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SML0184

Sigma-Aldrich

Ginsenosid Rg3

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C42H72O13
CAS-Nummer:
14197-60-5
Molekulargewicht:
785.01
MDL-Nummer:
MFCD06410950
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825213
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D +10 to +20°, c = 1 in methanol

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

DMSO: ≥5 mg/mL

Lagertemp.

2-8°C

SMILES String

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

InChIKey

RWXIFXNRCLMQCD-JBVRGBGGSA-N

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Anwendung

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.

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Ginsenosid Rg1 primary reference standard

00370580

Ginsenosid Rg1

Ginsenosid Rd analytical standard

Supelco

01518

Ginsenosid Rd

Ginsenosid Rk1 analytical standard

Supelco

42754

Ginsenosid Rk1

Ginsenosid Rg2 analytical standard

Supelco

08171

Ginsenosid Rg2

Ginsenoside-Rb1 from Panax ginseng (Korean ginseng) root ≥98% (HPLC), triterpenoid saponin

Sigma-Aldrich

G0777

Ginsenoside-Rb1 from Panax ginseng (Korean ginseng) root

Ginsenosid C-K phyproof® Reference Substance

PHL80461

Ginsenosid C-K

Ginsenosid Rh1 analytical standard

Supelco

56805

Ginsenosid Rh1

Ginsenosid Rh2 phyproof® Reference Substance

PHL89683

Ginsenosid Rh2

Drug-mediated shortening of action potentials in LQTS2 human induced pluripotent stem cell-derived cardiomyocytes
Duncan G, et al.
Stem Cells and Development, 26(23), 1695-1705 (2017)
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
Sang Il Gum et al.
Oxidative medicine and cellular longevity, 2013, 957947-957947 (2013-06-15)
Previously, we found that Korean red ginseng suppressed acetaminophen (APAP)-induced hepatotoxicity via alteration of its metabolic profile involving GSTA2 induction and that ginsenoside Rg3 was a major component of this gene induction. In the present study, therefore, we assessed the
Lin-Hu Quan et al.
Applied microbiology and biotechnology, 94(2), 377-384 (2012-01-18)
Microbacterium esteraromaticum was isolated from ginseng field. The β-glucosidase gene (bgp1) from M. esteraromaticum was cloned and expressed in Escherichia coli BL21 (DE3). The bgp1 gene consists of 2,496 bp encoding 831 amino acids which have homology to the glycosyl hydrolase
Chang Ki Lee et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(7), 2565-2574 (2012-01-24)
The clinical use of cisplatin (cis-diamminedichloroplatinum II) has been limited by the frequent emergence of cisplatin-resistant cell populations and numerous other adverse effects. Therefore, new agents are required to improve the therapy and health of cancer patients. Oral administration of
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