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
• 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

Properties

• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves