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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

Lonnie D Williams et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 47(8), 1831-1836 (2009-05-12)
Rebaudioside A (Reb A) is a steviol glycoside isolated from the leaves of the Stevia rebaudiana plant. This non-nutritive, natural sweetener is reported to be 250-450 times sweeter than sucrose and has potential for wide use in the US diet
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
A Wheeler et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 7, S54-S60 (2008-06-17)
This randomized, double-blind, cross-over study assessed the comparative pharmacokinetics of steviol and steviol glucuronide following single oral doses of rebaudioside A and stevioside in healthy adult male subjects. Steviol glucuronide appeared in the plasma of all subjects after administration of
Ramalingam Saravanan et al.
Journal of physiology and biochemistry, 68(3), 421-431 (2012-03-01)
Rebaudioside A (Reb A), a major constituent of Stevia rebaudiana, was recently proposed as an insulinotropic agent. The aim of this investigation was to evaluate the antihyperglycemic effect of Reb A on the activities of hepatic enzymes of carbohydrate metabolism
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)
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