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W247618

Sigma-Aldrich

Methyl isoeugenol

≥98%, FG

Synonym(s):

1,2-Dimethoxy-4-propenylbenzene, Isoeugenyl methyl ether

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About This Item

Linear Formula:
CH3CH=CHC6H3(OCH3)2
CAS Number:
Molecular Weight:
178.23
FEMA Number:
2476
EC Number:
Council of Europe no.:
186
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
4.013
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

Assay

≥98%

refractive index

n20/D 1.568 (lit.)

bp

262-264 °C (lit.)

mp

98-100 °C (lit.)

density

1.05 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

spicy

SMILES string

COc1ccc(\C=C\C)cc1OC

InChI

1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3/b5-4+

InChI key

NNWHUJCUHAELCL-SNAWJCMRSA-N

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General description

Methyl isoeugenol is one of the main components found in the essential oil extracted from Acorus calamus, bark of Croton malambo and rhizomes of Zingiber zerumbet, Hedychium coronarium and Etlingera cevuga.

Application

Methyl isoeugenol can be used as a natural food flavor in food industries.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup


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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Major constituents and antimicrobial activity of Korean herb Acorus calamus.
Kim WJ, et al.
Natural product research, 25(13), 1278-1281 (2011)
Aromatic plants of French Polynesia. I. Constituents of the essential oils of rhizomes of three Zingiberaceae: Zingiber zerumbet Smith, Hedychium coronarium Koenig and Etlingera cevuga Smith.
Lechat-Vahirua I, et al.
J. Essent. Oil Res., 5(1), 55-59 (1993)
Anxiolytic and antidepressant like effects of natural food flavour (E)-methyl isoeugenol
Fajemiroye JO, et al.
Food & Function, 5(8), 1819-1828 (2014)
Hypotensive and vasorelaxant effects of (E)-Methyl isoeugenol: A naturally occurring food flavour
Fajemiroye JO, et al.
Food And Chemical Toxicology, 70, 214-221 (2014)
J Wang et al.
Plant physiology, 114(1), 213-221 (1997-05-01)
We have previously shown (R.A. Raguso, E. Pichersky [1995] Plant Syst Evol 194: 55-67) that the strong, sweet fragrance of Clarkia breweri (Onagraceae), an annual plant native to California, consists of 8 to 12 volatile compounds, including 4 phenylpropanoids. Although

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