| Identification | More | [Name]
Ginsenoside Rg3 | [CAS]
14197-60-5 | [Synonyms]
20(s)-ginsenoside-rg3
(20S)-PROPANAXADIOL
(3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl 2-o-beta-d-glucopyranosyl-beta-d-glucopyranoside
beta-d-glucopyranoside,(3-beta,12-beta)-12,20-dihydroxydammar-24-en-3-yl2-o-b
dammar-24-ene-12-beta,20-diol,3-beta-((2-o-beta-d-glucopyranosyl-beta-d-gluc
eta-d-glucopyranosyl-
opyransoyl)oxy)-
Dammar-24-ene-12β,20-diol, 3β-[(2-O-β-D-
glucopyranosyl-β-D-glucopyranosyl)oxy]-
Ginsenoside 20(s)-Rg3
(20S)-3β-[[2-O-(β-D-Glucopyranosyl)-β-D-glucopyranosyl]oxy]dammarane-24-ene-12β,20-diol
12β,20-Dihydroxy-5α-dammar-24-en-3β-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
20S-Ginseniside Rg3 | [Molecular Formula]
C41H70O13 | [MDL Number]
MFCD06410950 | [Molecular Weight]
770.99 | [MOL File]
14197-60-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
315-318°C | [Boiling point ]
885.0±65.0 °C(Predicted) | [density ]
1.30 | [storage temp. ]
2-8°C | [solubility ]
DMSO: ≥5mg/mL | [form ]
powder | [pka]
12.85±0.70(Predicted) | [color ]
white to beige | [Optical Rotation]
[α]/D +10 to +20°, c = 1 in methanol | [Detection Methods]
NMR,HPLC | [InChIKey]
RWXIFXNRCLMQCD-JBVRGBGGSA-N | [CAS DataBase Reference]
14197-60-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [RTECS ]
LY9537300 | [HS Code ]
29389090 | [Toxicity]
mouse,LD50,intraperitoneal,1250mg/kg (1250mg/kg),Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 343, 1975. |
| Hazard Information | Back Directory | [Description]
Ginsenosides are pharmacologically active natural constituents of ginseng and other plants of the genus Panax.1 Structurally, they are steroid glycosides derived from the triterpene squalene.1 Ginsenoside Rg3 is a panaxadiol found in white and red P. ginseng.2 This ginsenoside has diverse in vitro and in vivo effects, including anti-cancer, neuroprotective, anti-hypertensive, and anti-inflammatory actions.2,3 Ginsenoside Rg3 induces apoptosis and inhibits angiogenesis in a variety of cancer models.2,4,5 Notably, this ginsenoside can be produced by heating other ginsenosides, leading to elevated levels in steamed or dried ginseng preparations.2,6 | [Uses]
Ginsenoside Rg3 shows a synergistic antitumor effect with cisplatin in cisplatin-resistant bladder tumor cell lines and is considered to be an anti-tumor agent. | [Definition]
ChEBI: (20S)-ginsenoside Rg3 is a ginsenoside found in Panax ginseng and Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy group at position 3 has been converted to the corresponding beta-D-glucopyranosyl-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as an apoptosis inducer, an antineoplastic agent, a plant metabolite and an angiogenesis modulating agent. It is a ginsenoside, a tetracyclic triterpenoid and a glycoside. It is functionally related to a (20S)-protopanaxadiol. It derives from a hydride of a dammarane. | [Biochem/physiol Actions]
Ginsenoside Rg3 is a natural product isolated from Panax ginseng. Similar to other ginsenosides it exhibits cardio protective effects. Ginsenoside Rg3 enhances cardiac, hERG (IKr) and KCNQ (Iks), channel currents by interaction with the channel pore entryway. It also inhibits the palmitate-induced apoptosis of MIN6N8 mouse insulinoma beta-cells through modulating p44/42 MAPK activation. Ginsenoside Rg3 increases the level of the transcription factor Nrf2 and induces the mRNA levels of multidrug resistance-associated protein (Mrp) 1 and Mrp3. Rg3 modulate neuroinflammation by attenuating the activation of microglia in response to systemic LPS treatment. It activates AMPK in HepG2 cells and reduces the lipid accumulation thereby decreasing the risk of cardiovascular disease due to dyslipidemia. | [Synthesis]
1. Accurately weigh 10 mg of ginsenoside Rd and dispense into five 2 mL cold sterile vials and seal (using screw plugs and silica gel rings).
2. Place the vials containing the sample in a 125 ml glass bottle.
3. Place the above glass vials in a sterilizer (SANYO autoclave, model MLS-3780) and steam treat at 120°C for 2 hours at a pressure of 0.13-0.15 MPa.
4. After 2 hours, one of the samples was removed and the rest of the samples were continued to be steam treated under the same temperature and pressure conditions.
5. The above steps were repeated and the samples were removed at 2 h, 4 h, 6 h, 8 h and 10 h to obtain the treatment products at different time points.
6. Ginsenosides Rd, Rg3-S and Rg3-R were analyzed using HPLC and the results were recorded in Table 2. | [in vivo]
Ginsenoside Rg3 ((20S)-Rg3) is an Aβ-lowering Natural Compound. APP/PS1 mice are treated with Ginsenoside Rg3 once a day for 4 weeks by intraperitoneal injection (10 mg/kg/day). Aβ ELISA analysis of brain tissues reveal that Ginsenoside Rg3 treatment results in a significant reduction of Aβ40 and Aβ42 in the brain[4]. | [IC 50]
Na+ channel: 32.2 μM (IC50); hKv1.4 channel: 32.6 μM (IC50); p65; COX-2; Aβ40; Aβ42 | [References]
[1] Patent: KR2018/76498, 2018, A. Location in patent: Paragraph 0029; 0031-0043 |
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