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117870

Sigma-Aldrich

trans-Anethole

99%

Sinonimo/i:

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

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About This Item

Formula condensata:
CH3CH=CHC6H4OCH3
Numero CAS:
4180-23-8
Peso molecolare:
148.20
Beilstein:
774229
Numero CE:
224-052-0
Numero MDL:
MFCD00009284
Codice UNSPSC:
12352100
ID PubChem:
24847351
NACRES:
NA.22

Livello qualitativo

200

Saggio

99%

Forma fisica

solid or liquid

Indice di rifrazione

n20/D 1.561 (lit.)

P. eboll.

234-237 °C (lit.)

Punto di fusione

20-21 °C (lit.)

Solubilità

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

Densità

0.988 g/mL at 25 °C (lit.)

Stringa SMILE

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+
RUVINXPYWBROJD-ONEGZZNKSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

Major metabolite of trans-anethole in human volunteers was 4-methoxyhippuric acid. It can be metabolized by a Arthrobacter strain (TA13).
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.

Pittogrammi

Exclamation markEnvironment
GHS07,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H317,H411

Classi di pericolo

Aquatic Chronic 2 - Skin Sens. 1

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

213.8 °F

Punto d’infiammabilità (°C)

101 °C

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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Estragole analytical standard

Supelco

34098

Estragole

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

Sigma-Aldrich

747777

[Ru(bpz)3][PF6]2

vibrant-m

Y0000386

Foeniculin for peak identification

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
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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