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MilliporeSigma

10368

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:
4180-23-8
Molecular Weight:
148.20
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329749035
EC Number:
224-052-0
Beilstein/REAXYS Number:
774229
MDL number:
MFCD00009284

Key Documents

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Product Name

trans-Anethole, analytical standard

InChI key

RUVINXPYWBROJD-ONEGZZNKSA-N

InChI

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

SMILES string

COc1ccc(\C=C\C)cc1

grade

analytical standard

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

Quality Level

100

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PHL891588.00429PHR1218
trans-Anethole analytical standard

Supelco

10368

trans-Anethole

trans-Anethole phyproof® Reference Substance

PHL89158

trans-Anethole

trans-Anethole for synthesis

Sigma-Aldrich

8.00429

trans-Anethole

trans-Anethole Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1218

trans-Anethole

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

application(s)

-

application(s)

-

application(s)

pharmaceutical (small molecule)

format

neat

format

-

format

-

format

neat

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

300

grade

analytical standard

grade

primary reference standard

grade

-

grade

certified reference material, pharmaceutical secondary standard

assay

≥99.5% (GC)

assay

≥95.0% (GC)

assay

≥98.0% (GC)

assay

-

Application

It was used as standard in the determination of trans-anethole in Savia sclarea essential oil using HPLC and GC-MS method.[1]
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.

General description

trans-Anethole is a naturally occuring flavouring agent.[2] It has insecticidal, larvicidal, and antimicrobial properties.[3]

Other Notes

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

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H317,H411

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN6985
BCCK2594
BCCD5185
BCCB4831
BCCB4186

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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
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%
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
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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