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Merck
CN

00130590

trans-Anethole

primary reference 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
EC Number:
224-052-0
UNSPSC Code:
85151701
MDL number:
Beilstein/REAXYS Number:
774229
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grade

primary reference standard

CofA

certificate is enclosed in each package

shelf life

limited shelf life, expiry date on the label

refractive index

n20/D 1.561 (lit.)

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

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

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

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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Warning

hcodes

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

Regulatory Information

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Related Content

Quantitative NMR for Content Assignment of Phytochemical Reference Standards


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
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
Hossein Kari Dolatabadi et al.
Journal of basic microbiology, 51(1), 33-39 (2011-01-25)
Fennel (Foeniculum vulgare) is a very important plant in the family of Apiaceae. Effects of inoculation of two endophytic fungi (Piriformospora indica and Sebacina vermifera) in growth, yield and composition of the essential oil of fennel (F. vulgare) were evaluated