A natural non-caloric sweetener
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Active Metabolite(s)
36513Steviolbioside
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Rebaudioside A

Item No. 11894

Technical Information
Formal Name
(4α)-13-[(O-β-D-glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranosyl)oxy]-kaur-16-en-18-oic acid,β-D-glucopyranosyl ester
CAS Number
58543-16-1
Synonyms
  • Glycoside A3 (from S. Rebaudiana)
  • Reb A
  • Stevioside A3
Molecular Formula
C44H70O23
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1 mg/mlDMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
C[C@]([C@]1([H])CC2)(CCC[C@@]1(C)C(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO)=O)[C@@]4([H])[C@]2(CC5=C)C[C@@]5(O[C@@](O[C@H](CO)[C@@H](O)[C@@H]6O[C@]([C@@H]([C@@H](O)[C@@H]7O)O)([H])O[C@@H]7CO)([H])[C@@H]6O[C@]([C@@H]([C@@H](O)[C@@H]8O)O)([H])O[C@@H]8CO)CC4
InChi Code
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
InChi Key
HELXLJCILKEWJH-NCGAPWICSA-N
Origin
Plant/Stevia rebaudiana
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Rebaudioside A is a natural non-caloric sweetener.1 It is one of the predominant steviol glycosides isolated from S. rebaudiana leaves.2 It increases glucagon-like peptide 1 (GLP-1) secretion in a 2-dimensional mouse intestine model.3 In a two bottle preference test, mice drink more water containing rebaudioside A than unsweetened water, though saccharin-sweetened water is still preferred.2 Rebaudioside A is metabolized by gut microbiota to steviol (Item No. 10011344), a compound whose safety is widely studied.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Upreti, M., Dubois, G., and Prakash, I. Synthetic study on the relationship between structure and sweet taste properties of steviol glycosides. Molecules 17(4), 4186-4196 (2012).

    2. Sclafani, A., Bahrani, M., Zukerman, S., et alStevia and saccharin preferences in rats and mice. Chem. Senses 35(5), 433-443 (2010).

    3. van der Wielen, N., ten Klooster, J.P., Muckenschnabi, S., et alThe noncaloric sweetener Rebaudioside A stimulates glucagon-like peptide 1 release and increases enteroendocrine cell numbers in 2-dimensional mouse organoids derived from different locations of the intestine. J. Nutr. 146(12), 2429-2435 (2016).

    4. Brusick, D.J. A critical review of the genetic toxicity of steviol and steviol glycosides. Food Chem. Toxicol. 46(Suppl 7), S83-S91 (2008).

    5. Roberts, A., and Renwick, A.G. Comparative toxicokinetics and metabolism of rebaudioside A, stevioside, and steviol in rats. Food Chem. Toxicol. 46(Suppl 7), S31-S39 (2008).