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52286-74-5

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52286-74-5 Usage

Description

Ginsenosides are pharmacologically active natural compounds from ginseng and other plants of the genus Panax. Structurally, they are steroid glycosides derived from the triterpene squalene. Ginsenoside Rg2 is a protopanaxatriol that is more abundant in some Panax species (e.g., white and red P. ginseng) than others. This ginsenoside and its metabolites have diverse in vitro and in vivo effects, including neuroprotective, anti-inflammatory, and anti-diabetic actions. It also protects against DNA damage and apoptosis induced by ultraviolet light. Notably, this ginsenoside is increased by the metabolism of other bioactive ginsenosides during the steaming or heating of plant materials, particularly in P. quinquefolium.

Chemical Properties

White solid

Uses

20(S)-Ginsenoside Rg2 is used as an aldose reductase inhibitor and my exert anti-inflammatory and immunomodulatory activity. It exists as a bioactive metabolite of the ginsenoside component of Panax ginseng.

Check Digit Verification of cas no

The CAS Registry Mumber 52286-74-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,2,8 and 6 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 52286-74:
(7*5)+(6*2)+(5*2)+(4*8)+(3*6)+(2*7)+(1*4)=125
125 % 10 = 5
So 52286-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C42H72O13/c1-20(2)11-10-14-42(9,51)22-12-16-40(7)28(22)23(44)17-26-39(6)15-13-27(45)38(4,5)35(39)24(18-41(26,40)8)53-37-34(32(49)30(47)25(19-43)54-37)55-36-33(50)31(48)29(46)21(3)52-36/h11,21-37,43-51H,10,12-19H2,1-9H3/t21-,22-,23+,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1

52286-74-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name ginsenoside Rg2

1.2 Other means of identification

Product number -
Other names Ginsenoside 20(s)-Rg2

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52286-74-5 SDS

52286-74-5Upstream product

52286-74-5Downstream Products

52286-74-5Relevant articles and documents

Chemical transformation of ginsenoside Re by a heteropoly acid investigated using HPLC-MS: N/HRMS

Xiu, Yang,Zhao, Huanxi,Gao, Yue,Liu, Wenlong,Liu, Shuying

, p. 9073 - 9080 (2016)

The potential of heteropoly acid H3PW12O40 to catalyze the chemical transformation of ginsenoside Re into rare ginsenosides was explored. This homogeneous catalyst can be recycled by extraction with diethyl ether. Eight resulting products were separated and identified through a developed high-performance liquid chromatography coupled with multistage tandem mass spectrometry and high-resolution mass spectrometry (HPLC-MSn/HRMS) method. Multistage tandem mass spectrometry was employed to trace the source of fragments and determine fragmentation pathways. Also, high-resolution mass spectrometry was used for the accurate structural elucidation of fragments. Ginsenosides 25-OH-Rg6 and 25-OH-F4, consisting of the aglycone structures of 3β, 12β, 25-trihydroxy-dammar-20 (21/22)-ene , were obtained via chemical transformation for the first time. Chemical transformation pathways of ginsenoside Re were summarized, which involved deglycosylation, hydration, dehydration, and epimerization reactions. A carbenium ion mechanism was further employed to elucidate each transformation process, and the stability of carbenium ions was supposed to be responsible for the reaction pathways and selectivity.

Biotransformation of Ginsenosides Re and Rg1 into Rg2 and Rh1 by Thermostable β-Glucosidase from Thermotoga thermarum

Pei, Jianjun,Wu, Tao,Yao, Tao,Zhao, Linguo,Ding, Gang,Wang, Zhenzhong,Xiao, Wei

, p. 472 - 477 (2017)

The recombinant thermostable β-glucosidase from Thermotoga thermarum DSM 5069T exhibited high selectivity to catalyze the conversion of ginsenoside Re and Rg1 to the more pharmacologically active minor ginsenoside Rg2 and Rh1, respectively. At a concentration of 1.36 U/mL of the enzyme, a temperature of 85°C, and pH 5.5, 10 g/L ginsenoside Re was transformed into 8.02 g/L Rg2 within 60 min, and 2 g/L ginsenoside Rg1 was transformed into 1.56 g/L Rh1 within 60 min. This paper provides the first report on the production of ginsenoside Rg2 and Rh1 by a highly thermostable β-glucosidase.

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