1. Others Metabolic Enzyme/Protease Immunology/Inflammation Apoptosis NF-κB
  2. SOD Pyroptosis Keap1-Nrf2 NF-κB Environmental Pollutants Quinone Reductase
  3. Methyl isoeugenol

Methyl isoeugenol is an orally active, blood-brain barrier-permeable isoeugenol-type eugenol analog. Methyl isoeugenol promotes the nuclear translocation of Nrf2, upregulates the expressions of HO-1, NQO1 and SOD, and reduces the expression level of MDA. Methyl isoeugenol decreases the nuclear translocation of NF-κB. Methyl isoeugenol inhibits NLRP3 inflammasome-mediated pyroptosis. Methyl isoeugenol reduces cerebral infarction volume and regulates the M1/M2 phenotypic balance of microglia. Methyl isoeugenol can be used for the research of cerebral ischemia-reperfusion injury.

For research use only. We do not sell to patients.

Methyl isoeugenol

Methyl isoeugenol Chemical Structure

CAS No. : 93-16-3

Size Price Stock Quantity
Liquid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
In-stock
Solution
10 mM * 1 mL in DMSO In-stock
Liquid
100 mg In-stock
200 mg   Get quote  
500 mg   Get quote  

* Please select Quantity before adding items.

This product is a controlled substance and not for sale in your territory.

Customer Review

Based on 1 publication(s) in Google Scholar

Other Forms of Methyl isoeugenol:

Top Publications Citing Use of Products

View All NF-κB Isoform Specific Products:

  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Methyl isoeugenol is an orally active, blood-brain barrier-permeable isoeugenol-type eugenol analog. Methyl isoeugenol promotes the nuclear translocation of Nrf2, upregulates the expressions of HO-1, NQO1 and SOD, and reduces the expression level of MDA. Methyl isoeugenol decreases the nuclear translocation of NF-κB. Methyl isoeugenol inhibits NLRP3 inflammasome-mediated pyroptosis. Methyl isoeugenol reduces cerebral infarction volume and regulates the M1/M2 phenotypic balance of microglia. Methyl isoeugenol can be used for the research of cerebral ischemia-reperfusion injury[1].

Cellular Effect
Cell Line Type Value Description References
KB IC50
> 10 μg/mL
Compound: 32
Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay
Cytotoxicity against human KB cells after 2 days by sulforhodamine B assay
[PMID: 17067159]
KB IC50
> 10 μg/mL
Compound: 32
Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay
Cytotoxicity against multidrug-resistant human KB-VCR cells after 2 days by sulforhodamine B assay
[PMID: 17067159]
In Vitro

Methyl isoeugenol (0-100 μM; 23.5 h) inhibits the secretion of proinflammatory cytokines, the expression of proinflammatory mediators, and NLRP3 inflammasome-mediated pyroptosis in BV2 microglia induced by LPS (HY-D1056)-ATP (HY-B2176), with the strongest effect observed at the concentration of 100 μM[1].
Methyl isoeugenol (25-100 μM; 23.5 h) inhibits LPS-ATP-induced oxidative stress in BV2 microglia, upregulates the Nrf2 antioxidant signaling pathway, and suppresses the nuclear translocation of NF-κB, with the strongest activity observed at the concentration of 100 μM[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Methyl isoeugenol (25-100 mg/kg/day; p.o.; daily; 3 days) protects against cerebral ischemia-reperfusion injury in male SD rats, reducing infarct volume by up to 59.8%, improving neurological deficits, suppressing neuroinflammation and NLRP3 inflammasome-mediated pyroptosis, and activating the Nrf2 antioxidant signaling pathway[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Sprague-Dawley (SD) (male, 260-280 g, induced by 2 hours of middle cerebral artery occlusion followed by 3 days of reperfusion)[1]
Dosage: 25 mg/kg/day; 50 mg/kg/day; 100 mg/kg/day
Administration: p.o.; daily; 3 days
Result: Reduced cerebral infarct volume percentage to 29.06 and 33.03 at 50 mg/kg and 100 mg/kg, respectively.
Reduced modified neurological severity scores to 6.80, 5.80, and 5.20 at 25 mg/kg, 50 mg/kg, and 100 mg/kg, respectively.
Reduced serum IL-1β to 9.47 and 7.72, serum TNF-α to 23.48 and 24.13, and brain cortex IL-6 to 261.15 and 260.80 at 50 mg/kg and 100 mg/kg, respectively.
Reduced brain cortex TNF-α to 243.84, reduced M1 microglial markers CD16/32 (0.15) and Iba1 (0.11), reduced NLRP3 inflammasome-related proteins NLRP3 (0.31), cleaved-caspase-1 (0.34), and GSDMD (1.61), and increased nuclear Nrf2 translocation (1.26) at 100 mg/kg vs.
untreated injury controls.
Increased serum SOD activity, decreased serum MDA levels, increased brain cortex SOD activity, and upregulated brain cortex HO-1 protein expression at all doses vs.
untreated injury controls.
Molecular Weight

178.23

Formula

C11H14O2

CAS No.
Appearance

Liquid (Density: 1.05 g/cm3)

Color

Colorless to light yellow

SMILES

C/C=C/C1=CC=C(OC)C(OC)=C1

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Pure form -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (561.07 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.6107 mL 28.0536 mL 56.1073 mL
5 mM 1.1221 mL 5.6107 mL 11.2215 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: 98.11%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 5.6107 mL 28.0536 mL 56.1073 mL 140.2682 mL
5 mM 1.1221 mL 5.6107 mL 11.2215 mL 28.0536 mL
10 mM 0.5611 mL 2.8054 mL 5.6107 mL 14.0268 mL
15 mM 0.3740 mL 1.8702 mL 3.7405 mL 9.3512 mL
20 mM 0.2805 mL 1.4027 mL 2.8054 mL 7.0134 mL
25 mM 0.2244 mL 1.1221 mL 2.2443 mL 5.6107 mL
30 mM 0.1870 mL 0.9351 mL 1.8702 mL 4.6756 mL
40 mM 0.1403 mL 0.7013 mL 1.4027 mL 3.5067 mL
50 mM 0.1122 mL 0.5611 mL 1.1221 mL 2.8054 mL
60 mM 0.0935 mL 0.4676 mL 0.9351 mL 2.3378 mL
80 mM 0.0701 mL 0.3507 mL 0.7013 mL 1.7534 mL
100 mM 0.0561 mL 0.2805 mL 0.5611 mL 1.4027 mL
  • No file chosen (Maximum size is: 1024 Kb)
  • If you have published this work, please enter the PubMed ID.
  • Your name will appear on the site.
Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Your Recently Viewed Products:

Inquiry Online

Your information is safe with us. * Required Fields.

Product Name

 

Requested Quantity *

Applicant Name *

 

Salutation

Email Address *

 

Phone Number *

Department

 

Organization Name *

City

State

Country or Region *

     

Remarks

Bulk Inquiry

Inquiry Information

Product Name:
Methyl isoeugenol
Cat. No.:
HY-N2439
Quantity:
MCE Japan Authorized Agent: