Trans-Anethole

Trans-Anethole ((E) -Anethole) is an orally active phenylpropene derivative found in Foeniculum vulgare that is estrogenic at low concentrations and cytotoxic at high concentrations in tumor cell lines. Trans-Anethole also has anti-aflatoxin, anti-thrombotic and anti-diabetic activities. Trans-Anethole is an important odor component in plants such as fennel, myrtle, liquorice, and camphor[1][2][3][4][5][6][7].

Product Specifications

CAS Number

[4180-23-8]

Product Name Alternative

(E) -Anethole

UNSPSC

12352005

Hazard Statement

H317, H411

Target

Endogenous Metabolite

Type

Natural Products

Related Pathways

Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer; Endocrinology; Metabolic Disease; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/Trans-Anethole.html

Purity

99.70

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

COC1=CC=C(/C=C/C)C=C1

Molecular Formula

C10H12O

Molecular Weight

148.21

Precautions

H317, H411

References & Citations

[1]Tabanca N, et al. Estrogenic activity of isolated compounds and essential oils of Pimpinella species from Turkey, evaluated using a recombinant yeast screen. Planta Med. 2004 Aug;70 (8) :728-35.|[2]Nakagawa Y, et al. Cytotoxic and xenoestrogenic effects via biotransformation of trans-anethole on isolated rat hepatocytes and cultured MCF-7 human breast cancer cells. Biochem Pharmacol. 2003 Jul 1;66 (1) :63-73.|[3]Fahlbusch, et al. "Flavors and Fragrances", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH.|[4]Tognolini M, et al. Protective effect of Foeniculum vulgare essential oil and anethole in an experimental model of thrombosis. Pharmacological Research 2007; 56: 254-260. |[5]Sheikh, et al. Trans-anethole, a terpenoid ameliorates hyperglycemia by regulating key enzymes of carbohydrate metabolism in streptozotocin induced diabetic rats. Biochimie 112 (2015) : 57-65.|[6]Dhar, et al. Anti-fertility activity and hormonal profile of trans-anethole in rats. Indian journal of physiology and pharmacology 39 (1995) : 63-63.|[7]JD Lei, et al. "Antifungal effects of trans-anethole, the main constituent of Illicium verum fruit volatiles, on Aspergillus flavus in stored wheat." Food Control 149 (2023) : 109721.