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PHR1218

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trans-Anethole

Pharmaceutical Secondary Standard; Certified Reference Material

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
Beilstein:
774229
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

Agency

traceable to USP 1035005

API family

anethole

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

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)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

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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General description

trans-Anethole is an aromatic monoterpenoid compound and derivative of phenylpropene. It is predominantly used as a fragrance in cosmetics and as a flavoring agent in food and pharmaceutical industries.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Application

trans-Anethole may be used as an analytical reference standard for the determination of the analyte in raw material, food products and pharmaceutical formulations by high performance liquid chromatography and gas chromatography.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

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

Footnote

To see an example of a Certificate of Analysis for this material enter LRAC3326 in the slot below. This is an example certificate only and may not be the lot that you receive.

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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


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Identification by HPLC- DAD and HPLC- MS analyses and quantification of constituents of fennel teas and decoctions
Bilia AR, et al.
Journal of Agricultural and Food Chemistry, 48(10), 4734-4738 (2000)
LC determination of anethole in aniseed drinks
Jurado JM, et al.
Chromatographia, 64(3-4), 223-226 (2006)
Essential oils and their single compounds in cosmetics - A critical review
Sarkic A and Stappen I
Cosmetics, 5(1), 11-11 (2018)
Anethole
Pharmacopeia, US
United States Pharmacopeia/National Formulary, 40(1)(3-4), 5576-5576 (2018)
Fast quantitative determination of volatile constituents in fennel by headspace-gas chromatography
Krizman M, et al.
Analytica Chimica Acta, 557(1-2), 267-271 (2006)

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