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Eugenol

$52

  • Brand : BIOFRON

  • Catalogue Number : BD-D1329

  • Specification : 98%(HPLC)

  • CAS number : 97-53-0

  • Formula : C10H12O2

  • Molecular Weight : 164.2

  • PUBCHEM ID : 3314

  • Volume : 0.1ML

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Catalogue Number

BD-D1329

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

164.2

Appearance

Colorless liquid

Botanical Source

Syringa Linn./Very widespread occurrence in essential oils. Major component of clove oil Eugenia caryophyllata (up to 95% of content of clove leaf oil). First clove oil in 1826. Also found in those of Cinnamomum spp., Cistus spp., Camellia spp., Pelargonium

Structure Type

Simple Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)CC=C)O

Synonyms

4-Allyl-2-methoxyphenol/Eugenic acid/p-Allylguaiacol/2-methoxy-4-allyl phenol/2-methoxy-4-(prop-2-en-1-yl)phenol/Eugenol/2U1R DQ CO1/4-allylguaiacol/2-methoxy-4-(2-propen-1-yl)phenol/p-Eugenol/femano.2467/1-allyl-4-hydroxy-3-methoxybenzene/2-Methoxy-4-allylphenol/Engenol/FA 100/Caryophyllic acid/Phenol, 2-methoxy-4-(2-propen-1-yl)-

IUPAC Name

2-methoxy-4-prop-2-enylphenol

Applications

Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

Density

1.1±0.1 g/cm3

Solubility

Methanol

Flash Point

119.8±8.1 °C

Boiling Point

255.0±0.0 °C at 760 mmHg

Melting Point

−12-−10 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2909500000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:97-53-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27771920

Abstract

The active components in cloves are eugenol and isoeugenol. Eugenol has recently become a focus of interest because of its potential role in alleviating and preventing chronic diseases such as cancer, inflammatory reactions, and other conditions. The radical-scavenging and anti-inflammatory activities of eugenol have been shown to modulate chronic diseases in vitro and in vivo, but in humans, the therapeutic use of eugenol still remains to be explored. Based on a review of the recent literature, the antioxidant, anti-proliferative, and anti-inflammatory activities of eugenol and its related compounds are discussed in relation to experimentally determined antioxidant activity (stoichiometric factor n and inhibition rate constant) and theoretical parameters [phenolic O-H bond dissociation enthalpy (BDE), ionization potential (IP according to Koopman’s theorem), and electrophilicity (ω)], calculated using a density functional theory method. Dimers of eugenol and its related compounds showed large antioxidant activities and high ω values and also exerted efficient anti-inflammatory activities. Eugenol appears to possess multiple antioxidant activities (dimerization, recycling, and chelating effect) in one molecule, thus having the potential to alleviate and prevent chronic diseases.

KEYWORDS

Anti-inflammatory activity; Antioxidant activity; Eugenol; Preventing chronic diseases; Theoretical parameter

Title

Eugenol and Its Role in Chronic Diseases.

Author

Fujisawa S1, Murakami Y2

Publish date

2016

PMID

29024500

Abstract

BACKGROUND:
Eugenol, a natural compound available in Syzigium aromaticum (cloves), is exploited for various medicinal applications. Eugenol induces apoptosis and functions as an anti-cancer drug in several types of tumors. We investigated the tumor suppressive role and potential mechanisms of eugenol in human lung cancer cells.

METHODS:
Human embryonic lung fibroblast MRC-5 and lung cancer adenocarcinoma A549 cells were incubated with or without various concentrations of eugenol for 24 hours. Cell counting kit 8 and crystal violet staining assays were performed to detect cell viability. The cell migration and invasion abilities were also determined by wound healing and transwell assays. Finally, Western blotting assay was performed to examine the changes in lung cancer cell viability and invasion of downstream targets after treatment with eugenol.

RESULTS:
Eugenol could inhibit cell viability in lung cancer cells. Furthermore, eugenol obviously impaired cell migration and invasion. Finally, the expression levels of phosphate-Akt and MMP-2 in lung cancer cells were reduced after treatment with eugenol.

CONCLUSION:
Our results demonstrated the tumor suppressive roles of eugenol on lung cancer cell proliferation, migration, and invasion partially through the PI3K/Akt pathway and MMP activity in vitro. These results suggest eugenol as a potential chemotherapeutic agent against human lung cancer.

© 2017 The Authors. Thoracic Cancer published by China Lung Oncology Group and John Wiley & Sons Australia, Ltd.

KEYWORDS

Cell migration and invasion; MMP; PI3K/Akt; cell viability; eugenol

Title

Tumor suppressive roles of eugenol in human lung cancer cells.

Author

Fangjun L1, Zhijia Y1.

Publish date

2018 Jan

PMID

30425782

Abstract

The bioactive compounds found in foods and medicinal plants are attractive molecules for the development of new drugs with action against several diseases, such as those associated with inflammatory processes, which are commonly related to oxidative stress. Many of these compounds have an appreciable inhibitory effect on oxidative stress and inflammatory response, and may contribute in a preventive way to improve the quality of life through the use of a diet rich in these compounds. Eugenol is a natural compound that has several pharmacological activities, action on the redox status, and applications in the food and pharmaceutical industry. Considering the importance of this compound, the present review discusses its anti-inflammatory and antioxidant properties, demonstrating its mechanisms of action and therapeutic potential for the treatment of inflammatory diseases.

Title

An Overview on the Anti-inflammatory Potential and Antioxidant Profile of Eugenol.

Author

Barboza JN1, da Silva Maia Bezerra Filho C1, Silva RO2, Medeiros JVR3, de Sousa DP1.

Publish date

2018 Oct 22