Methyleugenol

CAS# 93-15-2

Methyleugenol

Catalog No. BCN4074----Order now to get a substantial discount!

Product Name & Size Price Stock
Methyleugenol: 5mg $12 In Stock
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Quality Control of Methyleugenol

Number of papers citing our products

Chemical structure

Methyleugenol

3D structure

Chemical Properties of Methyleugenol

Cas No. 93-15-2 SDF Download SDF
PubChem ID 7127 Appearance Oil
Formula C11H14O2 M.Wt 178.2
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1,2-dimethoxy-4-prop-2-enylbenzene
SMILES COC1=C(C=C(C=C1)CC=C)OC
Standard InChIKey ZYEMGPIYFIJGTP-UHFFFAOYSA-N
Standard InChI InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Methyleugenol

The herbs of Syringa Linn

Biological Activity of Methyleugenol

DescriptionMethyleugenol (ME) is a natural constituent of the essential oils of a number of plants widely used in foodstuffs as flavouring agents, in view of the carcinogenic potential of ME, the need to check its presence in food products with effective analytical methods. ME has elaxant and antispasmodic actions on guinea-pig isolated ileum, it also has antinociceptive, anti-inflammatory, and insecticidal properties.ME can inhibit the production of nitric oxide and decreased the protein expression of inducible nitric oxide synthase, it down-regulates the production of pro-inflammatory cytokines in the ischemic brain as well as in immunostimulated mixed glial cells.
TargetsNOS | NMDAR | Caspase | COX | GABA Receptor
In vivo

Methyleugenol reduces cerebral ischemic injury by suppression of oxidative injury and inflammation.[Pubmed: 20815773 ]

Free Radical. Res., 2010, 44(8):925-35.


METHODS AND RESULTS:
The present study tested the cytoprotective effect of Methyleugenol in an in vivo ischemia model (i.e. middle cerebral artery occlusion (MCAO) for 1.5 h and subsequent reperfusion for 24 h) and further investigated its mechanism of action in in vitro cerebral ischemic models. When applied shortly after reperfusion, Methyleugenol largely reduced cerebral ischemic injury. Methyleugenol decreased the caspase-3 activation and death of cultured cerebral cortical neurons caused by oxygen-glucose deprivation (OGD) for 1 h and subsequent re-oxygenation for 24 h. Methyleugenol markedly reduced superoxide generation in the ischemic brain and decreased the intracellular oxidative stress caused by OGD/re-oxygenation. It was found that Methyleugenol elevated the activities of superoxide dismutase and catalase. Further, Methyleugenol inhibited the production of nitric oxide and decreased the protein expression of inducible nitric oxide synthase. Methyleugenol down-regulated the production of pro-inflammatory cytokines in the ischemic brain as well as in immunostimulated mixed glial cells.
CONCLUSIONS:
The results indicate that Methyleugenol could be useful for the treatment of ischemia/inflammation-related diseases.

Protocol of Methyleugenol

Animal Research

Antinociceptive effect of methyleugenol on formalin-induced hyperalgesia in mice.[Pubmed: 17049512 ]

Eur. J. Pharmacol., 2006, 553(3):99-103.


METHODS AND RESULTS:
The effects of Methyleugenol, an essential oil isolated from Asiasari radix, on antinociception were examined using the formalin test in mice. Oral administration of 10 mg/kg Methyleugenol significantly decreased the duration of licking and biting behavior in the second phase without affecting that of the first phase, as did diclofenac, a non-steroidal anti-inflammatory drug. Methyleugenol also inhibited pain-related behaviors induced by intrathecal injection of N-methyl-d-aspartic acid (NMDA), while diclofenac did not affect these behaviors. These effects of Methyleugenol were suppressed by bicuculline, a gamma-aminobutyric acid(A) (GABA(A)) antagonist. Muscimol, a GABA(A) agonist, displays the same action as Methyleugenol with respect to the formalin test and NMDA-induced behaviors. Methyleugenol did not affect cyclooxygenase-1 and -2 activities.
CONCLUSIONS:
These results suggest that the antinociceptive effect of Methyleugenol on the second phase of formalin-induced pain may be due to the inhibition of NMDA receptor-mediated hyperalgesia via GABA(A) receptors.

Methyleugenol Dilution Calculator

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Methyleugenol Molarity Calculator

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Preparing Stock Solutions of Methyleugenol

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 necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Methyleugenol

Antinociceptive effect of methyleugenol on formalin-induced hyperalgesia in mice.[Pubmed:17049512]

Eur J Pharmacol. 2006 Dec 28;553(1-3):99-103.

The effects of Methyleugenol, an essential oil isolated from Asiasari radix, on antinociception were examined using the formalin test in mice. Oral administration of 10 mg/kg Methyleugenol significantly decreased the duration of licking and biting behavior in the second phase without affecting that of the first phase, as did diclofenac, a non-steroidal anti-inflammatory drug. Methyleugenol also inhibited pain-related behaviors induced by intrathecal injection of N-methyl-d-aspartic acid (NMDA), while diclofenac did not affect these behaviors. These effects of Methyleugenol were suppressed by bicuculline, a gamma-aminobutyric acid(A) (GABA(A)) antagonist. Muscimol, a GABA(A) agonist, displays the same action as Methyleugenol with respect to the formalin test and NMDA-induced behaviors. Methyleugenol did not affect cyclooxygenase-1 and -2 activities. These results suggest that the antinociceptive effect of Methyleugenol on the second phase of formalin-induced pain may be due to the inhibition of NMDA receptor-mediated hyperalgesia via GABA(A) receptors.

Methyleugenol reduces cerebral ischemic injury by suppression of oxidative injury and inflammation.[Pubmed:20815773]

Free Radic Res. 2010 Aug;44(8):925-35.

The present study tested the cytoprotective effect of Methyleugenol in an in vivo ischemia model (i.e. middle cerebral artery occlusion (MCAO) for 1.5 h and subsequent reperfusion for 24 h) and further investigated its mechanism of action in in vitro cerebral ischemic models. When applied shortly after reperfusion, Methyleugenol largely reduced cerebral ischemic injury. Methyleugenol decreased the caspase-3 activation and death of cultured cerebral cortical neurons caused by oxygen-glucose deprivation (OGD) for 1 h and subsequent re-oxygenation for 24 h. Methyleugenol markedly reduced superoxide generation in the ischemic brain and decreased the intracellular oxidative stress caused by OGD/re-oxygenation. It was found that Methyleugenol elevated the activities of superoxide dismutase and catalase. Further, Methyleugenol inhibited the production of nitric oxide and decreased the protein expression of inducible nitric oxide synthase. Methyleugenol down-regulated the production of pro-inflammatory cytokines in the ischemic brain as well as in immunostimulated mixed glial cells. The results indicate that Methyleugenol could be useful for the treatment of ischemia/inflammation-related diseases.

Description

Methyl Eugenol, a phenylpropanoid chemical in leaves, fruits, stems, and/or roots, may be released when that corresponding part of a plant is damaged as a result of feeding by an herbivore. Methyl Eugenol is used for male annihilation of the oriental fruit fly.

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