39262-14-1

Usage

Uses

Used in Pharmaceutical Industry:
(20S)-20-(β-D-Glucopyranosyloxy)dammara-24-ene-3β,12β-diol is used as a pharmaceutical compound for its potential therapeutic applications. It has been reported to exhibit anti-cancer properties, making it a candidate for the development of new cancer treatments.
Used in Cosmetic Industry:
In the cosmetic industry, (20S)-20-(β-D-Glucopyranosyloxy)dammara-24-ene-3β,12β-diol is used as an active ingredient for its anti-wrinkle effects, contributing to the development of anti-aging skincare products.
Used in Research Applications:
(20S)-20-(β-D-Glucopyranosyloxy)dammara-24-ene-3β,12β-diol is also utilized in research settings as a reference substance for studying its biological activities and potential interactions with various cellular pathways, which can lead to the discovery of new therapeutic targets and applications.

Properties

Ginsenoside CK is a white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from ginseng rhizome, Gynostemma pentaphyllum.

Pharmacological action

Ginsenoside CK is the main metabolite of protopanaxadiol saponins in human intestinal tract. Studies have shown that the pharmacological activities of ginsenosides are mainly mediated through its metabolic component CK, and CK has a variety of pharmacological activities, such as anti-inflammatory, anti-tumor, anti-allergic, anti-diabetic, hepatoprotective, neuroprotective, and cardiovascular protection.

InChI:InChI=1/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1

Upstream product

• 11021-13-9 ginsenoside Rb₂ 
• 41753-43-9 Ginsenoside Rb₁ 

Relevant academic research and scientific papers

Rational design of a β-glycosidase with high regiospecificity for triterpenoid tailoring

Triterpenoids with desired glycosylation patterns have attracted considerable attention as potential therapeutics for inflammatory diseases and various types of cancer. Sugar-hydrolyzing enzymes with high substrate specificity would be far more efficient than other methods for the synthesis of such specialty triterpenoids, but they are yet to be developed. Here we present a strategy to rationally design a β-glycosidase with high regiospecificity for triterpenoids. A β-glycosidase with broad substrate specificity was isolated, and its crystal structure was determined at 2.0 ? resolution. Based on the product profiles and substrate docking simulations, we modeled the substrate binding modes of the enzyme. From the model, the substrate binding cleft of the enzyme was redesigned in a manner that preferentially hydrolyzes glycans at specific glycosylation sites of triterpenoids. The designed mutants were shown to produce a variety of specialty triterpenoids with high purity.

Biotransformation of saponins by endophytes isolated from Panax notoginseng

The biotransformation of the major saponins in Panax notoginseng, including the ginsenosides Rg1, Rh1, Rb1, and Re, by endophytes isolated from P. notoginseng was studied. One hundred and thirty-six endophytes were isolated and screened for their biotransformational abilities. The results showed that five of the tested endophytes were able to transform these saponins. These five strains were identified based on their ITS or 16S rDNA sequences, which revealed that they belonged to the genera Fusarium, Nodulisporium, Brevundimonas, and Bacillus genera. Ten transformed products were isolated and identified, including a new compound 6-O-[α-L-rhamnopyranosyl-(1→2)-β-D- glucopyranosyl]-20-O-β-D-glucopyranosyldammarane-3,6,12,20,24,25-hexaol (3), and nine known compounds, compound K (1), ginsenoside F2 (2), vinaginsenoside R13 (4), vinaginsenoside R22 (5), pseudo-ginsenoside RT4 (6), (20S)-protopanaxatriol (7), ginsenoside Rg1 (8), vinaginsenoside R15 (9), and (20S)-3-O-β-D-glucopyranosyl-6-O-β-D-glucopyranosylprotopanaxatriol (10). This is the first study on the biotransformation of chemical components in P. notoginseng by endophytes isolated from the same plant. Copyright