| 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 activity]
[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. |
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