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W246808

Sigma-Aldrich

Isoeugenol

mixture of cis and trans, 99%, FG

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Synonym(s):
2-Methoxy-4-propenylphenol
Linear Formula:
CH3OC6H3(CH=CHCH3)OH
CAS Number:
97-54-1
Molecular Weight:
164.20
FEMA Number:
2468
Beilstein:
1909602
EC Number:
202-590-7
Council of Europe no.:
172
MDL number:
MFCD00009285
UNSPSC Code:
12164502
PubChem Substance ID:
24901116
Flavis number:
4.004
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
FDA 21 CFR 117
FDA 21 CFR 172.515

vapor density

>1 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

99%

refractive index

n20/D 1.575 (lit.)

bp

132 °C/10 mmHg (lit.)

density

1.082 g/mL at 25 °C

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

clove; woody; spicy; sweet

SMILES string

OC1=CC=C(/C=C/C)C=C1OC

InChI

1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+

InChI key

BJIOGJUNALELMI-ONEGZZNKSA-N

Gene Information

rat ... Ar(24208)

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

233.6 °F

Flash Point(C)

112 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Morahem Ashengroph et al.
Applied biochemistry and biotechnology, 166(1), 1-12 (2011-10-13)
To screen strains of halotolerant or halophile bacteria which are able to convert isoeugenol to vanillin, 36 different strains of bacteria isolated from the salty environments in Iran were investigated. During growth on isoeugenol, a moderately halotolerant Gram-negative coccobacil showed
Sathya N Prasad et al.
Neurotoxicology, 33(5), 1254-1264 (2012-07-31)
Acrylamide (ACR) intoxication in its monomeric form leads to neuronal damage in both experimental animals and humans. Oxidative stress is one of the principle mechanisms related to the neurotoxicity of ACR exposure. Hence, the present study aimed to recapitulate the
Michaela Kalmes et al.
Journal of toxicology and environmental health. Part A, 75(8-10), 478-491 (2012-06-13)
The phenolic derivatives eugenol and isoeugenol, which are naturally found in essential oils of different spices, are commonly used as fragrances. Recently data demonstrated that growth suppression produced by these substances occurs in keratinocytes and that the effects may be
J Krupa et al.
The journal of physical chemistry. B, 116(36), 11148-11158 (2012-07-26)
In situ photochemical transformations of monomers of 2-methoxy-4-(prop-1-enyl)phenol (isoeugenol) and 2-methoxy-4-(prop-2-enyl)phenol (eugenol) isolated in low temperature matrices were induced by tunable UV laser light, and the progress of the reactions was followed by FTIR spectroscopy. Conformer-selective E ↔ Z geometrical
Aurélie Frankart et al.
Archives of dermatological research, 304(4), 289-303 (2012-01-25)
Models of reconstructed human epidermis (RHE) holding proliferating and fully differentiated cultured keratinocytes allow in vitro investigation of early molecular and cellular epidermal events during the complex response of keratinocytes at the onset of allergic contact dermatitis (ACD) or sensitization.
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