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W246700

Sigma-Aldrich

Eugenol

≥98%, FCC, FG

Synonym(s):

2-Methoxy-4-(2-propenyl)phenol, 4-Allyl-2-methoxyphenol, 4-Allylguaiacol

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About This Item

Linear Formula:
4-(H2C=CHCH2)C6H3-2-(OCH3)OH
CAS Number:
97-53-0
Molecular Weight:
164.20
FEMA Number:
2467
Beilstein:
1366759
EC Number:
202-589-1
Council of Europe no.:
171
MDL number:
MFCD00008654
UNSPSC Code:
12164502
PubChem Substance ID:
24901114
Flavis number:
4.003
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 177.2800

Assay

≥98%

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

254 °C (lit.)

mp

−12-−10 °C (lit.)

density

1.067 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

clove; woody; spicy; sweet

SMILES string

COc1cc(CC=C)ccc1O

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

InChI key

RRAFCDWBNXTKKO-UHFFFAOYSA-N

Gene Information

human ... UGT1A4(54657)

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General description

Eugenol is one of the key volatile constituents of cinnamon and clove oils. It is also the active component of Ocimum sanctum oil, reported to be responsible for its anthelmintic activity.

Application


  • Lyophilized Emulsions of Thymol and Eugenol Essential Oils Encapsulated in Cellulose.: Researchers developed lyophilized emulsions of thymol and eugenol essential oils encapsulated in cellulose. This encapsulation method improves the stability and controlled release of these essential oils, highlighting their potential for various industrial applications, including food preservation and pharmaceuticals (Shlosman et al., 2024).

  • Insights from Syzygium aromaticum Essential Oil: Encapsulation, Characterization, and Antioxidant Activity.: This paper explores the encapsulation and characterization of Syzygium aromaticum essential oil, which contains eugenol as a major component. The study focuses on its antioxidant activity, demonstrating the potential health benefits and applications in pharmaceuticals and nutraceuticals (Mergulhão et al., 2024).

  • Essential Oil Constituents as Anti-Inflammatory and Neuroprotective Agents: An Insight through Microglia Modulation.: This review discusses the anti-inflammatory and neuroprotective properties of essential oil constituents, including eugenol. It highlights the mechanisms through which eugenol modulates microglia, suggesting its potential therapeutic applications in treating neuroinflammatory conditions (Stojanovic et al., 2024).

  • Improvement in the Sustained-Release Performance of Electrospun Zein Nanofibers via Crosslinking Using Glutaraldehyde Vapors.: The study investigates the sustained-release performance of electrospun zein nanofibers loaded with eugenol, enhanced through crosslinking with glutaraldehyde vapors. This method shows promise for developing advanced drug delivery systems and food packaging materials (Wang et al., 2024).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anthelmintic activity of essential oil of Ocimum sanctum and eugenol.
Asha MK, et al.
Fitoterapia, 72(6), 669-670 (2001)
Historical overview of the cinnamon industry
Wijesekera RO
Critical Reviews in Food Science and Nutrition, 10(1), 1-30 (1977)
Fungicidal activity of essential oils of Cinnamomum zeylanicum (L.) and Syzygium aromaticum (L.) Merr et LM Perry against crown rot and anthracnose pathogens isolated from banana
Ranasinghe L, et al
Letters in Applied Microbiology, 35(3), 208-211 (2002)
Bhavini Shah et al.
International journal of food microbiology, 161(1), 53-59 (2012-12-25)
There has been great interest in intervention strategies based on plant essential oils to control pathogens such as Escherichia coli O157:H7 and Listeria monocytogenes (Lm). However, the poor solubility of essential oils in water makes it difficult to disperse evenly
Deepa Bhagat et al.
Scientific reports, 3, 1294-1294 (2013-02-19)
Environment-friendly management of fruit flies involving pheromones is useful in reducing the undesirable pest populations responsible for decreasing the yield and the crop quality. A nanogel has been prepared from a pheromone, methyl eugenol (ME) using a low-molecular mass gelator.
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