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Eleutheroside C

Cat No.:V32630 Purity: ≥98%
Eleutheroside C (Ethyl α-D-galactoside) is a glycoside compound extracted from the bulbs of Polianthes tuberosa.
Eleutheroside C
Eleutheroside C Chemical Structure CAS No.: 15486-24-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Eleutheroside C (Ethyl α-D-galactoside) is a glycoside compound extracted from the bulbs of Polianthes tuberosa.
Eleutheroside C (CAS 15486-24-5), also known as Ethyl alpha-D-galactoside, is a glycosidic phenylpropanoid isolated from the bulbs of Polianthes tuberosa and the roots of Eleutherococcus senticosus (Siberian ginseng). With a molecular formula of C8H16O6 and molecular weight of 208.21, it is structurally distinct from other eleutherosides such as Eleutheroside B (syringin) and Eleutheroside E. This compound has demonstrated antibacterial, anti-fatigue, and metabolic regulatory activities in preclinical studies.
Biological Activity I Assay Protocols (From Reference)
Targets
Eleutheroside C interacts with multiple molecular targets including heat shock protein 90 alpha family class A member 1 (HSP90AA1), signal transducer and activator of transcription 3 (STAT3), vascular endothelial growth factor A (VEGFA), and matrix metalloproteinase 9 (MMP9). These targets are involved in various biological processes including inflammation, cell proliferation, angiogenesis, and tissue remodeling. The compound has also been shown to interact with MurA enzyme, a critical target for antibacterial agents, with superior binding affinity (-10.5 kcal/mol) compared to fosfomycin (-4.6 kcal/mol).
ln Vitro
In vitro studies demonstrate that Eleutheroside C exhibits antibacterial activity against various pathogens. It has been shown to stimulate peripheral opioid receptors, resulting in decreased plasma glucose in insulin-dependent diabetic rats. The compound exerts antifatigue effects by lowering plasma triglycerides, lactate dehydrogenase, and blood urea nitrogen, suggesting a decrease in muscle damage from intense physical exertion. It also exhibits antioxidative effects and may interact with various neurotransmitter systems. In silico studies have predicted its potential antibacterial mechanism via MurA enzyme inhibition.
ln Vivo
In vivo studies in animal models demonstrate Eleutheroside C's anti-fatigue and metabolic effects. The compound improves stamina by enabling skeletal muscle to better utilize lipids and spare glycogen, thereby reducing lactic acid buildup and increasing oxygen saturation and blood glucose and free fatty acid availability during heavy exertion. It regulates tyrosine metabolism, mitochondrial oxidation of long-chain saturated fatty acids, fatty acid metabolism, methionine metabolism, and sphingolipid metabolism. These effects lead to improved lipid utilization and boosted cardiovascular metabolism.
Enzyme Assay
In vitro enzyme/receptor binding assays for Eleutheroside C typically use purified target proteins or membrane preparations. For MurA enzyme binding studies, the compound's affinity is measured using surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC) to determine binding kinetics and thermodynamics. For other targets such as HSP90AA1, STAT3, VEGFA, and MMP9, standard radioligand binding or fluorescence polarization assays can be employed. Competition binding experiments are performed with varying concentrations of Eleutheroside C and appropriate labeled ligands. IC50 and Ki values are calculated from dose-response curves.
Cell Assay
In vitro cell-based assays for Eleutheroside C are conducted using various cell lines depending on the target of interest. Cells are cultured in appropriate media and treated with varying concentrations of the compound (typically 1-100 microM) for 24-72 hours. Cellular effects assessed include cell viability (MTT assay), proliferation, apoptosis, and inflammatory marker expression. Antibacterial activity is evaluated using standard broth microdilution methods to determine minimum inhibitory concentrations (MICs) against Gram-positive and Gram-negative bacteria. The compound's effects on cellular signaling pathways are assessed by Western blotting for phosphorylated proteins.
Animal Protocol
In vivo animal studies for Eleutheroside C typically use rodent models. For anti-fatigue studies, mice or rats are administered the compound orally or intraperitoneally at doses of 10-100 mg/kg for 1-4 weeks. Exercise capacity is assessed using forced swimming tests or treadmill running tests. Blood samples are collected for biochemical analysis including glucose, lactate, triglycerides, lactate dehydrogenase, blood urea nitrogen, and free fatty acids. Tissue samples (liver, muscle) are collected for histology and metabolic analysis. For antibacterial studies, infected animal models are used to evaluate in vivo efficacy.
ADME/Pharmacokinetics
Pharmacokinetic properties of Eleutheroside C are characteristic of small glycoside compounds. With a molecular weight of 208.21 and a galactoside structure, the compound is likely to have good water solubility but moderate oral bioavailability due to potential gastrointestinal metabolism. It is liposoluble and likely to be readily absorbed and distributed in the body. The compound's stability and efficacy can be affected by factors such as pH, temperature, and light exposure. Storage at 4degC protected from light is recommended. Standard pharmacokinetic parameters (Cmax, Tmax, AUC, half-life) can be determined following oral or intravenous administration in animal models.
Toxicity/Toxicokinetics
Toxicological data for Eleutheroside C are limited to preclinical studies. As a naturally occurring glycoside, it is generally considered to have low toxicity at pharmacological doses. The compound is intended for research use only and not for human therapeutic applications. Acute and chronic toxicity studies have not been systematically reported in the literature. Standard safety precautions for handling chemical compounds apply. Storage recommendations: 4degC, protected from light. Not approved for clinical use.
References

[1]. Isolation and structure elucidation of three glycosides and a long chain alcohol from Polianthes tuberosa Linn. Nat Prod Lett. 2002 Aug;16(4):283-90.

Additional Infomation
1-Ethyl-β-D-galactoside is a glycoside. It has been reported that eleutheroside C is found in Rubus sylvestris, Agave amikania, and Agave davidii, and relevant data are available.
Eleutheroside C is a research-grade natural product glycoside isolated from plant sources. Its synonyms include Ethyl alpha-D-galactoside and Ethyl alpha-D-galactopyranoside. The compound has a purity of ≥98% (HPLC) and appears as a white to off-white powder. It is classified as a glycoside in the "Others" pathway category. Eleutheroside C's mode of action involves modulating the hypothalamic-pituitary-adrenal axis and enhancing cellular energy metabolism. It has been investigated for its potential therapeutic and pharmacological effects including anti-inflammatory, anti-fatigue, and antibacterial activities. Not approved for clinical use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H16O6
Molecular Weight
208.2090
Exact Mass
208.094
CAS #
15486-24-5
PubChem CID
9859136
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
395.1±42.0 °C at 760 mmHg
Flash Point
192.7±27.9 °C
Vapour Pressure
0.0±2.1 mmHg at 25°C
Index of Refraction
1.540
LogP
-2.16
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
14
Complexity
175
Defined Atom Stereocenter Count
5
SMILES
CCO[C@@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
InChi Key
WYUFTYLVLQZQNH-HNEXDWKRSA-N
InChi Code
InChI=1S/C8H16O6/c1-2-13-8-7(12)6(11)5(10)4(3-9)14-8/h4-12H,2-3H2,1H3/t4-,5+,6+,7-,8+/m1/s1
Chemical Name
(2S,3R,4S,5R,6R)-2-ethoxy-6-(hydroxymethyl)oxane-3,4,5-triol
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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.8028 mL 24.0142 mL 48.0284 mL
5 mM 0.9606 mL 4.8028 mL 9.6057 mL
10 mM 0.4803 mL 2.4014 mL 4.8028 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.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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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.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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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:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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