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Merck

10368

trans-Anethole

analytical standard

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
CH3CH=CHC6H4OCH3
Numéro CAS:
4180-23-8
Poids moléculaire :
148.20
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329749035
EC Number:
224-052-0
Beilstein/REAXYS Number:
774229
MDL number:
MFCD00009284

Principaux documents

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InChI key

RUVINXPYWBROJD-ONEGZZNKSA-N

InChI

1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+

SMILES string

COc1ccc(\C=C\C)cc1

grade

analytical standard

assay

≥99.5% (GC)

shelf life

limited shelf life, expiry date on the label

contains

~0.05% 4-tert-butylcatechol as stabilizer

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Quality Level

100

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

density

0.988 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

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Catégories apparentées

General description

trans-Anethole is a naturally occuring flavouring agent. It has insecticidal, larvicidal, and antimicrobial properties.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
It was used as standard in the determination of trans-anethole in Savia sclarea essential oil using HPLC and GC-MS method.

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.

Other Notes

This compound is commonly found in plants of the genus: pimpinella

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Classe de stockage

10 - Combustible liquids

flash_point_f

213.8 °F

flash_point_c

101 °C

ppe

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCN6985
BCCK2594
BCCD5185
BCCB4831
BCCB4186

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

S K Abraham
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 39(5), 493-498 (2001-04-21)
The naturally occurring flavouring agents trans-anethole and eugenol were evaluated for antigenotoxic effects in mice. The test doses of trans-anethole (40-400 mg/kg body weight) and eugenol (50-500 mg/kg weight) were administered by gavage 2 and 20 h before the genotoxins
Determination of trans-anethole in Salvia sclarea essential oil by liquid chromatography and GC-MS.
Valgimiglib, Luca, Simone Gabbaninic, and Vanni Cavrinia.
Journal of Separation Science, 25, 703-709 (2002)
Meher U Nessa et al.
Anticancer research, 32(11), 4843-4850 (2012-11-17)
Chemopreventative phytochemicals having antitumour and antioxidant properties can overcome problems of chemoresistance and nonspecific toxicity towards normal cells that are associated with platinum-based chemotherapy against cancer. These agents exert their effects by bringing into play numerous cellular proteins that in
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
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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