Rebaudioside A

Names

[ Name ]:
Rebaudioside A

[Synonym ]:
Truvia
Stevioside A3
(4α)-13-[(2-O-β-D-glucopyranosyl-3-O-β-Dglucopyranosyl-β-D-glucopyranosyl)-oxy]kaur-6-en-8-oic acid β-Dglucopyranosyl ester
Rebaudioside A
rebiana
1-O-[(5β,8α,9β,10α,13α)-13-{[β-D-Glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->3)]-β-D-glucopyranosyl]oxy}-18-oxokaur-16-en-18-yl]-β-D-glucopyranose

Biological Activity

[Description]:

Rebaudioside A is a steviol glycoside, α-glucosidase inhibitor with IC50 of 35.01 μg/ml.can inhibit ATP-sensitive K+-channels.Target: α-glucosidase [1]IC 50: 35.01 ug/mLIn vitro: rebaudioside A stimulat the insulin secretion from MIN6 cells in a dose- and glucose-dependent manner. In conclusion, the insulinotropic effect of rebaudioside A is mediated via inhibition of ATP-sensitive K+-channels and requires the presence of high glucose. [2]In vivo: in vivo mouse micronucleus test at doses up to 750 mg/kg bw and an unscheduled DNA synthesis test in rats at doses up to 2000 mg/kg bw, rebaudioside A do not cause any genotoxic effects at any of the doses tested.[3]

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Terpenoids and Glycosides

Research Areas >> Others

[References]

[1]. Adari BR et al. Synthesis of rebaudioside-A by enzymatic transglycosylation of stevioside present in the leaves of Stevia rebaudiana Bertoni. Food Chem. 2016 Jun 1;200:154-8.

[2]. Abudula R et al. Rebaudioside A directly stimulates insulin secretion from pancreatic beta cells: a glucose-dependent action via inhibition of ATP-sensitive K-channels. Diabetes Obes Metab. 2008 Nov;10(11):1074-85.

[3]. Williams LD et al. Genotoxicity studies on a high-purity rebaudioside A preparation. Food Chem Toxicol. 2009 Aug;47(8):1831-6.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
1102.8±65.0 °C at 760 mmHg

[ Melting Point ]:
242-244ºC

[ Molecular Formula ]:
C₄₄H₇₀O₂₃

[ Molecular Weight ]:
967.013

[ Flash Point ]:
319.9±27.8 °C

[ Exact Mass ]:
966.430786

[ PSA ]:
374.13000

[ LogP ]:
-1.13

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.659

[ Storage condition ]:
room temp

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
NZ8174800

[ HS Code ]:
29389090

Precursor & DownStream

Precursor

DownStream

Articles

Synthesis and sensory evaluation of ent-kaurane diterpene glycosides.

Molecules 17(8) , 8908-16, (2012)

Catalytic hydrogenation of the three ent-kaurane diterpene glycosides isolated from Stevia rebaudiana, namely rubusoside, stevioside, and rebaudioside-A has been carried out using Pd(OH)₂ and their co...

Overview: The history, technical function and safety of rebaudioside A, a naturally occurring steviol glycoside, for use in food and beverages

Food Chem. Toxicol. 46 Suppl 7 , S1-S10, (2008)

Rebaudioside A is a sweet tasting steviol glycoside extracted and purified from Stevia rebaudiana (Bertoni). Steviol glycosides can currently be used as a food ingredient in only a handful of countrie...

Simultaneous determination of steviol and steviol glycosides by liquid chromatography-mass spectrometry.

Food Addit. Contam. Part A. Chem. Anal. Control. Expo. Risk Assess. 29(12) , 1861-71, (2012)

A direct, versatile method for the determination of steviol and nine steviol glycosides in food products has been developed by using electrospray ionisation liquid chromatography-mass spectrometry in ...