CAS 58543-16-1|Rebaudioside A

Introduction：Basic information about CAS 58543-16-1|Rebaudioside A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Rebaudioside A BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles26
6. Synonyms

Common Name	Rebaudioside A
CAS Number	58543-16-1	Molecular Weight	967.013
Density	1.6±0.1 g/cm3	Boiling Point	1102.8±65.0 °C at 760 mmHg
Molecular Formula	C₄₄H₇₀O₂₃	Melting Point	242-244ºC
MSDS	ChineseUSA	Flash Point	319.9±27.8 °C

Names

Name	Rebaudioside A
Synonym	More Synonyms

Rebaudioside A BiologicalActivity

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 >>OthersNatural Products >>Terpenoids and GlycosidesResearch 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.

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 >>OthersNatural Products >>Terpenoids and GlycosidesResearch 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.

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
InChIKey	HELXLJCILKEWJH-NCGAPWICSA-N
SMILES	C=C1CC23CCC4C(C)(C(=O)OC5OC(CO)C(O)C(O)C5O)CCCC4(C)C2CCC1(OC1OC(CO)C(O)C(OC2OC(CO)C(O)C(O)C2O)C1OC1OC(CO)C(O)C(O)C1O)C3
Storage condition	room temp

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

Articles26

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 ...

Synonyms

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

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