Methyl isoeugenol
Based on 1 Customer Validation
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.
- Purity: 98.11%
- CAS No.: 93-16-3
- Formula: C11H14O2
- Molecular Weight:178.23
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Storage:Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| KB | IC50 |
>10 μg/mL
Compound: 32
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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] |
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.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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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]
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Dosage:25 mg/kg/day; 50 mg/kg/day; 100 mg/kg/day
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Administration:p.o.; daily; 3 days
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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.
Chemical Information
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CAS No. 93-16-3
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Appearance Liquid (Density: 1.05 g/cm3)
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Molecular Weight 178.23
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Formula C11H14O2
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Color Colorless to light yellow
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SMILES
C/C=C/C1=CC=C(OC)C(OC)=C1
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
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)
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.
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (273 KB)
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SDS (254 KB)
- English - EN (254 KB)
- Français - FR (254 KB)
- Deutsch - DE (254 KB)
- Norwegian - NO (254 KB)
- Español - ES (254 KB)
- Swedish - SV (254 KB)
- Italian - IT (254 KB)
- Korean - KR (254 KB)
- Portuguese - PT (254 KB)
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Handling Instructions (2659 KB)
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 |