trans-Methylisoeugenol | CAS:6379-72-2

trans-Methylisoeugenol

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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.

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.

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)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Antibacterial Compound Library Antifungal Compound Library Food additives Compound Library Antidepressant Compound Library Anxiolytic Compound Library Phenylpropanoids Compound Library 5-HT Receptor Inhibitor Library

	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

CFN98870	beta-Asarone	5273-86-9	208.3	C₁₂H₁₆O₃
CFN91475	γ-Asarone	5353-15-1	208.3	C₁₂H₁₆O₃
CFN95655	Erythro-1',2'-dihydroxyasarone	146830-05-9	242.3	C₁₂H₁₈O₅
CFN95656	Threo-1',2'-dihydroxyasarone	N/A	242.3	C₁₂H₁₈O₅
CFN98550	Anethole	104-46-1	148.2	C₁₀H₁₂O
CFN99226	4-Allylpyrocatechol	1126-61-0	150.2	C₉H₁₀O₂
CFN99175	Eugenol	97-53-0	164.20	C₁₀H₁₂O₂
CFN96177	Methyleugenol	93-15-2	178.2	C₁₁H₁₄O₂
CFN95233	Geoside	585-90-0	458.5	C₂₁H₃₀O₁₁
CFN97095	cis-Methylisoeugenol	6380-24-1	178.2	C₁₁H₁₄O₂