Rebaudioside A

Chemodex
Product Code: CDX-R0090
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-R0090-G0055 g£48.00
Quantity:
CDX-R0090-G02525 g£157.00
Quantity:
CDX-R0090-G05050 g£230.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
+20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Glycoside A3; Glycoside X; Stevioside A3; Reb A
Appearance:
White powder.
CAS:
58543-16-1
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
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
InChiKey:
HELXLJCILKEWJH-NCGAPWICSA-N
Long Description:
Chemical. CAS: 58543-16-1. Formula: C44H70O23. MW: 967.01. Rebaudioside A is a glucosylated steviol glycoside studied and used as a non-glycemic sweetener. It is one of the predominant steviol glycosides isolated from S. rebaudiana leaves. Rebaudioside A is a alpha-glucosidase inhibitor with (IC50=35µg/ml) and can inhibit ATP-sensitive K+-channels. In vitro rebaudioside A stimulated the insulin secretion from MIN6 cells in a dose- and glucose-dependent manner. It increases glucagon-like peptide 1 (GLP-1) secretion in a 2-dimensional mouse intestine model. Rebaudioside A is metabolized by gut microbiota to steviol. Rebaudioside A shows antioxidant activity on reducing cellular reactive oxygen species. It is an activator of Nrf2 and is a potential candidate hepatoprotective agent.
MDL:
MFCD02183463
Molecular Formula:
C44H70O23
Molecular Weight:
967.01
Package Type:
Vial
Product Description:
Rebaudioside A is a glucosylated steviol glycoside studied and used as a non-glycemic sweetener. It is one of the predominant steviol glycosides isolated from S. rebaudiana leaves. Rebaudioside A is a alpha-glucosidase inhibitor with (IC50=35µg/ml) and can inhibit ATP-sensitive K+-channels. In vitro rebaudioside A stimulated the insulin secretion from MIN6 cells in a dose- and glucose-dependent manner. It increases glucagon-like peptide 1 (GLP-1) secretion in a 2-dimensional mouse intestine model. Rebaudioside A is metabolized by gut microbiota to steviol. Rebaudioside A shows antioxidant activity on reducing cellular reactive oxygen species. It is an activator of Nrf2 and is a potential candidate hepatoprotective agent.
Purity:
>98% (HPLC)
SMILES:
C=C1[C@@]2(O[C@H]3[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@H](O)[C@@H](CO)O3)C[C@]6(C1)CC[C@]7([H])[C@](C)(C(O[C@H]8[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8)=O)CCC[C@@]7(C)[C@]6([H])CC2
Solubility Chemicals:
Soluble in water (10mg/ml) or DMSO.
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at RT.

References

(1) R. Abudula, et al.; Metab.53, 1378 (2004) | (2) R. Abudula, et al.; Diabetes Obes. Metab. 10, 1074 (2008) | (3) D.J. Brusick; Food Chem. Toxicol. 46, S83 (2008) | (4) M. Upreti, et al.; Molecules 17, 4186 (2012) | (5) D. Ripken, et al.; J. Agric. Food Chem. 62, 8365 (2014) | (6) N. van der Wielen, et al.; J. Nutr. 146, 2429 (2016) | (7) D.H. Shin, et al.; Diabetes Metab. J. 40, 283 (2016) | (8) B.R. Adari, et al.; Food Chem. 200, 154 (2016) | (9) Y. Wang, et al.; Eur. J. Pharmacol. 822, 128 (2018)