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Ginsenoside Rh2

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Ginsenoside Rh2 Basic information

Product Name:
Ginsenoside Rh2
Synonyms:
  • b-D-Glucopyranoside, (3b,12b)-12,20-dihydroxydaMMar-24-en-3-yl
  • (3β,12β)-12,20-Dihydroxydammar-24-en-3-yl-β-D-glucopyranoside
  • Ginsenoside Rh2, 20(S)-
  • (3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl beta-d-glucopyranoside
  • GINSENOSIDE RH2
  • dihydroxydammar-24-en-3-yl
  • β-D-Glucopyranoside, (3β,12β)-12,20-
  • R-form-Ginsenoside Rh2
CAS:
78214-33-2
MF:
C36H62O8
MW:
622.88
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors
  • Ginsenoside series
  • 78214-33-2
Mol File:
78214-33-2.mol
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Ginsenoside Rh2 Chemical Properties

Melting point:
139-144 °C
Boiling point:
726.4±60.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMF: 10 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
pka
12.91±0.70(Predicted)
form 
Solid
color 
White
InChIKey
CKUVNOCSBYYHIS-IRFFNABBSA-N
LogP
5.620 (est)
CAS DataBase Reference
78214-33-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
RTECS 
LZ5776539
HS Code 
29389090
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Ginsenoside Rh2 Usage And Synthesis

Description

Ginsenoside Rh2 is a steroid glycoside found in plants of the genus Panax that has diverse biological activities. It inhibits release of β-hexosaminidase from RBL-2H3 cells (IC50 = 100 μM) and inhibits the IgE-dependent passive cutaneous anaphylaxis reaction in mice at a dose of 25 mg/kg. It inhibits growth of HRA ovarian and BxPC-3 pancreatic cancer cells in a dose-dependent manner. In vivo, ginsenoside Rh2 decreases immobility time in the forced swim test in a mouse model of colorectal carcinoma. Ginsenoside Rh2 also reduces infarct volume in a rat model of ischemia-reperfusion-induced brain injury.

Chemical Properties

White solid

Uses

20(S)-Ginsenoside Rh2 is a bioactive metabolite of the ginsenoside component of Panax ginseng that has been shown to exhibit antibacterial effects in vitro.

Definition

ChEBI: A ginsenoside found in Panax species 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-glucopyranoside, and in which a double bond has been introduced at the 24-25 position.

Biological Activity

Ginsenoside-Rh2, a plant glycosidewith a dammarane skeleton, has been shown to induce apoptosis in a caspase 3,8-dependent manner or the activation of cyclinA-Cdk2 by caspase 3-mediated cleavage of p21(WAF1/CIP1). Also, ginsenoside-Rh2 was shown to inhibit proliferation by inducing the protein expression of p21 and reducing the protein levels of cyclin D, which resulted in the downregulation of cyclin/Cdk complex kinase activity, a reduction in phosphorylation of pRb and the inhibition of E2F release or modulation of MAP kinases in various cancer cells[1].

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