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trans-Methylisoeugenol
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Product Name trans-Methylisoeugenol
Price:
CAS No.: 6379-72-2
Catalog No.: CFN96259
Molecular Formula: C11H14O2
Molecular Weight: 178.2 g/mol
Purity: >=98%
Type of Compound: Phenylpropanoids
Physical Desc.: Oil
Source: The roots of Atractylodes macrocephala
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: (E)-Methyl isoeugenol (trans-Methylisoeugenol) is a natural food flavour, it also has anxiolytic and antidepressant like properties. Eugenol methyl ether(trans-Methylisoeugenol) can cause moderate reversible inhibition of glutathione S-transferases (GSTs)(I25 ranged from 0.2 to 5.4 mM for human GSTs and from 0.4 to 4.9 mM for rat GSTs).The use of isoeugenol methyl ether(trans-Methylisoeugenol) is described as an agent to inhibit and/or prevent the growth of and/or to destroy micro-organisms causing bad breath and/or to combat bad breath.
Targets: 5-HT Receptor
In vivo:
PAT-WO2006032664
Use of isoeugenol methyl ester as an agent against bad breath[Reference: WebLink]

METHODS AND RESULTS:
The use of isoeugenol methyl ether(trans-Methylisoeugenol)is described as an agent (i) to inhibit and/or prevent the growth of and/or to destroy micro-organisms causing bad breath and/or (ii) to combat bad breath.
Food Funct. 2014 Aug;5(8):1819-28.
Anxiolytic and antidepressant like effects of natural food flavour (E)-methyl isoeugenol.[Pubmed: 24920211 ]
(E)-methyl isoeugenol (MIE, trans-Methylisoeugenol) is a natural food flavour that constitutes 93.7% of an essential oil from Pimenta pseudocaryophyllus leaf. The leaf extracts of this species are used as a calming agent. As a ubiquitous food additive, the application of MIE for treating mood disorders appears to be globally attractive.
METHODS AND RESULTS:
Hence, we sought to evaluate general pharmacological activities, anticonvulsant, anxiolytic and antidepressant effects and the possible mechanisms of MIE actions. MIE at 250 and 500 mg kg(-1) potentiated the hypnotic effect of sodium pentobarbital. However, MIE did not protect against PTZ-induced convulsion. Except for MIE at 500 mg kg(-1), parameters evaluated in the LDB, EPM and OF demonstrated an anxiolytic like property of MIE. This effect was blocked by WAY100635 pretreatment. MIE at 500 mg kg(-1) elicited a reduction in locomotor activity of the mice in the OF. Anti-immobility effect of MIE 250 mg kg(-1) in the FST suggested an antidepressive like property. Unlike AMPT, pretreatment with PCPA reversed the antidepressant like effect of MIE.
CONCLUSIONS:
Our findings demonstrated anxiolytic and antidepressant like properties of (E)-methyl isoeugenol and suggested the participation of serotonergic pathways.
trans-Methylisoeugenol Description
Source: The roots of Atractylodes macrocephala
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

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doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.6117 mL 28.0584 mL 56.1167 mL 112.2334 mL 140.2918 mL
5 mM 1.1223 mL 5.6117 mL 11.2233 mL 22.4467 mL 28.0584 mL
10 mM 0.5612 mL 2.8058 mL 5.6117 mL 11.2233 mL 14.0292 mL
50 mM 0.1122 mL 0.5612 mL 1.1223 mL 2.2447 mL 2.8058 mL
100 mM 0.0561 mL 0.2806 mL 0.5612 mL 1.1223 mL 1.4029 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
Chem Biol Interact. 1996 Jan 5;99(1-3):85-97.
Inhibition of rat, mouse, and human glutathione S-transferase by eugenol and its oxidation products.[Pubmed: 8620581]

METHODS AND RESULTS:
The irreversible and reversible inhibition of glutathione S-transferases (GSTs) by eugenol was studied in rat, mouse and man. The reversible inhibition of human and rat GST by eugenol, eugenol methyl ether, isoeugenol methyl ether(trans-Methylisoeugenol), 2-allylphenol and 4-propylphenol was also studied using purified isoenzymes. The reversible inhibition of human and rat GSTs, using 1-chloro-2,4-dinitrobenzene as substrate, was expressed as I25. All compounds caused moderate reversible inhibition (I25 ranged from 0.2 to 5.4 mM for human GSTs and from 0.4 to 4.9 mM for rat GSTs).
CONCLUSIONS:
In rat, eugenol methyl ether was the strongest inhibitor. In human, the overall inhibiting capacities of eugenol, eugenol methyl ether, isoeugenol methyl ether (trans-Methylisoeugenol) and 4-propyl phenol were more or less similar; 2-allylphenol was the poorest inhibitor.
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