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00130595

trans-Anethole

primary reference standard

Synonym(s):

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

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About This Item

Linear Formula:
CH3CH=CHC6H4OCH3
CAS Number:
4180-23-8
Molecular Weight:
148.20
Beilstein/REAXYS Number:
774229
EC Number:
224-052-0
MDL number:
MFCD00009284
UNSPSC Code:
85151701
PubChem Substance ID:
329747004
NACRES:
NA.24

grade

pharmaceutical primary standard
primary reference standard

form

crystals (white)
liquid (above 23 oC)

manufacturer/tradename

HWI

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.)

storage temp.

−20°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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Application

Reference Standard in the analysis of herbal medicinal products

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
GHS07,GHS09

signalword

Warning

hcodes

H317,H411

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

213.8 °F

flash_point_c

101 °C

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Certificates of Analysis (COA)

Lot/Batch Number
HWI01249-4
HWI01249-3
HWI01249-2
HWI01249-1

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María Dolores López et al.
Chemico-biological interactions, 229, 36-43 (2015-02-01)
The profitable insecticidal action of monoterpenoids prompted us to test their efficiency against stored-grain beetle species, via inhibition of acetylcholinesterase (AChE). For this, we first studied the ability of the monoterpenoids geraniol, linalool, camphor, fenchone, carvone and γ-terpinene, besides the
Tomohiro Nabekura et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 70, 140-145 (2015-03-18)
Drug efflux transporter P-glycoprotein plays an important role in cancer chemotherapy. The nuclear factor-κB (NF-κB) transcription factors play critical roles in development and progression of cancer. In this study, the effects of natural compounds that can inhibit NF-κB activation on

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