117870

trans-Anethole

99%

• Synonym(s): 4-Propenylanisole, trans-1-Methoxy-4-(1-propenyl)benzene
• Linear Formula: CH₃CH=CHC₆H₄OCH₃
• CAS Number: 4180-23-8
• Molecular Weight: 148.20
• Beilstein: 774229
• EC Number: 224-052-0
• MDL number: MFCD00009284
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847351
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 99%
• form: solid or liquid
• refractive index: n20/D 1.561 (lit.)
• bp: 234-237 °C (lit.)
• mp: 20-21 °C (lit.)
• solubility: 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
• density: 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+
• InChI key: RUVINXPYWBROJD-ONEGZZNKSA-N

Description

General description

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.

Application

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

Biochem/physiol Actions

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.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H317,H411
• Precautionary Statements: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Hazard Classifications: Aquatic Chronic 2 - Skin Sens. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point(F): 213.8 °F
• Flash Point(C): 101 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves