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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:
4180-23-8
Molekulargewicht:
148.20
Beilstein:
774229
EG-Nummer:
224-052-0
MDL-Nummer:
MFCD00009284
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847351
NACRES:
NA.22

Qualitätsniveau

200

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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Verwandte Kategorien

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
GHS07,GHS09

Signalwort

Warning

H-Sätze

H317,H411

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

Analysenzertifikate (COA)

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Estragol analytical standard

Supelco

34098

Estragol

[Ru(bpz)3][PF6]2 95%

Sigma-Aldrich

747777

[Ru(bpz)3][PF6]2

vibrant-m

Y0000386

Foeniculin für die Peakidentifizierung

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
Santanu Bhadra et al.
Fitoterapia, 82(3), 342-346 (2010-11-16)
Illicium verum is a well known spice in traditional Indian system for its therapeutic potential. The present study was aimed to evaluate the acetylcholinesterase (AChE) and butyrylcholinesterase inhibitory (BChE) activity of standardized extracts of I. verum and its oil. Present
Ching Hui Chen et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 763-767 (2012-04-03)
Many traditional Chinese medicines target the treatment of inflammation which is emerging to be a critical component to cancer development and progression. The key aromatic compound in star anise anethole has demonstrated both anti and pro-cancerous effects depending on the
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%
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