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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%

Stato

solid or liquid

Indice di rifrazione

n20/D 1.561 (lit.)

P. ebollizione

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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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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCG0981
BCCF0221
BCCB4993
BCBW9984
BCBF9375V

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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
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
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
Masahiro Yutani et al.
Phytotherapy research : PTR, 25(11), 1707-1713 (2011-07-02)
trans-Anethole (anethole), a major component of anise oil, has a broad antimicrobial spectrum with antimicrobial activity relatively weaker than those of well-known antibiotics, and significantly enhances the antifungal activity of polygodial and dodecanol against the baker's yeast Saccharomyces cerevisiae and
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