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W208604

Sigma-Aldrich

trans-Anethole

≥99%, FCC, FG

Synonym(s):

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

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About This Item

Linear Formula:
CH3CH=CHC6H4OCH3
CAS Number:
Molecular Weight:
148.20
FEMA Number:
2086
Beilstein:
774229
EC Number:
Council of Europe no.:
183
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
4.010
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 182.60

Assay

≥99%

form

liquid

refractive index

n20/D 1.561 (lit.)

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

trans-anethole

Organoleptic

anise; sweet

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

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Application


  • Anti-oral streptococci and anti-biofilm properties of Etlingera pavieana essential oil and its bioactive compounds proposed for an alternative herbal mouthwash.: This study evaluates the antimicrobial properties of Etlingera pavieana essential oil, identifying trans-anethole as a key bioactive compound with potential applications in oral hygiene products (Wongsariya et al., 2024).

  • Efficacy and safety of aniseed powder for treating gastrointestinal symptoms of COVID-19: a randomized, placebo-controlled trial.: The trial highlights the therapeutic potential of aniseed powder, rich in trans-anethole, for alleviating gastrointestinal symptoms in COVID-19 patients (Mosaffa-Jahromi et al., 2024).

  • Transcriptomic and biochemical analyses revealed antifungal mechanism of trans-anethole on Aspergillus flavus growth.: This research elucidates the antifungal mechanism of trans-anethole against Aspergillus flavus, suggesting its potential application in controlling fungal contamination in food and agriculture (Lei et al., 2023).

Biochem/physiol Actions

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.

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

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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
Josenilda Malveira Cavalcanti et al.
Journal of ethnopharmacology, 144(2), 240-247 (2012-09-25)
Croton zehntneri is a Euphorbiaceae species native to northeastern Brazil, where teas and beverages made from Croton zehntneri leaves are used as healing agents. To our knowledge, there is no experimental study supporting this claim of pharmacological activity. Full-thickness excisional
Hong-Ik Cho et al.
Journal of natural products, 76(9), 1717-1723 (2013-08-22)
The aim of this study was to investigate the hepatoprotective effect of anethole (trans-anethole, 1), a major component of Foeniculum vulgare, and its molecular mechanism during ischemia/reperfusion (I/R). Mice were subjected to 60 min of partial hepatic ischemia followed by

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