yingweiwo

Epimagnolin B

Epimagnolin B is a diepoxy lignin extracted from magnolia with anti~inflammatory activity.
Epimagnolin B
Epimagnolin B Chemical Structure CAS No.: 1134188-26-3
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
1g
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
Epimagnolin B is a diepoxy lignin extracted from magnolia with anti~inflammatory activity. Epimagnolin B inhibits NO production in LPS-activated microglia. Epimagnolin B has anti-allergy properties.
Biological Activity I Assay Protocols (From Reference)
Targets
The targets of Epimagnolin B are nuclear factor κB (NF-κB), with downstream targets including inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2); the half-maximal inhibitory concentration (IC50) for nitric oxide (NO) production in lipopolysaccharide (LPS)-activated microglia is 10.9±1.6 μM[1]
ln Vitro
In addition to having anti-allergic properties, epimagnolin B had no influence on BMMC viability [1].
1. It inhibits NO production in LPS-activated murine microglial BV-2 cells in a dose-dependent manner, with an IC50 of 10.9±1.6 μM, while the IC50 of the positive control L-NMMA is 19.2±1.8 μM[1]
2. It inhibits prostaglandin E2 (PGE2) production in LPS-activated BV-2 cells in a dose-dependent manner; when the administration concentration ranges from 2 to 50 μM, the secretion of PGE2 decreases significantly with increasing concentration[1]
3. It inhibits the protein expression of iNOS and COX-2 induced by LPS in BV-2 cells in a dose-dependent manner; at concentrations of 5-50 μM, the relative expression levels of both proteins are significantly lower than those in the LPS-alone treatment group[1]
4. It inhibits the mRNA expression of iNOS and COX-2 induced by LPS in BV-2 cells in a dose-dependent manner; at concentrations of 5-50 μM, the transcriptional levels of both genes are significantly downregulated[1]
5. At concentrations of 10-30 μM, it can inhibit the degradation of I-κB-α in LPS-activated BV-2 cells and reduce the nuclear translocation of the NF-κB p65 subunit[1]
6. It has no specific toxicity to BV-2 cells, and there is no significant difference in cell viability compared with the control group[1]
Cell Assay
1. Cell Culture: Murine microglial BV-2 cells are cultured in DMEM medium supplemented with 10% fetal bovine serum, 2 mM glutamine, 1 mM pyruvate, penicillin (100 U/mL), and streptomycin (10 μg/mL) at 37℃ in a humidified incubator with 5% CO2[1]
2. NO Production Assay (Griess Method): BV-2 cells are stimulated with 0.1 μg/mL LPS for 20 h in the presence or absence of different concentrations of Epimagnolin B. 100 μL of cell culture supernatant is incubated with 150 μL Griess reagent (1% sulfanilamide and 0.1% naphthylethylene diamine in 2.5% phosphoric acid solution) in a 96-well plate at room temperature for 10 min. The absorbance at 540 nm is measured with a microplate reader, and a calibration curve is drawn using sodium nitrite as the standard to calculate the NO release amount[1]
3. PGE2 Assay (Enzyme Immunoassay): BV-2 cells are stimulated with 0.1 μg/mL LPS for 20 h in the presence or absence of different concentrations of Epimagnolin B. The cell culture supernatant is collected, and the PGE2 concentration is determined by enzyme immunoassay[1]
4. Western Blot Analysis: After treatment, cell lysates or nuclear extracts of BV-2 cells are prepared. Protein samples are separated by SDS-PAGE gel and transferred to a membrane. After blocking, the membrane is incubated with primary antibodies against iNOS, COX-2, I-κB-α, p65 subunit, and β-actin, followed by hybridization with secondary antibodies. The relative expression level is analyzed by protein band density[1]
5. RT-PCR Analysis: Total RNA is extracted from treated BV-2 cells, and cDNA is synthesized by reverse transcription. Specific primers are used to amplify iNOS, COX-2, and β-actin genes. The amplified products are separated by agarose gel electrophoresis, and the relative mRNA expression level is analyzed by band density[1]
References

[1]. In vitro anti-inflammatory activity of lignans isolated from Magnolia fargesii. Bioorg Med Chem Lett. 2009 Feb 1;19(3):937-40.

[2]. Bioassay-guided isolation of bisepoxylignans from the flower buds of Magnolia biondii Pamp and their antiallergic effects.  RSC Advances. July 2017;7(54):34236-34243.

Additional Infomation
1. Epimagnolin B is a newly discovered lignan compound isolated from the dried flower buds of Magnolia fargesii. It is a yellow oily substance with the molecular formula C23H28O7, a molecular weight of 416.1835, a specific rotation of [α]D +92.9 (c 0.9, CHCl3), and maximum ultraviolet absorption wavelengths of 206.6 nm (logε 4.84) and 274.4 nm (logε 3.85)[1]. 2. Its chemical structure is a 3',5'-dimethoxy-substituted tetrahydrofuran-type lignan, belonging to the 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane class of compounds. Its aromatic ring substitution pattern was first reported in furan-furan lignans[1]
3. Its mechanism of action is to reduce the production of pro-inflammatory mediators such as NO and PGE2 by inhibiting I-κB-α degradation and NF-κB activation, downregulating the transcription and translation levels of iNOS and COX-2, thereby exerting anti-inflammatory activity[1]
4. It has potential application value in the treatment of neuroinflammatory-related diseases (such as Alzheimer's disease and Parkinson's disease), and its anti-inflammatory effect may have a protective effect on oxidative stress-related neuronal damage[1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₂₃H₂₈O₇
Molecular Weight
416.46
Exact Mass
416.183
CAS #
1134188-26-3
PubChem CID
25194949
Appearance
Typically exists as solid at room temperature
Density
1.2±0.1 g/cm3
Boiling Point
548.2±50.0 °C at 760 mmHg
Flash Point
220.9±30.0 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.542
LogP
2.75
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
7
Heavy Atom Count
30
Complexity
520
Defined Atom Stereocenter Count
4
SMILES
O1C([H])([H])[C@@]2([H])[C@]([H])(C3C([H])=C(C([H])=C(C=3[H])OC([H])([H])[H])OC([H])([H])[H])OC([H])([H])[C@@]2([H])[C@@]1([H])C1C([H])=C(C(=C(C=1[H])OC([H])([H])[H])OC([H])([H])[H])OC([H])([H])[H]
InChi Key
DTZKTJXOROSTPI-YHDSQAASSA-N
InChi Code
InChI=1S/C23H28O7/c1-24-15-6-13(7-16(10-15)25-2)21-17-11-30-22(18(17)12-29-21)14-8-19(26-3)23(28-5)20(9-14)27-4/h6-10,17-18,21-22H,11-12H2,1-5H3/t17-,18-,21-,22+/m0/s1
Chemical Name
(3R,3aR,6S,6aR)-3-(3,5-dimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
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)
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).
View More

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).
View More

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 2.4012 mL 12.0060 mL 24.0119 mL
5 mM 0.4802 mL 2.4012 mL 4.8024 mL
10 mM 0.2401 mL 1.2006 mL 2.4012 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