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Merck

117870

Sigma-Aldrich

trans-Anethol

99%

Synonym(e):

4-Propenylanisol, trans-1-Methoxy-4-propenyl-benzol

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About This Item

Lineare Formel:
CH3CH=CHC6H4OCH3
CAS-Nummer:
Molekulargewicht:
148.20
Beilstein:
774229
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

99%

Form

solid or liquid

Brechungsindex

n20/D 1.561 (lit.)

bp

234-237 °C (lit.)

mp (Schmelzpunkt)

20-21 °C (lit.)

Löslichkeit

H2O: very slightly soluble
acetone: soluble
alcohol: freely soluble
benzene: soluble
carbon disulfide: soluble
chloroform: miscible
diethyl ether: miscible
ethyl acetate: soluble
petroleum ether: soluble

Dichte

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+

InChIKey

RUVINXPYWBROJD-ONEGZZNKSA-N

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Allgemeine Beschreibung

trans-Anethole is the chief component of several essential oils including star anise, anise seed oil and sweet fennel. It is a commercial flavor substance in baked goods, candy,ice cream, chewing gum, and alcoholic beverages.

Anwendung

trans-Anethole was used as carbon and energy supplement in the culture media of Pseudomonas putida strain, JYR-1 .

Biochem./physiol. Wirkung

Major metabolite of trans-anethole in human volunteers was 4-methoxyhippuric acid. It can be metabolized by a Arthrobacter strain (TA13).
Natürlich vorkommendes Phenylpropen-Derivat das in geringerer Konzentration Estrogen und in höherer Konzentration zytotoxisch auf Krebszellenlinien wirkt. Die Cytotoxizität beruht auf dem Metabolismus des trans-Anethol zu 4-Hydroxy-1-propenylbenzol.

Piktogramme

Exclamation markEnvironment

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Aquatic Chronic 2 - Skin Sens. 1

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 2

Flammpunkt (°F)

213.8 °F

Flammpunkt (°C)

101 °C

Persönliche Schutzausrüstung

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


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Kunden haben sich ebenfalls angesehen

Jiyoung Ryu et al.
Journal of agricultural and food chemistry, 53(15), 5954-5958 (2005-07-21)
Bacterial strain JYR-1, which utilizes high concentrations (up to 100 mM) of trans-anethole as the sole source of carbon and energy, was isolated from soil. It grew to OD(600)(nm) = 2.6 with a doubling time of 8 h when grown
S A Sangster et al.
Xenobiotica; the fate of foreign compounds in biological systems, 17(10), 1223-1232 (1987-10-01)
1. The metabolic fates of the naturally occurring food flavours trans-anethole and estragole, and their synthetic congener p-propylanisole, have been investigated in human volunteers using the [methoxy-14C]-labelled compounds. The doses used were close to those encountered in the diet, 1
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
Hong-Ik Cho et al.
Journal of natural products, 76(9), 1717-1723 (2013-08-22)
The aim of this study was to investigate the hepatoprotective effect of anethole (trans-anethole, 1), a major component of Foeniculum vulgare, and its molecular mechanism during ischemia/reperfusion (I/R). Mice were subjected to 60 min of partial hepatic ischemia followed by

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