Ginsenoside Rb2, a potent antioxidant with anticancer activities.

Ginsenoside Rb2 is a 20 (S)-protopanaxadiol glycoside extracted from ginseng, shows potent antioxidant and anticancer biological activities.

Product information

CAS Number: 11021-13-9

Molecular Weight: 1079.27

Formula: C53H90O22

Synonym:

Ginsenoside C

Ginsenoside RB2

NSC-308878

Chemical Name: (2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1S,3aR,3bR,5aR,7S,9aR,9bR,11R,11aR)-7-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-11-hydroxy-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-2-yl]oxy}-6-({[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxane-3,4,5-triol

Smiles: CC1(C)[C@@H]2CC[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@H](CC[C@@]34C)[C@](C)(CCC=C(C)C)O[C@@H]3O[C@H](CO[C@@H]4OC[C@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)[C@@]2(C)CC[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChiKey: NODILNFGTFIURN-GZPRDHCNSA-N

InChi: InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-69-45-41(65)34(58)26(57)21-68-45)24-11-16-52(7)33(24)25(56)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)36(60)28(20-55)71-48)74-46-42(66)38(62)35(59)27(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,50-,51+,52+,53-/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO: 100 mg/mL(92.65 mM). Water: undefined.

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Ginsenoside Rb2 pre-treatment enhances the anti-inflammatory effect of α-linolenic acid (ALA) and that the enhancing effect is strictly dependent on GPR120 activation. Ginsenoside Rb2 exerts anti-inflammatory effect in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW264.7 cells in vitro by increasing GPR120 expression and subsequently enhancing ω-3 fatty acid-induced GPR120 activation. Ginsenoside Rb2 improves glucose metabolism in hepatocytes by activating AMPK and reduces cholesterol and triacylglycerol levels in 3T3-L1 cells by reducing oxidative damage. Ginsenoside Rb2 exerts anti-apoptosis effects in murine bone marrow-derived mesenchymal stem cells (BMMSCs). MTT assay results show no obvious cytotoxicity of Ginsenoside Rb2 (up to 100 μM) toward RAW264.7 cells in the absence or presence of ALA. The influence of Rb2 on GPR120 expression in RAW264.7 macrophages is investigated by treating the cells with Ginsenoside Rb2 (0.1-100 μM) for 12 h followed by harvesting and lysis. Subsequent Western blot analysis shows that expression of GPR120 is dose-dependently upregulated by Ginsenoside Rb2. Real-time PCR results indicate that incubation of RAW264.7 macrophages with Ginsenoside Rb2 (10 μM) for 12 h leads to a 2.8-fold increase in GPR120 mRNA expression. In addition, this increase in GPR120 expression stimulated by Ginsenoside Rb2 is time dependent and begins as early as 6 h. These results indicate that Rb2 upregulates GPR120 expression in a dose- and time-dependent manner in RAW264.7 macrophages[1].

In Vivo:

Ginsenoside Rb2 is an antiviral reagent to protect against rotavirus (RV) infection. When various dosages of Ginsenoside Rb2 (25 to 250 mg/kg) are administered 3, 2 or 1 days before virus challenge, treatment with this Ginsenoside at the dosage of 75 mg/kg 3 days before virus infection most effectively reduces rotavirus (RV) -induced diarrhea. In addition, consecutive administration of Ginsenoside Rb2 (75 mg/kg) 3, 2, and 1 day before virus infection is more effective than single administration on day-3. The consecutive administration of Ginsenoside Rb2 also reduces virus titers in the bowels of RV-infected mice[2].

References:

1. Huang Q, et al. Ginsenoside Rb2 enhances the anti-inflammatory effect of ω-3 fatty acid in LPS-stimulated RAW264.7 macrophages by upregulating GPR120 expression. Acta Pharmacol Sin. 2017 Feb;38(2):192-200.
2. Yang H, et al. Ginsenoside-Rb2and 20(S)-Ginsenoside-Rg3 from Koreanred ginseng prevent rotavirus infection in newborn mice. J Microbiol Biotechnol. 2018 Jan 11.

Products are for research use only. Not for human use.