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trans-Anethole

Name: <I>trans</I>-Anethole
Brand: SIAL

purum, ≥98.0% (GC)

Synonym(s):

4-Propenylanisole, trans-1-Methoxy-4-(1-propenyl)benzene

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About This Item

Linear Formula:

CH₃CH=CHC₆H₄OCH₃

CAS Number:

4180-23-8

Molecular Weight:

148.20

EC Number:

224-052-0

UNSPSC Code:

12352100

PubChem Substance ID:

329749038

Beilstein/REAXYS Number:

774229

MDL number:

MFCD00009284

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Properties

grade

purum

assay

≥98.0% (GC)

form

chips

refractive index

n20/D 1.561

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

solubility

soluble, colorless to very faintly yellow

density

0.988 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(\C=C\C)cc1

InChI

1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+

InChI key

RUVINXPYWBROJD-ONEGZZNKSA-N

Description

Biochem/physiol Actions

Naturally occurring phenylpropene derivative that is estrogenic at lower concentrations and cytotoxic at higher concentrations to cancer cell lines. The cytotoxicity is related to the metabolism of trans-anethole to 4-hydroxy-1-propenylbenzene.

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pictograms

GHS07,GHS09

signalword

Warning

hcodes

H317,H411

pcodes

P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

213.8 °F

flash_point_c

101 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Anethole exerts antimetatstaic activity via inhibition of matrix metalloproteinase 2/9 and AKT/mitogen-activated kinase/nuclear factor kappa B signaling pathways.

Eun Jeong Choo et al.

Biological & pharmaceutical bulletin, 34(1), 41-46 (2011-01-08)

Anethole is known to possess anti-inflammatory and anti-tumor activities and to be a main constituent of fennel, anise, and camphor. In the present study, we evaluated anti-metastatic and apoptotic effects of anethole on highly-metastatic HT-1080 human fibrosarcoma tumor cells. Despite

Chemical composition and antimicrobial activity of the essential oil of the leaves of Feronia elephantum (Rutaceae) from north west Karnataka.

Rajesh K Joshi et al.

Natural product communications, 6(1), 141-143 (2011-03-04)

The essential oil of the leaves of Feronia elephantum Corr. was analyzed by gas chromatography and gas chromatography/mass spectrometry. The main constituents were beta-pinene (28.4%), Z-anethole (22.1%), methyl chavicol (12.0%) and E-anethole (8.1%), among thirty-three identified compounds, which represented 92.6%

Antimicrobial activities of essential oil and hexane extract of Florence fennel [Foeniculum vulgare var. azoricum (Mill.) Thell.] against foodborne microorganisms.

Bülent Cetin et al.

Journal of medicinal food, 13(1), 196-204 (2010-02-09)

The objective of this study was to determine the chemical compositions of the essential oil and hexane extract isolated from the inflorescence, leaf stems, and aerial parts of Florence fennel and the antimicrobial activities of the essential oil, hexane extract

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Global Trade Item Number

SKU	GTIN
281255-25G	04061826219720