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Ginsenoside Re

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Ginsenoside Re Basic information

Product Name:
Ginsenoside Re
Synonyms:
  • chikusetsusaponinivc
  • b-D-Glucopyranoside, (3b,6a,12b)-20-(b-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl2-O-(6-deoxy-a-L-mannopyranosyl)-
  • (3β,6α,12β)-20-(β-D-Glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
  • DCR-020
  • DCR-020;PANAXOSIDE RE;GINSENOSIDE B2;CHIKUSETSUSAPONIN IVC
  • Ginsenoside Re 52286-59-6
  • ginsenosideb2
  • GINSENOSIDE GINSENOSIDE-RE
CAS:
52286-59-6
MF:
C48H82O18
MW:
947.17
EINECS:
257-814-6
Product Categories:
  • Inhibitors
  • Ginsenoside series
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • The group of Ginsenosides
  • Saponins
Mol File:
52286-59-6.mol
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Ginsenoside Re Chemical Properties

Melting point:
201~203℃
Boiling point:
1011.8±65.0 °C(Predicted)
Density 
1.38±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
pka
12.85±0.70(Predicted)
form 
Solid
color 
White to Off-White
InChIKey
PWAOOJDMFUQOKB-WCZZMFLVSA-N
LogP
4.750 (est)
CAS DataBase Reference
52286-59-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
LY9536700
HS Code 
29389090

MSDS

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Ginsenoside Re Usage And Synthesis

Chemical Properties

White solid

Uses

Ginsenoside Re is an extract from ginger, responsible for some of the pharmacological functions. It displays cardiac contractility, anti-ischemic and anti-arrythmic activities.

Definition

ChEBI: Ginsenoside Re is a ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 6alpha, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 6 and 20 have been converted to the corresponding alpha-L-rhamnopyranosyl-(1->2)-beta-D-glucopyranoside and beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite, an antioxidant, a neuroprotective agent, an anti-inflammatory agent, an antineoplastic agent and a nephroprotective agent. It is a 12beta-hydroxy steroid, a 3beta-hydroxy steroid, a beta-D-glucoside, a ginsenoside, a tetracyclic triterpenoid, a disaccharide derivative and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.

in vivo

Ginsenoside Re reduces insulin resistance in 3T3-L1 adipocytes and high-fat diet (HFD) rats through inhibition of JNK and NF-κB activation[2]. Intraperitoneal injection of lipopolysaccharide (LPS) at a dose of 20 mg/kg is lethal to mice, and 70% to 80% of the mice die within 60 h. However, pretreatment of the mice with Rg1 or Ginsenoside Re increases their survival rates in a dose-dependent manner. With the doses of Rg1 or Ginsenoside Re increase from 2.5 to 5 mg/kg, the survival rate is elevated from 60% to 90% (Rg1) or from 30% to 40% (Ginsenoside Re). All the mice administered Rg1 at a minimal dose of 10 mg/kg are protected from death compared to 80% survival of mice treated with an equal dose of Ginsenoside Re. To protect all the mice, 20 mg/kg Ginsenoside Re is needed. To investigate the anti-inflammatory potential of Rg1 and Ginsenoside Re, 1 mg/kg Rg1 or Ginsenoside Re is injected into rats and then challenged the animals with LPS. The injection procedure itself causes a transient stress-induced increase in body temperature of ~1.2°C in each group. Thereafter, LPS-challenged rats without pretreatment develope a robust biphasic fever, with the first peak reaching ~1.5°C at 2 h and the second peak reaching 1.8°C at 4 h. In contrast, the temperature changes for the Rg1-, Ginsenoside Re-, and TAK-242-treated groups are only 0.9, 1.2, and 0.8°C at 2 h and 1.3, 1.4, and 1.0°C at 4 h, respectively. Pretreatment with Rg1, Ginsenoside Re, or TAK-242 significantly attenuates LPS-induced alterations in body temperature[3].

target

AMPK | TLR | p38MAPK | HO-1 | TNF-α | Potassium Channel | NO | Calcium Channel | ERK | Akt | mTOR | CD4 | Calcium Channel | c-Src | NOS

IC 50

1-40; Aβ1-42; NF-κB; JNK

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