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01432

Sigma-Aldrich

Rebaudioside A

≥96% (HPLC)

Synonym(s):

(4α)-13-[(2-O-β-D-glucopyranosyl-3-O-β-D­glucopyranosyl-β-D-glucopyranosyl)-oxy]kaur-6-en-8-oic acid β-D­glucopyranosyl ester, Glycoside A3, Glycoside X, Stevioside a3

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About This Item

Empirical Formula (Hill Notation):
C44H70O23
CAS Number:
58543-16-1
Molecular Weight:
967.01
Beilstein:
6470556
MDL number:
MFCD02183463
UNSPSC Code:
12352201
PubChem Substance ID:
329747271
NACRES:
NA.25

biological source

plant

Assay

≥96% (HPLC)

form

powder

optical activity

[α]/D -33.0±3.0°, c = 1% in H2O

color

white

mp

242-244  °C

solubility

water: soluble

storage temp.

room temp

SMILES string

C[C@@]12CCC[C@](C)([C@H]1CC[C@]34CC(=C)C(CC[C@@H]23)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)C(=O)O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@H]8O

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

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Application

Rebaudioside A is a glucosylated steviol glycoside studied and used as a non-glycemic food sweetener.

Other Notes

To gain a comprehensive understanding of our extensive range of oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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USP

USP

1622317

Steviol Glycosides System Suitability

Rebaudioside C phyproof® Reference Substance

PHL82397

Rebaudioside C

Rebaudioside B phyproof® Reference Substance

PHL82396

Rebaudioside B

Rebaudioside N phyproof® Reference Substance

PHL83218

Rebaudioside N

Nicole J Gaudette et al.
Journal of food science, 77(6), S226-S232 (2012-05-16)
The use of flavor-modifying strategies are important to improving the sensory profile of some excessively bitter and astringent functional ingredients, such as (+)-catechin (CAT). Two bitter blockers (ß-cyclodextrin [CYCLO], homoeriodictyol sodium salt [HED]), two sweeteners (sucrose [SUC], rebaudioside A [REB])
Rebaudioside, a novel agent of glycoside clathration of pharmacons.
T G Tolstikova et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 426, 205-206 (2009-08-05)
John C Fry et al.
Journal of food science, 76(9), S545-S548 (2012-03-16)
Rebiana is a zero-calorie, natural, high-potency sweetener derived from Stevia rebaudiana Bertoni and comprising almost pure rebaudioside A. Reliable information on its sweetness concentration-response (C-R) behavior is fundamental to rebiana's use as an ingredient. The response curve of rebiana in
Leslie L Curry et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 7, S11-S20 (2008-06-20)
The safety of the stevia-derived sweetener, rebaudioside A (CAS No. 58543-16-1), was evaluated in two oral toxicity studies. In a 4-week study, Wistar rats were administered rebaudioside A at dietary concentrations of 0, 25,000, 50,000, 75,000 and 100,000ppm. The NOAEL
Leslie L Curry et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 7, S21-S30 (2008-06-20)
Rebaudioside A was administered via the diet to male and female Han Wistar rats at 0, 7500, 12,500, and 25,000ppm for two generations. Rebaudioside A treatment was not associated with any signs of clinical toxicity or adverse effects on body
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