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SML0184

Sigma-Aldrich

Ginsenoside Rg3

≥98% (HPLC)

Synonyme(s) :

(3β,12β)-12,20-Dihydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside, 20(S)-Ginsenoside-Rg3, Rg3

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About This Item

Formule empirique (notation de Hill):
C42H72O13
Numéro CAS:
14197-60-5
Poids moléculaire :
785.01
Numéro MDL:
MFCD06410950
Code UNSPSC :
12352200
ID de substance PubChem :
329825213
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D +10 to +20°, c = 1 in methanol

Conditions de stockage

desiccated

Couleur

white to beige

Solubilité

DMSO: ≥5 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

C\C(C)=C\CC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]3[C@@]4(C)CC[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]4CC[C@@]23C

InChI

1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1

Clé InChI

RWXIFXNRCLMQCD-JBVRGBGGSA-N

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Application

Ginsenoside Rg3 has been used to investigate its modulatory effects on delayed rectifier potassium current (IKr) channels in long QT syndrome (LQTS)2-human induced pluripotent stem cells (hiPSC-CMs).
Ginsenoside Rg3 may be used in cell signaling studies.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Seohyun Lee et al.
International journal of molecular sciences, 13(5), 5729-5739 (2012-07-04)
Cardiovascular disease (CVD) is one of the main causes of mortality worldwide, and dyslipidemia is a major risk factor for CVD. Ginseng has been widely used in the clinic to treat CVD. Ginsenoside Rg3, one of the major active components
Xue-Yang Pan et al.
European journal of pharmacology, 683(1-3), 27-34 (2012-03-20)
Ginsenoside Rg3 (Rg3), one of the bioactive extracts found in ginseng root, was reported to have anti-cancer activity in various cancer models. The anti-proliferation effect of Rg3 on prostate cancer cells has been well reported. To test whether Rg3 has
Jin-Kwang Kim et al.
Food chemistry, 141(2), 1369-1377 (2013-06-26)
The ginsenoside Rg3(S), which is one of the exceptional components of Korean red ginseng extract, has been known to have anti-cancer, anti-metastatic, and anti-obesity effects. An enzymatic bioconversion method was developed to obtain the ginsenoside Rg3(S) with a high specificity
Xiaojie Wei et al.
Fitoterapia, 83(4), 636-642 (2012-02-09)
Ginsenoside Rg3 is one of the active ingredients isolated from Panax ginseng C.A. Meyer. Previous investigation demonstrated that Rg3 was stereospecific in promotion of the immune response. The present study was designed to evaluate Rg3 and its epimers, 20(R)-Rg3 and
J-P Liu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(10), 3388-3396 (2012-07-24)
The purpose of this study is to investigate the potential subchronic toxicity of 20(S)-Ginsenoside Rg3(Rg3), by a 26-week repeated intramuscular administration in rats. Rg3 was administrated to rats at dose levels of 0, 4.2, 10.0 or 20.0 mg/kg/day. There was
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