhancement mechanism of this solid dispersion material by employing Scanning Electron Microscopy (SEM), Raman spectroscopy, Fourier Transform Infrared spectroscopy (FT-IR) and X-ray Diffraction (XRD). Potassium sorbate (KS) was chosen as the carrier and two different concentration ratios were investigated as solid dispersions (SD) and as physical mixtures (PM).
CONCLUSIONS:
Our data demonstrated the possible mechanism for enhancing solubility through solid dispersion through increased surface area/volume ratio and hydrogen bonding between Rebaudioside D and KS. The interaction between the two components were also related to the different concentration ratios, therefore an optimisation of the ratio is important to produce a soluble and stable complex.

Int J Mol Sci. 2012 Nov 16;13(11):15126-36.

Catalytic hydrogenation of the sweet principles of Stevia rebaudiana, Rebaudioside B, Rebaudioside C, and Rebaudioside D and sensory evaluation of their reduced derivatives.[Pubmed: 23203115]

Catalytic hydrogenation of rebaudioside B, rebaudioside C, and Rebaudioside D; the three ent-kaurane diterpene glycosides isolated from Stevia rebaudiana was carried out using Pd(OH)(2).
METHODS AND RESULTS:
Reduction of steviol glycosides was performed using straightforward synthetic chemistry with the catalyst Pd(OH)(2) and structures of the corresponding dihydro derivatives were characterized on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectral data indicating that all are novel compounds being reported for the first time. Also, the taste properties of all reduced compounds were evaluated against their corresponding original steviol glycosides and sucrose.

Rebaudioside D Dilution Calculator

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Rebaudioside D Molarity Calculator

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Preparing Stock Solutions of Rebaudioside D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.8856 mL 4.4281 mL 8.8562 mL 17.7124 mL 22.1405 mL
5 mM 0.1771 mL 0.8856 mL 1.7712 mL 3.5425 mL 4.4281 mL
10 mM 0.0886 mL 0.4428 mL 0.8856 mL 1.7712 mL 2.2141 mL
50 mM 0.0177 mL 0.0886 mL 0.1771 mL 0.3542 mL 0.4428 mL
100 mM 0.0089 mL 0.0443 mL 0.0886 mL 0.1771 mL 0.2214 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 Rebaudioside D

Catalytic hydrogenation of the sweet principles of Stevia rebaudiana, Rebaudioside B, Rebaudioside C, and Rebaudioside D and sensory evaluation of their reduced derivatives.[Pubmed:23203115]

Int J Mol Sci. 2012 Nov 16;13(11):15126-36.

Catalytic hydrogenation of rebaudioside B, rebaudioside C, and Rebaudioside D; the three ent-kaurane diterpene glycosides isolated from Stevia rebaudiana was carried out using Pd(OH)(2). Reduction of steviol glycosides was performed using straightforward synthetic chemistry with the catalyst Pd(OH)(2) and structures of the corresponding dihydro derivatives were characterized on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectral data indicating that all are novel compounds being reported for the first time. Also, the taste properties of all reduced compounds were evaluated against their corresponding original steviol glycosides and sucrose.

Investigation of the solubility enhancement mechanism of rebaudioside D using a solid dispersion technique with potassium sorbate as a carrier.[Pubmed:25529720]

Food Chem. 2015 May 1;174:564-70.

Rebaudioside (Reb) D is a high intensity, natural sweetener that shows great potential for substituting sugar in sweetened beverages. However, Reb D is poorly water soluble, and thus, a solid dispersion technique was recently established to enhance its solubility. The purpose of this study was to elucidate the solubility enhancement mechanism of this solid dispersion material by employing Scanning Electron Microscopy (SEM), Raman spectroscopy, Fourier Transform Infrared spectroscopy (FT-IR) and X-ray Diffraction (XRD). Potassium sorbate (KS) was chosen as the carrier and two different concentration ratios were investigated as solid dispersions (SD) and as physical mixtures (PM). Our data demonstrated the possible mechanism for enhancing solubility through solid dispersion through increased surface area/volume ratio and hydrogen bonding between Reb D and KS. The interaction between the two components were also related to the different concentration ratios, therefore an optimisation of the ratio is important to produce a soluble and stable complex.

Metabolism and toxicity studies supporting the safety of rebaudioside D.[Pubmed:23766392]

Int J Toxicol. 2013 Jul;32(4):261-73.

Rebaudioside D (Reb D) is one of the several glycosides found in the leaves of Stevia rebaudiana (Bertoni) Bertoni (Compositae) which has been identified as a potential sweetener. The metabolism of Reb A and Reb D was evaluated in various in vitro matrices (simulated gastrointestinal fluids, rat liver microsomes, and rat cecal contents) and through analysis of plasma collected from rats in a dietary toxicity study. Reb A and Reb D showed similar stability when exposed to simulated stomach and small intestine fluids, with susceptibility to hydrolytic degradation by enteric bacteria collected from the cecum. Incubations with rat liver microsomes indicated that neither compound is expected to be metabolized by the liver enzymes. Plasma concentrations of Reb D, Reb A, and/or the final hydrolysis product of each compound, free/conjugated steviol, were consistent between animals administered either Reb D or Reb A in the diet. A repeated exposure dietary toxicity study was conducted to compare the safety of Reb D, when administered at target exposure levels of 500, 1000, and 2000 mg/kg body weight (bw)/d to Sprague-Dawley rats for 28 days, to that of Reb A administered at a target exposure level of 2000 mg/kg bw/d. There were no treatment-related effects on the general condition and behavior of the animals and no toxicologically relevant, treatment-related effects on hematology, serum chemistry, or urinalysis. Macroscopic and microscopic findings revealed no treatment-related effects on any organ evaluated. Results were comparable between the group administered 2000 mg/kg/d Reb D and the group administered 2000 mg/kg/d Reb A.

Description

Rebaudioside D is a glycoside found in the leaves of Stevia rebaudiana and acts as a sweetener.

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