Rebaudioside E

CAS# 63279-14-1

Rebaudioside E

2D Structure

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Rebaudioside E

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Chemical Properties of Rebaudioside E

Cas No. 63279-14-1 SDF Download SDF
PubChem ID 72710721 Appearance White powder
Formula C44H70O23 M.Wt 967.02
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in methan
Chemical Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O
Standard InChIKey RLLCWNUIHGPAJY-SFUUMPFESA-N
Standard InChI InChI=1S/C44H70O23/c1-17-11-43-9-5-22-41(2,7-4-8-42(22,3)40(59)66-38-34(30(55)26(51)20(14-47)62-38)64-36-32(57)28(53)24(49)18(12-45)60-36)23(43)6-10-44(17,16-43)67-39-35(31(56)27(52)21(15-48)63-39)65-37-33(58)29(54)25(50)19(13-46)61-37/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.
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 E

The leaves of Stevia rebaudiana Bertoni.

Protocol of Rebaudioside E

Structure Identification
Ceramics International, 2013, 39(4):4499-4506.

Template synthesis and characterization of mesoporous γ-Al2O3 hollow nanorods using Stevia rebaudiana leaf aqueous extract.[Reference: WebLink]


METHODS AND RESULTS:
Mesoporous g-Al 2 O 3 hollow nanorods have been synthesized using aluminum isopropoxide as Al source and Stevia rebaudiana leaf extract (a complex mixture of eight sweet diterpene glycosides including stevioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, Rebaudioside E, dulcoside and steviol bioside) as template to direct the formation of mesoporous alumina on the aqueous system.
CONCLUSIONS:
Several characterization techniques were used, including XRD, TGA, N 2 physical adsorption, FE-SEM, TEM, and FT-IR. By drying the mixture at 80 1C and then calcining it at 650 1C, a material with high surface area (357 m 2 /g) and uniform pore sizes was obtained. The diameter and the length of the synthesized hollow nanorods ranged from 13 to 25 nm and from 40 to 50 nm respectively.

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Preparing Stock Solutions of Rebaudioside E

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.0341 mL 5.1705 mL 10.341 mL 20.6821 mL 25.8526 mL
5 mM 0.2068 mL 1.0341 mL 2.0682 mL 4.1364 mL 5.1705 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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References on Rebaudioside E

In vitro metabolism of rebaudioside E under anaerobic conditions: Comparison with rebaudioside A.[Pubmed:26003514]

Regul Toxicol Pharmacol. 2015 Aug;72(3):646-57.

The hydrolysis of the steviol glycosides rebaudioside (Reb) A and E, as well as steviolbioside (a metabolic intermediate) to steviol was evaluated in vitro using human fecal homogenates from healthy Caucasian and Asian donors. Incubation of each of the Rebs in both groups resulted in a rapid hydrolysis to steviol. Metabolism of 0.2mg/mL sample was complete within 24h, with the majority occurring within the first 16 h. There were no clear differences in the rate or extent of metabolism of Reb E relative to the comparative control Reb A. The hydrolysis of samples containing 2.0mg/mL of steviol glycosides Reb A and Reb E tended to take slightly longer than 0.2mg/mL samples. Herein, we report for the first time that there were no apparent gender or ethnicity differences in the rate of metabolism of any of the Rebs, regardless of the concentrations tested. Steviolbioside, an intermediate in the hydrolysis of Reb E to steviol was also found to be rapidly degraded to steviol. These results demonstrate Reb E is metabolized to steviol in the same manner as Reb A. These data support the use of toxicology data available on steviol, and on steviol glycosides metabolized to steviol (i.e., Reb A) to underpin the safety of Reb E.

Minor diterpene glycosides from the leaves of Stevia rebaudiana.[Pubmed:24758242]

J Nat Prod. 2014 May 23;77(5):1231-5.

Two new diterpene glycosides in addition to five known glycosides have been isolated from a commercial extract of the leaves of Stevia rebaudiana. Compound 1 (rebaudioside KA) was shown to be 13-[(O-beta-d-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid 2-O-beta-d-glucopyranosyl-beta-d-glucopyranosyl ester and compound 2, 12-alpha-[(2-O-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]ent-kaur-16-en-19- oic acid beta-d-glucopyranosyl ester. Five additional known compounds were identified, Rebaudioside E, rebaudioside M, rebaudioside N, rebaudioside O, and stevioside, respectively. Enzymatic hydrolysis of stevioside afforded the known ent-kaurane aglycone 13-hydroxy-ent-kaur-16-en-19-oic acid (steviol) (3). The isolated metabolite 1 possesses the ent-kaurane aglycone steviol (3), while compound 2 represents the first example of the isomeric diterpene 12-alpha-hydroxy-ent-kaur-16-en-19-oic acid existing as a glycoside in S. rebaudiana. The structures of the isolated metabolites 1 and 2 were determined based on comprehensive 1D- and 2D-NMR (COSY, HSQC, and HMBC) studies. A high-quality crystal of compound 3 has formed, which allowed the acquisition of X-ray diffraction data that confirmed its structure. The structural similarities between the new metabolites and the commercially available stevioside sweeteners suggest the newly isolated metabolites should be examined for their organoleptic properties. Accordingly rebaudiosides E, M, N, O, and KA have been isolated in greater than gram quantities.

Description

Rebaudioside E is a steviol glycoside isolated from Stevia rebaudiana leaves.

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