yingweiwo

Episyringaresinol 4'-O-β-D-glncopyranoside

Cat No.:V33076 Purity: ≥98%
Episyringaresinol 4'-O-β-D-glncopyranoside (compound 22) is a natural potential neuroinflammation inhibitor extracted from sage (Alhagi sparsifolia Shap).
Episyringaresinol 4'-O-β-D-glncopyranoside
Episyringaresinol 4'-O-β-D-glncopyranoside Chemical Structure CAS No.: 137038-13-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
250mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
Episyringaresinol 4'-O-β-D-glncopyranoside (compound 22) is a natural potential neuroinflammation inhibitor extracted from sage (Alhagi sparsifolia Shap).
Episyringaresinol 4'-O-β-D-glucopyranoside (CAS 137038-13-2) is a natural lignan glycoside isolated from Alhagi sparsifolia Shap (a desert plant). It has a molecular formula of C₂₈H₃₆O₁₃ and a molecular weight of 580.58. The compound has been identified as a potential neuroinflammatory inhibitor. It has also been investigated for potential roles in liver protection, cancer therapy, and cardiovascular health. As a bioactive natural product derivative, it is a valuable compound for pharmacological and therapeutic research. The compound inhibits nitric oxide (NO) production in LPS-induced N9 microglial cells.
Biological Activity I Assay Protocols (From Reference)
Targets
Episyringaresinol 4'-O-β-D-glucopyranoside targets inflammatory pathways in microglial cells, specifically inhibiting nitric oxide production in LPS-stimulated N9 microglial cells. The compound has an IC₅₀ of 91.50 μM for this inhibitory effect. Its mechanism of action is believed to involve the suppression of inducible nitric oxide synthase (iNOS) expression or activity, thereby reducing the production of the pro-inflammatory mediator nitric oxide. The compound may also modulate other inflammatory signaling pathways, though the exact molecular targets have not been fully elucidated.
ln Vitro
At an IC50 of 91.50 μM, episyringaresinol 4'-O-β-D-glncopyranoside markedly and dose-dependently reduced LPS-induced NO generation in N9 microglia.
In vitro, episyringaresinol 4'-O-β-D-glucopyranoside dramatically inhibits nitric oxide production in LPS-induced N9 microglial cells in a dose-independent manner with an IC₅₀ of 91.50 μM. This indicates potent anti-neuroinflammatory activity. The compound's ability to suppress NO production suggests it may be useful for studying neuroinflammatory conditions. However, no other in vitro activities have been reported for this compound. The compound is a natural potential neuroinflammatory inhibitor and has been investigated for potential roles in liver protection, cancer therapy, and cardiovascular health.
ln Vivo
In vivo activity of episyringaresinol 4'-O-β-D-glucopyranoside has not been extensively characterized in animal models. No specific in vivo studies have been reported for this compound. The compound has been investigated for potential therapeutic applications, but the lack of in vivo data limits the current understanding of its efficacy and safety. Further studies are needed to evaluate its pharmacological effects in vivo, including its anti-inflammatory and neuroprotective activities. The compound is primarily studied in vitro as a natural product with potential therapeutic applications.
Enzyme Assay
In vitro enzyme/receptor binding assays for episyringaresinol 4'-O-β-D-glucopyranoside have not been extensively developed or reported in the literature. The compound's primary reported activity is inhibition of NO production in LPS-stimulated N9 microglial cells. In these studies, N9 microglial cells are cultured and stimulated with lipopolysaccharide (LPS) to induce an inflammatory response. The compound is added to the culture medium at various concentrations, and nitric oxide production is measured by the Griess assay. The IC₅₀ value of 91.50 μM is determined by nonlinear regression analysis of the concentration-response curve.
Cell Assay
In vitro cell-based assays for episyringaresinol 4'-O-β-D-glucopyranoside typically employ N9 microglial cells (a murine microglial cell line). Cells are cultured in appropriate medium (e.g., DMEM supplemented with fetal bovine serum and antibiotics) and plated in multi-well plates. Cells are pretreated with various concentrations of the compound (typically 1-200 μM) for a period of time (e.g., 1-2 hours) before stimulation with LPS (typically 1 μg/mL). After incubation for 18-24 hours, culture supernatants are collected for measurement of NO production by the Griess assay. Cell viability is assessed by MTT or CCK-8 assay to ensure that the observed effects are not due to cytotoxicity.
Animal Protocol
In vivo animal studies have not been reported for episyringaresinol 4'-O-β-D-glucopyranoside. No animal models have been used to evaluate its pharmacokinetics, efficacy, or toxicology. The compound is primarily studied in vitro as a natural product with potential anti-neuroinflammatory activity. Future studies may involve administration of the compound in rodent models of neuroinflammation, such as LPS-induced systemic inflammation or experimental autoimmune encephalomyelitis, to evaluate its therapeutic potential. Currently, no in vivo data are available.
ADME/Pharmacokinetics
Pharmacokinetic (PK) properties of episyringaresinol 4'-O-β-D-glucopyranoside have not been characterized. No absorption, distribution, metabolism, or excretion studies have been conducted for this compound. As a natural glycoside, the compound may undergo deglycosylation in the gastrointestinal tract or liver, potentially releasing the aglycone episyringaresinol. However, these properties have not been experimentally determined. The compound's PK profile remains unknown, and further studies are needed to evaluate its bioavailability, half-life, and metabolic stability.
Toxicity/Toxicokinetics
The toxicity profile of episyringaresinol 4'-O-β-D-glucopyranoside has not been extensively characterized in preclinical studies. No acute toxicity, genotoxicity, or chronic toxicity studies have been reported. The compound is a natural product derivative and is generally considered to have low toxicity, but specific toxicology data are not available. Standard safety precautions should be followed when handling this compound. The compound is intended for research use only and is not approved for human therapeutic applications.
References

