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W247502

Sigma-Aldrich

Methyl eugenol

≥98%, FCC

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Synonym(s):
Eugenol methyl ether, 4-Allyl-1,2-dimethoxybenzene, Eugenyl methyl ether
Linear Formula:
H2C=CHCH2C6H3(OCH3)2
CAS Number:
Molecular Weight:
178.23
FEMA Number:
2475
Beilstein/REAXYS Number:
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.

signalword

Warning

Hazard Classifications

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

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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Roktim Gogoi et al.
Current pharmaceutical biotechnology, 21(10), 927-938 (2020-02-18)
The essential oil of methyl eugenol rich Cymbopogon khasianus Hack. was evaluated and its bioactivities were compared with pure methyl eugenol. So far, methyl eugenol rich essential oil of lemongrass was not studied for any biological activities; hence, the present
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)
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)
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)
Isabel Anna Maria Groh et al.
Food & function, 3(4), 428-436 (2012-02-04)
Methyleugenol is a substituted alkenylbenzene classified by the European Union's Scientific Committee on Food as a genotoxic carcinogen. We addressed cytotoxicity, genotoxicity and mutagenicity caused by methyleugenol and selected oxidative methyleugenol metabolites in Chinese hamster lung fibroblasts V79 cells. Cytotoxicity

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