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W247502

Sigma-Aldrich

Methyl eugenol

≥98%, FCC

Synonym(s):

Eugenol methyl ether, 4-Allyl-1,2-dimethoxybenzene, Eugenyl methyl ether

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About This Item

Linear Formula:
H2C=CHCH2C6H3(OCH3)2
CAS Number:
Molecular Weight:
178.23
FEMA Number:
2475
Beilstein:
1910871
EC Number:
Council of Europe no.:
185
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
FCC

Assay

≥98%

refractive index

n20/D 1.534 (lit.)

bp

254-255 °C (lit.)

mp

−4 °C (lit.)

density

1.036 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

Organoleptic

cinnamon; clove; spicy; sweet; warm

SMILES string

COc1ccc(CC=C)cc1OC

InChI

1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4,6-8H,1,5H2,2-3H3

InChI key

ZYEMGPIYFIJGTP-UHFFFAOYSA-N

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General description

Methyl eugenol is one of the main constituents of the essential oil of Ocimum species. It is also an attractant for the oriental fruit flies.

Application


  • Development of broad-spectrum immunoassay with monoclonal antibody to detect five eugenols and study of their molecular recognition mechanism.: This article presents a new immunoassay using a monoclonal antibody designed to detect multiple eugenol derivatives including methyl eugenol, offering insights into their molecular interactions and potential applications in food safety and pharmaceutical analysis (Luo et al., 2024).


Biochem/physiol Actions

Taste at 1.5 ppm

Other Notes

Natural occurrence: Anise, banana, basil, cinnamon, cloves, nutmeg, plum, raspberry, peach, papaya, passionfruit, and apricot.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Muta. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Biosynthesis of estragole and methyl-eugenol in sweet basil (Ocimum basilicum L). Developmental and chemotypic association of allylphenol O-methyltransferase activities.
Lewinsohn E, et al.
Plant Science, 160(1), 27-35 (2004)
Essential oil yield and quality of methyl eugenol rich Ocimum tenuiflorum Lf (syn. O. sanctum L.) grown in south India as influenced by method of harvest.
Kothari SK, et al.
Journal of Chromatography A, 1054(1), 67-72 (2004)
Attraction of the oriental fruit fly, Dacus dorsalis, to methyl eugenol and related olfactory stimulants.
Metcalf RL, et al.
Proceedings of the National Academy of Sciences of the USA, 72(7), 2501-2505 (1975)
Weiwei Zheng et al.
Journal of insect physiology, 58(8), 1122-1127 (2012-05-29)
Bactrocera dorsalis is a destructive fruit-eating pest that causes severe economic damage to the fruit and vegetable industry. Methyl eugenol (ME) has been widely used as an effective sexual attractant for male fruit flies through olfactory perception. However, the molecular
Wei Ding et al.
Toxicological sciences : an official journal of the Society of Toxicology, 123(1), 103-112 (2011-06-11)
Methyleugenol (MEG), a constituent of human food, induces malignant tumors in multiple tissues of rats and mice. Although MEG forms DNA adducts and induces unscheduled DNA synthesis in rat liver, it is negative in many in vitro genetic toxicity assays.

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