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Supelco

trans-Anethole

analytical standard

Synonym(s):

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

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About This Item

Linear Formula:
CH3CH=CHC6H4OCH3
CAS Number:
Molecular Weight:
148.20
Beilstein:
774229
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥99.5% (GC)

shelf life

limited shelf life, expiry date on the label

contains

~0.05% 4-tert-butylcatechol as stabilizer

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.561 (lit.)
n20/D 1.561

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

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

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General description

trans-Anethole is a naturally occuring flavouring agent. It has insecticidal, larvicidal, and antimicrobial properties.

Application

It was used as standard in the determination of trans-anethole in Savia sclarea essential oil using HPLC and GC-MS method.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Other Notes

This compound is commonly found in plants of the genus: pimpinella

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

213.8 °F

Flash Point(C)

101 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Determination of trans-anethole in Salvia sclarea essential oil by liquid chromatography and GC-MS.
Valgimiglib, Luca, Simone Gabbaninic, and Vanni Cavrinia.
Journal of Separation Science, 25, 703-709 (2002)
S K Abraham
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 39(5), 493-498 (2001-04-21)
The naturally occurring flavouring agents trans-anethole and eugenol were evaluated for antigenotoxic effects in mice. The test doses of trans-anethole (40-400 mg/kg body weight) and eugenol (50-500 mg/kg weight) were administered by gavage 2 and 20 h before the genotoxins
Ivan R Green et al.
European journal of medicinal chemistry, 43(6), 1315-1320 (2007-10-26)
On the basis of antibacterial anacardic acids, 6-pentadecenylsalicylic acids, isolated from the cashew apple, Anacardium occidentale L. (Anacardiaceae), a series of 6-alk(en)ylsalicylic acids were synthesized and tested for their antibacterial activity against Streptococcus mutans ATCC 25175. Among them, 6-(4',8'-dimethylnonyl)salicylic acid
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%
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

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