20(R)-Ginsenoside Rg2

Base Information

• Chemical Name: 20(R)-Ginsenoside Rg2
• CAS No.: 52286-74-5
• Molecular Formula: C₄₂H₇₂O₁₃
• Molecular Weight: 785.026
• Hs Code.: 29389090
• European Community (EC) Number: 683-203-2
• Metabolomics Workbench ID: 122071
• Wikidata: Q104911681
• Mol file: 52286-74-5.mol

Synonyms:ginsenoside Rg2;ginsenoside-Rg2;ginsenoside-Rg2, (3beta,6alpha,12beta,20R)-isomer

Chemical Property of 20(R)-Ginsenoside Rg2

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 187～189℃
• Refractive Index: 1.593
• Boiling Point: 881.04 °C at 760 mmHg
• PKA: 12.85±0.70(Predicted)
• Flash Point: 486.636 °C
• PSA: 218.99000
• Density: 1.301 g/cm³
• LogP: 2.14740
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly, Heated, Sonicated), Pyridine (Slightly, Sonicated)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 9
• Exact Mass: 784.49729235
• Heavy Atom Count: 55
• Complexity: 1390

Purity/Quality:

Ginsenoside Rg2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC=C(C)C)O)C)O)C6(C3C(C(CC6)O)(C)C)C)C)CO)O)O)O)O)O
• 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.
• 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.

Technology Process of 20(R)-Ginsenoside Rg2

There total 4 articles about 20(R)-Ginsenoside Rg2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ginsenoside Re (52286-59-6) → 20(S)-ginsenoside Rg2 (52286-74-5,80952-72-3)

Guidance literature:

With β-glucosidase; at 85 ℃; for 1h; pH=5.5; Enzymatic reaction;

DOI:10.1007/s10600-017-2025-0

Reference yield:

ginsenoside Re (52286-59-6) → ginsenoside F4 + 3β,12β,20,25-tetrahydroxy-dammarane (80952-74-5) + 3β,12β,20,25-tetrahydroxy-dammarane (80952-74-5) + ginsenoside 25-OH-Rg6 + ginsenoside 25-OH-F4 + 20(S)-ginsenoside Rg2 (52286-74-5,80952-72-3) + 6α-O-[α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl]-5R,9R,13R-dammarane-20(21),24(25)-diene-3β,12β-diol + 3β,12β,20-trihydroxy-dammar-24-ene

Guidance literature:

With dodecatungstophosphoric acid hexahydrate; water; at 80 ℃;

DOI:10.1039/c6nj01702a

Reference yield:

→ Ginsenosid Rg(2) (52286-74-5,80952-72-3)

Guidance literature:

Ginsenosid Re (II): part. Hydrolyse;

DOI:10.1248/cpb.22.2407

upstream raw materials:

ginsenoside Re

Refernces

• 1、 Sanada,Kondo,Shoji,et al.. "Studies on the saponins of Ginseng. II. Structures of ginsenoside Re, -Rf and -Rg2". . p. 2407 - 2412. Retrieved 1974.
• 2、 Chen, Guangtong,Yang, Min,Lu, Zhiqiang,Zhang, Jinqiang,Huang, Huilian,Liang, Yan,Guan, Shuhong,Song, Yan,Wu, Lijun,Guo, De-An. "Microbial transformation of 20(S)-protopanaxatriol-type saponins by Absidia coerulea". . p. 1203 - 1206. Retrieved 2008/02/13.