68406-26-8

Basic information

• Product Name: Ginsenoside Rb3
• Synonyms: glucopyranosyl)oxy)-12-hydroxydammar-24-en-20-yl6-o-beta-d-xylopyranosyl-;Ginsenoside Rb3 (CAS#68403-26-8);Gypenoside IV;hydroxydammar-24-en-20-yl6-O-β-D-;xylopyranosyl-;β-D-Glucopyranoside, (3β,12β)-3-[(2-O-β-D-;[3β-[[2-O-(β-D-Glucopyranosyl)-β-D-glucopyranosyl]oxy]-12β-hydroxy-5α-dammar-24-en-20-yl]6-O-(β-D-xylopyranosyl)-β-D-glucopyranoside;GINSENOSIDE Rb3(SH)
• CAS NO: 68406-26-8
• Molecular Formula: C₅₃H₉₀O₂₂
• Molecular Weight: 1079.27
• Product Categories: Ginsenoside series;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 68406-26-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 193～195℃
• Boiling Point: 1125.1 °C at 760 mmHg
• Flash Point: 634.2 °C
• Appearance: /
• Density: 1.42 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
• PKA: 12.85±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: Ginsenoside Rb3(CAS DataBase Reference)
• NIST Chemistry Reference: Ginsenoside Rb3(68406-26-8)
• EPA Substance Registry System: Ginsenoside Rb3(68406-26-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: LZ5857000
• Hazardous Substances Data: 68406-26-8(Hazardous Substances Data)

Usage

Description

Ginsenoside Rb3 is a naturally occurring compound found in the genus Panax, commonly known as ginseng. It is a triterpenoid saponin with various biological activities and potential health benefits. Ginsenoside Rb3 has been studied for its effects on cellular processes and its potential role in the treatment of certain conditions.

Uses

Used in Pharmaceutical Applications:
Ginsenoside Rb3 is used as a therapeutic agent for its anti-inflammatory and neuroprotective properties. It inhibits the upregulation of phospho-IκB-α and the nuclear translocation of NF-κB subunit p65 induced by glucose deprivation followed by reperfusion, which can help in protecting cells from damage and reducing inflammation.
Used in Neuroprotection:
Ginsenoside Rb3 is used as a neuroprotective agent to safeguard neurons from damage caused by various stressors, such as glucose deprivation and reperfusion. Its ability to modulate cellular processes and protect cells makes it a promising candidate for the treatment of neurodegenerative diseases and conditions involving neuronal damage.
Used in Anti-inflammatory Applications:
Ginsenoside Rb3 is used as an anti-inflammatory agent due to its ability to inhibit the activation of NF-κB, a key transcription factor involved in the regulation of inflammatory responses. This property makes it a potential candidate for the treatment of inflammatory diseases and conditions where excessive inflammation is a contributing factor.

InChI:InChI=1/C53H90O22/c1-8-23(2)10-9-15-53(7,75-48-44(67)40(63)38(61)31(72-48)22-69-46-42(65)35(58)28(57)21-68-46)25-13-16-52(6)24-11-12-32-50(3,4)33(14-17-51(32,5)26(24)18-27(56)34(25)52)73-49-45(41(64)37(60)30(20-55)71-49)74-47-43(66)39(62)36(59)29(19-54)70-47/h10,24-49,54-67H,8-9,11-22H2,1-7H3/b23-10+/t24?,25?,26?,27-,28+,29+,30+,31+,32?,33?,34?,35-,36+,37+,38+,39-,40+,41-,42+,43+,44+,45+,46-,47-,48-,49-,51+,52+,53+/m0/s1

Upstream product

• 88156-44-9 malonyl-ginsenoside Rb₂ 
• 1346522-90-4 (20S)-3-O-{β-D-6-O-[(E)-but-2-enoyl]glucopyranosyl-(1->2)-β-D-glucopyranosyl}-20-O-[α-L-arabinopyranosyl-(1->6)-β-D-glucopyranosyl]protopanaxadiol 

Downstream Products

• 364779-15-7 ginsenoside Rk₃ 
• 62025-49-4 ginsenoside F₂ 
• 39262-14-1 compound K 
• 52705-93-8 ginsenoside Rd 
• 6892-79-1 protopanaxadiol 

Relevant articles and documents

Synthetic access toward the diverse ginsenosides

All the possible types of the protopanaxatriol and protopanaxadiol glycosides, the major active yet extremely heterogeneous principles of ginsengs, could be accessed by the present sequence of transformations, including global removal of the sugar residue

Purification and characterization of ginsenoside Ra-hydrolyzing beta-D-xylosidase from Bifidobacterium breve K-110, a human intestinal anaerobic bacterium.

Beta-D-Xylosidase (EC 3.2.1.37) has been purified from ginsenoside Ra-metabolizing Bifidobacterium breve K-110, which was isolated from human intestinal microflora. beta-D-Xylosidase was purified to apparent homogeneity by a combination of ammonium sulfate precipitation, QAE-cellulose, butyl-toyopearl, hydroxyapatit and Q-Sepharose column chromatographies with the final specific activity of 51.8 micromol/min/mg. Molecular weight of beta-D-xylosidase is 49 kDa by SDS-PAGE and gel filtration, which consisted of a single subunit. beta-D-Xylosidase showed optimal activity at pH 5.0 and 37 degrees C. The purified enzyme was potently inhibited by PCMS. beta-D-Xylosidase acted to the greatest extent on p-nitrophenyl-beta-D-xylopyranoside, followed by ginsenoside Ra1 and ginsenoside Ra2. This enzyme hydrolyzed xylan to xylose, but did not act on p-nitrophenyl-beta-glucopyranoside, p-nitrophenyl-beta-galactopyranoside or p-nitrophenyl-beta-D-fucopyranoside. These findings suggest that this is the first reported purification of ginsenoside-hydrolyzing beta-D-xylosidase from an anaerobic Bifidobacterium sp.

Chemical studies on crude drug processing. VI. (1)) Chemical structures of malonyl-Ginsenosides Rb1, Rb2, Rc, and Rd isolated from the root of Panax ginseng C.A. Meyer

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