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W246719

Sigma-Aldrich

Eugenol

greener alternative

natural, ≥98%, 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:
24901115
Flavis number:
4.003
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

Assay

≥98%

form

liquid

composition

contains IFRA and EU 1223/2009 restricted Eugenol

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

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

fragrance allergen

eugenol

greener alternative category

Aligned

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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Related Categories

General description

Eugenol is one of the key volatile constituents of cinnamon and clove oils.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

Application


  • Methoxyeugenol Protects Against Lung Inflammation and Suppresses Neutrophil Extracellular Trap Formation in an LPS-Induced Acute Lung Injury Model.: This research highlights the protective effects of methoxyeugenol against lung inflammation and its potential to suppress neutrophil extracellular trap formation, indicating its therapeutic potential in inflammatory conditions (Antunes et al., 2022) (Antunes et al., 2022).

  • Methoxyeugenol regulates the p53/p21 pathway and suppresses human endometrial cancer cell proliferation.: This research uncovers the ability of methoxyeugenol to regulate the p53/p21 pathway and inhibit the proliferation of human endometrial cancer cells, indicating its potential as an anticancer agent (Costa et al., 2021) (Costa et al., 2021).

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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