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Ginsenoside Re

Alias: NSC-308877 NSC308877 Panaxoside RENSC 308877 Ginsenoside RE Ginsenoside B2
Cat No.:V21597 Purity: ≥98%
Ginsenoside Re is a novel and potent PPARγ agonist
Ginsenoside Re
Ginsenoside Re Chemical Structure CAS No.: 52286-59-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Ginsenoside Re is a naturally occurring PPARγ agonist extracted from Panax notoginseng. It decreases the β-amyloid protein (Aβ), and plays a role in anti-inflammation through inhibition of JNK and NF-κB. It inhibits the formation of gastric mucosal lesions, decreases neutrophil infiltration, stimulates CD4+ T cell production, suppresses histamine release in mast cells, and prevents stress-induced anxiety, depression and cognitive deficits.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Renowned traditional Chinese medicine ginsenoside Re has the ability to suppress BACE1 activity and lower the mRNA and protein levels of β-site amyloid precursor protein cleaving enzyme 1 (BACE1) in N2a/APP695 cells. Ginsenoside Re also markedly raised the levels of PPARγ mRNA and protein. To stop ginsenoside Re from having cytotoxic effects on N2a/APP695 cells, the MTT method was used to assess cell viability. For a full day, ginsenoside Re (0-200 µM) at escalating concentrations was applied to N2a/WT and N2a/APP695 cells. The viability of N2a/WT and N2a/APP695 cells was not affected by ginsenoside Re concentrations below 100 µM, but it was significantly decreased by ginsenoside Re concentrations of 150 µM. Following a 24-hour incubation period with a 200 µM concentration of ginsenoside Re, the viability of N2a/WT and N2a/APP695 cells was decreased by 15.58% and 26.82%, respectively. According to these findings, N2a/WT and N2a/APP695 cells can safely be treated with ginsenoside Re at concentrations between 0-100 µM for a full day (P>0.05) [1].
ln Vivo
Ginsenoside Re inhibits JNK and NF-κB activation, which lowers insulin resistance in 3T3-L1 adipocytes and high-fat diet (HFD) rats [2]. Mice exposed to lipopolysaccharide (LPS) intraperitoneally at a dose of 20 mg/kg die 70% to 80% of the time after the injection. On the other hand, mice that received Rg1 or ginsenoside Re beforehand had a dose-dependent increase in survival rate. The survival rate rose from 60% to 90% (for Rg1) or from 30% to 40% (for ginsenoside Re) as the dose was raised from 2.5 mg/kg to 5 mg/kg. While animals treated with an equal amount of ginsenoside Re had an 80% survival rate, all mice given Rg1 at the minimum dose of 10 mg/kg were protected from death. A dose of 20 mg/kg of ginsenoside Re is needed to protect all mice. In order to investigate the anti-inflammatory properties of Rg1 and ginsenoside Re, rats were given an injection of 1 mg/kg of either compound, followed by an LPS challenge. Each group saw a transient elevation in body temperature of about 1.2°C due to the injection procedure itself. Rats exposed to unconditioned lipopolysaccharide (LPS) subsequently experienced severe biphasic fever, peaking at 1.8°C at 4 hours and at 1.5°C at 2 hours. The Rg1, ginsenoside Re, and TAK-242 treatment groups, on the other hand, experienced relatively minor temperature changes: 0.9, 1.2, and 0.8°C at 2 hours, and 1.3, 1.4, and 1.0°C at 4 hours, respectively. Body temperature fluctuations brought on by LPS can be considerably reduced by pretreatment with Rg1, ginsenoside Re, or TAK-242 [3].
References

[1]. Ginsenoside Re reduces Aβ production by activating PPARγ to inhibit BACE1 in N2a/APP695 cells. Eur J Pharmacol. 2016 Dec 15;793:101-108.

[2]. Protective effect of ginsenosides Rg1 and Re on lipopolysaccharide-induced sepsis by competitive binding to Toll-like receptor 4. Antimicrob Agents Chemother. 2015 Sep;59(9):5654-63.

[3]. Ginsenoside Re reduces insulin resistance through inhibition of c-Jun NH2-terminal kinase and nuclear factor-kappaB. Mol Endocrinol. 2008 Jan;22(1):186-95.

Additional Infomation
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.
Ginsenoside B2 is under investigation in clinical trial NCT00781534 (A Clinical Trial of Ginseng in Diabetes).
Ginsenoside Re has been reported in Panax pseudoginseng, Panax japonicus, and other organisms with data available.
See also: American Ginseng (part of); Asian Ginseng (part of); Panax notoginseng root (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C48H82O18
Molecular Weight
947.16
Exact Mass
946.55
CAS #
52286-59-6
PubChem CID
441921
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
1011.8±65.0 °C at 760 mmHg
Melting Point
202 °C(dec.)
Flash Point
565.7±34.3 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.611
LogP
4.75
Hydrogen Bond Donor Count
12
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
12
Heavy Atom Count
66
Complexity
1700
Defined Atom Stereocenter Count
26
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CCC=C(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)[C@@]7([C@@H]3C([C@H](CC7)O)(C)C)C)C)CO)O)O)O)O)O
InChi Key
PWAOOJDMFUQOKB-WCZZMFLVSA-N
InChi Code
InChI=1S/C48H82O18/c1-21(2)11-10-14-48(9,66-42-38(60)35(57)32(54)26(19-49)63-42)23-12-16-46(7)30(23)24(51)17-28-45(6)15-13-29(52)44(4,5)40(45)25(18-47(28,46)8)62-43-39(36(58)33(55)27(20-50)64-43)65-41-37(59)34(56)31(53)22(3)61-41/h11,22-43,49-60H,10,12-20H2,1-9H3/t22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1
Chemical Name
(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Synonyms
NSC-308877 NSC308877 Panaxoside RENSC 308877 Ginsenoside RE Ginsenoside B2
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 50 mg/mL (~52.79 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.64 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (2.64 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (2.64 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.0558 mL 5.2789 mL 10.5579 mL
5 mM 0.2112 mL 1.0558 mL 2.1116 mL
10 mM 0.1056 mL 0.5279 mL 1.0558 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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