Ginsenoside Rd CAS 52705-93-8

Introduction：Basic information about Ginsenoside Rd CAS 52705-93-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Ginsenoside Rd Basic information

• Product Name: Ginsenoside Rd
• Synonyms: 2-o-beta-d-glucopyranosyl-(3beta,12beta)-20-(beta-d-glucopyranosyloxy)-12-hydroxydammara-24-en-3-yl-beta-d-glucopyranoside;GINSENOSIDE RD;beta-d-glucopyranoside,(3-beta,12-beta)-20-(beta-d-glucopyranosyloxy)-12-hydro;(3β,12β)-20-(β-D-Glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside;Ginsenoside Rd 52705-93-8;b-D-Glucopyranoside, (3b,12b)-20-(b-D-glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl 2-O-b-D-glucopyranosyl-;xydammar-24-en-3-yl2-o-beta-d-glucopyranosyl-;GINSENOOSIDERD
• CAS: 52705-93-8
• MF: C48H82O18
• MW: 947.15
• EINECS: 258-118-5
• Product Categories: Inhibitors;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Ginsenoside series;chemical reagent;pharmaceutical intermediate;phytochemical;The group of Ginsenosides;Saponins
• Mol File: 52705-93-8.mol

Ginsenoside Rd Chemical Properties

• Melting point: 204～206℃
• Boiling point: 1015.6±65.0 °C(Predicted)
• density: 1.38±0.1 g/cm3(Predicted)
• storage temp.: Inert atmosphere,2-8°C
• solubility: DMSO (Slightly), Methanol (Slightly)
• pka: 12.85±0.70(Predicted)
• form: Solid
• color: White to Off-White
• Stability: Hygroscopic
• Cosmetics Ingredients Functions: ANTIOXIDANT
• InChIKey: FBFMBWCLBGQEBU-FIKSETHBNA-N
• LogP: 3.110 (est)
• CAS DataBase Reference: 52705-93-8(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 22
• Safety Statements: 2-45
• WGK Germany: 3
• HS Code: 29389090

Ginsenoside Rd Usage And Synthesis

Description

Ginsenosides are pharmacologically active natural constituents of ginseng and other plants of the genus Panax. Structurally, they are steroid glycosides derived from the triterpene squalene. Ginsenoside Rd is a protopanaxadiol which is more abundant in some Panax species (e.g., P. quinquefolium) than others. This ginsenoside has diverse in vitro and in vivo effects, including cardioprotective, neuroprotective, and anti-inflammatory actions. Notably, ginsenoside Rd is converted to other ginsenosides in response to steaming or heating plant materials, leading to loss of these activities.

Chemical Properties

White to off-white crystals powder

Uses

Ginsenoside RD has been shown to attenuate tau protein phosphorylation via the PI3K/AKT/GSK-3β pathway after forebrain ischemia. This could be used to counter the risk of developing post-stroke dementia.

Definition

ChEBI: Ginsenoside Rd is a ginsenoside found in Panax ginseng and Panax japonicus var. major that is (20S)-ginsenoside Rg3 in which the hydroxy group at position 20 has been converted to its beta-D-glucopyranoside. It has a role as a vulnerary, a neuroprotective agent, an apoptosis inducer, an anti-inflammatory drug, an immunosuppressive agent and a plant metabolite. It is a ginsenoside, a beta-D-glucoside and a tetracyclic triterpenoid. It is functionally related to a (20S)-ginsenoside Rg3.

in vivo

Ginsenosides Rd is a major compound isolated from Gynostemma pentaphyllum that holistically improves gut microenvironment and induces anti-polyposis in Apc^Min/+ mice. Six-weeks-old mice are subjected to Ginsenoside Rd treatment, before the appearance of the intestinal polyps. All the mice are monitored for food intake, water consumption, and weight changes. Throughout the experiment, no Rb3/ Ginsenoside Rd-associated weight loss in mice is observed. In addition, none of the treated mice show variations in food and water consumption. Whereas, the number and size of the polyps are effectively reduced by Ginsenoside Rd treatments^[3].

IC 50

NF-κB: 12.05 μM (IC₅₀, in HepG2 cells); COX-2; L-type calcium channel; CYP2D6: 58 μM (IC₅₀); CYP1A2: 78.4 μM (IC₅₀); CYP3A4: 81.7 μM (IC₅₀); CYP2C9: 85.1 μM (IC₅₀)

References

[1] CHIEH-FU CHEN  Jun tian Z  Wen fei Chiou. Comparison of the pharmacological effects of Panax ginseng and Panax quinquefolium[J]. Acta Pharmacologica Sinica, 2008, 29 9: 1103-1108. DOI: 10.1111/j.1745-7254.2008.00868.x
[2] YANG WANG. Ginsenoside Rd attenuates myocardial ischemia/reperfusion injury via Akt/GSK-3β signaling and inhibition of the mitochondria-dependent apoptotic pathway.[J]. PLoS ONE, 2013: e70956. DOI: 10.1371/journal.pone.0070956
[3] X. LIU. Ginsenoside-Rd improves outcome of acute ischaemic stroke – a randomized, double-blind, placebo-controlled, multicenter trial[J]. European Journal of Neurology, 2012, 19 6: 855-863. DOI: 10.1111/j.1468-1331.2011.03634.x
[4] SEOK BEAN SONG. Inhibition of TNF-α-mediated NF-κB Transcriptional Activity in HepG2 Cells by Dammarane-type Saponins from Panax ginseng Leaves.[J]. Journal of Ginseng Research, 2012, 36 2: 146-152. DOI: 10.5142/jgr.2012.36.2.146