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Rubusoside

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-R4002

  • Specification : 98%(HPLC)

  • CAS number : 64849-39-4

  • Formula : C32H50O13

  • Molecular Weight : 642.73

  • PUBCHEM ID : 24721373

  • Volume : 25mg

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Catalogue Number

BF-R4002

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

642.73

Appearance

White crystal

Botanical Source

Stevia rebaudiana

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)OC5C(C(C(C(O5)CO)O)O)O)(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O

Synonyms

Rubusoside/1-O-[(5β,8α,9β,10α,13α)-13-(β-D-Glucopyranosyloxy)-18-oxokaur-16-en-18-yl]-β-D-glucopyranose/1-O-[(5β,8α,9β,10α,13α)-13-(β-D-Glucopyranosyloxy)-19-oxokaur-16-en-19-yl]-β-D-glucopyranose/rubescensin a(rg)

IUPAC Name

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-5,9-dimethyl-14-methylidene-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Applications

Rubusoside is a natural sweetener and a solubilizing agent with antiangiogenic and antiallergic properties. Rubusoside is an excellent solubilizing agent. It can enhance the solubility of a number of pharmaceutically important compounds, such as liquiritin, teniposide, curcumin, and etoposide.

Density

1.5±0.1 g/cm3

Solubility

Methanol; Water; DMSO

Flash Point

251.9±27.8 °C

Boiling Point

802.5±65.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(41)44-26-24(39)22(37)20(35)16(12-33)42-26)19(31)6-10-32(15,14-31)45-27-25(40)23(38)21(36)17(13-34)43-27/h16-27,33-40H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1

InChl Key

YWPVROCHNBYFTP-OSHKXICASA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:64849-39-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31174796

Abstract

Enzyme specificity and particularity is needed not only in enzymatic separation methods, but also in enzymatic determination methods for plant compound extraction. Stevioside, rubusoside, and rebaudioside A are natural sweet compounds from plants. These compounds have the same skeleton and only contain different side-chain glucosyl groups, making them difficult to separate. However, enzymes that target diterpenoid compounds and show specific activity for side-chain glucosyl groups are rare. Herein, we report the identification and characterization of an enzyme that can target both diterpenoid compounds and sophorose, namely, β-glucosidase SPBGL1 from Sphingomonas elodea ATCC 31461. SPBGL1 displayed high specificity toward sophorose, and activity toward stevioside, but not rebaudioside A. The stevioside conversion rate was 98%. SPBGL1 also operated at high substrate concentrations, such as in 50% crude steviol glycoside extract. Glucose liberated from stevioside was easy to quantify using the glucose oxidase method, allowing the stevioside content to be determined.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Enzymatic determination method; Plant content measurement; Stevioside; β-Glucosidase

Title

Highly specific sophorose β-glucosidase from Sphingomonas elodea ATCC 31461 for the efficient conversion of stevioside to rubusoside.

Author

Lan Q1, Tang T1, Yin Y1, Qu X1, Wang Z1, Pang H2, Huang R1, Du L3.

Publish date

2019 Oct 15

PMID

31069354

Abstract

Diabetes is one of the most severe chronic diseases worldwide. It is widely accepted that apoptosis of the pancreatic beta cell is an important cause for the induction of hyperglycemia and high levels of free fatty acids (FFAs), also called lipotoxicity associated with pancreatic beta cell dysfunction. Lipotoxicity has been proven to be an important pathogenic factor of diabetes. However, until now, the mechanism of FFA-induced lipotoxicity in INS-1 cells has not been fully understood. Current anti-diabetic drugs that protect islet cells are often toxic to healthy cells, resulting in negative side effects. Thus, there is an urgent need to identify more effective and safer anti-diabetic agents to protect pancreatic islet cells. Rubusoside (RUB) is a major ingredient in the leaves of Rubus suavissimus S. Lee, which decreases blood glucose levels by protecting pancreatic islet cells. However, the exact mechanism of this effect is unknown. In this study, metabolomics experiments based on UPLC-Q/TOF MS characterized a total of 15 metabolites as potential biomarkers associated with lipotoxicity induced by palmitic acid in INS-1 cells. According to the metabolic pathway analysis, pentose and glucuronate interconversions, and glycerophospholipid metabolism were recognized as the most influenced metabolic pathways associated with lipotoxicity. Unexpectedly, deviations of 14 metabolites in lipotoxic INS-1 cells were regulated by RUB, suggesting synergistic mediation of the abnormal metabolic pathways. The metabolomics strategy based on UPLC/Q-TOF MS analysis provides a new insight into the mechanisms of lipotoxicity induced by palmitic acid and the anti-lipotoxic activity of RUB in INS-1 cells.

Title

Metabolomics analysis of the protective effect of rubusoside on palmitic acid-induced lipotoxicity in INS-1 cells using UPLC-Q/TOF MS.

Author

Zheng H1, Wu J2, Huang H3, Meng C1, Li W1, Wei T2, Su Z2.

Publish date

2019 Jun 1;

PMID

29885474

Title

Diterpenoid UDP-Glycosyltransferases from Chinese Sweet Tea and Ashitaba Complete the Biosynthesis of Rubusoside.

Author

Sun Y1, Chen Z2, Li J3, Li J1, Lv H1, Yang J4, Li W4, Xie D4, Xiong Z1, Zhang P3, Wang Y5.

Publish date

2018 Oct 8