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S3572

Stevioside hydrate

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

Synonym(s):

(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

Empirical Formula (Hill Notation):
C38H60O18 · xH2O
CAS Number:
57817-89-7
Molecular Weight:
804.87 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329824534
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Product Name

Stevioside hydrate, ≥98% (HPLC)

biological source

Stevia sp.

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: 25 mg/mL, clear

storage temp.

2-8°C

SMILES string

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

InChI key

FVECWZKNZGXJJO-QMYNVHDOSA-N

Application

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.

Biochem/physiol Actions

Stevioside hydrate is a diterpene glycoside present in Stevia sp.
Stevioside is a noncaloric natural sweetener, 300 times more potent than sucrose.
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.

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000536823
0000536827
0000536823
0000536827
0000514304

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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
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
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
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Global Trade Item Number

SKUGTIN
S3572-50MG04061836923358
S3572-10MG04061836923334