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Merck

S3572

Sigma-Aldrich

Stevioside

from Stevia sp., ≥98% (HPLC), powder, p-aminohippurate transepithelial transport inhibitor

Sinónimos:

(4α-13-[(2-O-β-D-Glucopyranosyl-β-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid β-D-glucopyranosyl ester

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About This Item

Fórmula empírica (notación de Hill):
C38H60O18 · xH2O
Número de CAS:
Peso molecular:
804.87 (anhydrous basis)
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

product name

Stevioside, ≥98% (HPLC)

origen biológico

Stevia sp.

Análisis

≥98% (HPLC)

formulario

powder

color

white

solubilidad

DMSO: 25 mg/mL, clear

temp. de almacenamiento

2-8°C

cadena SMILES

O.C[C@@]12CCC[C@](C)(C1CC[C@]34CC(=C)[C@](CCC23)(C4)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(=O)O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O

InChI

1S/C38H60O18.H2O/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(50)55-32-29(49)26(46)23(43)18(13-40)52-32)21(37)6-10-38(16,15-37)56-33-30(27(47)24(44)19(14-41)53-33)54-31-28(48)25(45)22(42)17(12-39)51-31;/h17-33,39-49H,1,4-15H2,2-3H3;1H2/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33+,35-,36-,37-,38+;/m1./s1

Clave InChI

FVECWZKNZGXJJO-QMYNVHDOSA-N

Aplicación

Stevioside hydrate has been used as a standard in high performance liquid chromatography (HPLC) for quantification of steviol glycosides.
Stevioside-induced ROS-mediated apoptosis was studied in human breast cancer cells.

Acciones bioquímicas o fisiológicas

Stevioside hydrate is a diterpene glycoside present in Stevia sp.
Stevioside is a noncaloric natural sweetener, 300 times more potent than sucrose. It inhibits transepithelial transport of p-aminohippurate (PAH) by interfering with the organic anion transport system. At 0.5-1 mM, it showed no interaction with any organic anion transporters (OAT).
Stevioside reportedly has genotoxic effects in cultured mammalian cells.

Nota de preparación

Stevioside solutions should be prepared in DMSO. Highly pure stevioside has very poor water solubility.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves


Certificados de análisis (COA)

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Tadamasa Terai et al.
Chemical & pharmaceutical bulletin, 50(7), 1007-1010 (2002-07-20)
Stevioside is natural non-caloric sweetner isolated from Stevia rebaudiana BERTONI, which has been used as a non-caloric sugar substitute in Japan. Pezzuto et al. demonstrated that steviol shows a dose-dependent positive response in forward mutation assay using Salmonella typhimurium TM677
M Matsui et al.
Mutagenesis, 11(6), 573-579 (1996-11-01)
Stevioside, a constituent of Stevia rebaudiana, is commonly used as a non-caloric sugar substitute in Japan. The genetic toxicities of stevioside and its aglycone, steviol, were examined with seven mutagenicity tests using bacteria (reverse mutation assay, forward mutation assay, umu
Evaluation of the euglycemic effect of oral administration of S. rebaudiana B. cultivated in Mexico in normoglycemic and induced-diabetic rats
Irma AG, et al.
International journal of environment, agriculture and biotechnology, 2(1) null
Determination of rebaudioside A and Stevioside in leaves of S. rebaudiana Bertoni grown in Mexico by a validated HPLC method
Aranda-Gonzalez I, et al.
American Journal of Analytical Chemistry, 6(11), 878-878 (2015)
J M Pezzuto et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(8), 2478-2482 (1985-04-01)
Stevioside, a constituent of Stevia rebaudiana, is commonly used as a noncaloric sugar substitute in Japan. Consistent with reports in the literature, we have found that stevioside is not mutagenic as judged by utilization of Salmonella typhimurium strain TM677, either

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