[1]. Natural potential neuroinflammatory inhibitors from Alhagi sparsifolia Shap. Bioorg Med Chem Lett. 2017 Feb 15;27(4):973-978.

Additional Infomation
According to reports, episyringin 4'-O-β-D-glucopyranoside has been found in Magnolia officinalis, Salix chinensis, and other organisms with available data.
Episyringaresinol 4'-O-β-D-glucopyranoside is a research-grade natural product isolated from Alhagi sparsifolia Shap. It has been identified as a potential neuroinflammatory inhibitor, with an IC₅₀ of 91.50 μM for inhibition of NO production in LPS-induced N9 microglial cells. The compound has also been investigated for potential roles in liver protection, cancer therapy, and cardiovascular health. It is not an approved therapeutic drug and has no clinical trial history. The compound is supplied as a high-purity powder (≥98%) and should be stored appropriately. Molecular formula: C₂₈H₃₆O₁₃; molecular weight: 580.58.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₂₈H₃₆O₁₃
Molecular Weight
580.58
Exact Mass
580.215
CAS #
137038-13-2
PubChem CID
45482321
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
778.5±60.0 °C at 760 mmHg
Flash Point
424.6±32.9 °C
Vapour Pressure
0.0±2.8 mmHg at 25°C
Index of Refraction
1.601
LogP
-1.6
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
13
Rotatable Bond Count
9
Heavy Atom Count
41
Complexity
807
Defined Atom Stereocenter Count
9
SMILES
COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]3CO[C@H]([C@@H]3CO2)C4=CC(=C(C(=C4)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC
InChi Key
WEKCEGQSIIQPAQ-FKLBZQFOSA-N
InChi Code
InChI=1S/C28H36O13/c1-34-16-5-12(6-17(35-2)21(16)30)25-14-10-39-26(15(14)11-38-25)13-7-18(36-3)27(19(8-13)37-4)41-28-24(33)23(32)22(31)20(9-29)40-28/h5-8,14-15,20,22-26,28-33H,9-11H2,1-4H3/t14-,15-,20-,22-,23+,24-,25+,26+,28+/m1/s1
Chemical Name
(2S,3R,4S,5S,6R)-2-[4-[(3R,3aS,6R,6aS)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2,6-dimethoxyphenoxy]-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: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 : ~100 mg/mL (~172.24 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (4.31 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
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 (4.31 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.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (4.31 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 1.7224 mL 8.6121 mL 17.2242 mL
5 mM 0.3445 mL 1.7224 mL 3.4448 mL
10 mM 0.1722 mL 0.8612 mL 1.7224 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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)
  • Click the “Calculate” button
  • 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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • 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.)
+
+
+

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.

Contact Us