Stevioside

Names

[ Name ]:
Stevioside

[Synonym ]:
Steviosides
EINECS 260-975-5
(1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxyméthyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}tétrahydro-2H-pyran-2-yl]oxy}-5,9-diméthyl-14-méthylènetétracyclo[11.2.1.0.0]hexadécane-5-carboxylate de (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yle
MFCD00079561
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl-(1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-5,9-dimethyl-14-methylentetracyclo[11.2.1.0.0]hexadecan-5-carboxylat
1-O-[(5β,8α,9β,10α,13α)-13-{[2-O-(β-D-Glucopyranosyl)-β-D-glucopyranosyl]oxy}-18-oxokaur-16-en-18-yl]-β-D-glucopyranose
Steviosin
(4,α)-13-[(2-O-β-D-Glucopyranosylalpha-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid β-D-glucopyranosyl ester
Rebaudin
Stevioside
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl (1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}tetrahydro-2H-pyran-2-yl]oxy}-5,9-dimethyl-14-methylenetetracyclo[11.2.1.0.0]hexadecane-5-carboxylate
1-O-{(5β,8α,9β,10α,13α)-13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-18-oxokaur-16-en-18-yl}-β-D-glucopyranose

Biological Activity

[Description]:

Stevioside is a natural sweetener extracted from leaves of Stevia rebaudiana, with anticancer activity[1].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Khare N, et al. Stevioside mediated chemosensitization studies and cytotoxicity assay on breast cancer cell lines MDA-MB-231 and SKBR3. Saudi J Biol Sci. 2019 Nov;26(7):1596-1601.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
963.3±65.0 °C at 760 mmHg

[ Melting Point ]:
198°C

[ Molecular Formula ]:
C₃₈H₆₀O₁₈

[ Molecular Weight ]:
804.872

[ Flash Point ]:
290.3±27.8 °C

[ Exact Mass ]:
804.377991

[ PSA ]:
294.98000

[ LogP ]:
1.19

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

[ Index of Refraction ]:
1.646

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NZ8175000

CHEMICAL NAME :: Kaur-16-en-18-oic acid, 13-((2-O-beta-D-glucopyranosyl-alpha-D-glucopyranosyl )oxy)-, beta- D-glucopyranosyl ester

CAS REGISTRY NUMBER :: 57817-89-7

BEILSTEIN REFERENCE NO. :: 0077427

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C38-H60-O18

MOLECULAR WEIGHT :: 804.98

WISWESSER LINE NOTATION :: L E6 B665 A 1B P OYTJ F1 J1 OU1 FVO- BT6OTJ CQ DQ EQ F1Q& NO- BT6OTJ DQ EQ F1Q CO- BT6OTJ CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Fibroblast

DOSE/DURATION :: 1 pph

REFERENCE :: HDSKEK Hiroshima Daigaku Sogo Kagakubu Kiyo, 4: Kiso, Kankyo Kagaku Kenkyu. Bulletin of the Faculty of Integrated Arts and Sciences, Hiroshima University, Series 4: Fundamental and Environmental Sciences. (1-1-89 Higashisenda-machi, Naka-ku, Hiroshima 730, Japan) V.6- 1980- Volume(issue)/page/year: 10,57,1985

Safety Information

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
NZ8175000

[ HS Code ]:
2938909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2938909090

Articles

[Identification and biotransformation properties of a bacterium that converts stevioside into rubusoside].

Wei Sheng Wu Xue Bao 51(1) , 43-9, (2011)

The purpose of our study was to separate and identify a bacillus that could convert stevioside specifically. Then we identified the conversion product and studied the conversion capability of the baci...

Structures of the novel α-glucosyl linked diterpene glycosides from Stevia rebaudiana.

Carbohydr. Res. 346(13) , 2034-8, (2011)

From the commercial extract of the leaves of Stevia rebaudiana, two new minor diterpene glycosides having α-glucosyl linkage were isolated besides the known steviol glycosides including stevioside, st...

Mass production of rubusoside using a novel stevioside-specific β-glucosidase from Aspergillus aculeatus.

J. Agric. Food Chem. 60(24) , 6210-6, (2012)

Rubusoside (R) is a natural sweetener and a solubilizing agent with antiangiogenic and antiallergic properties. However, currently, its production is quite expensive, and therefore, we have investigat...