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11107

Supelco

α-Asarone

analytical standard

Synonym(s):

trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene, trans-1-Propenyl-2,4,5-trimethoxybenzene, trans-Asarone, Isoasaron

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCH3
CAS Number:
2883-98-9
Molecular Weight:
208.25
Beilstein/REAXYS Number:
1910606
EC Number:
220-743-6
MDL number:
MFCD00064457
UNSPSC Code:
85151701
PubChem Substance ID:
329749150
NACRES:
NA.24

grade

analytical standard

Quality Level

100

assay

≥97.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

296 °C (lit.)

mp

57-61 °C (lit.)
57-61 °C

application(s)

food and beverages

format

neat

SMILES string

COc1cc(OC)c(\C=C\C)cc1OC

InChI

1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+

InChI key

RKFAZBXYICVSKP-AATRIKPKSA-N

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General description

Asarones are toxic morphogenetic agents. It is also known for its chemosterlant and oviposition stimulant properties. Naturally it can be extracted from Acorus calamus. α-Asarone is considered as growth inhibitor. This isomer acts as antifeedant with less toxicity.

Application

It was used as standard in synthesis of five isomers of α-Asarone to compare the better deterrent using HPLC analysis.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR5814V
BCBM6197V
BCBJ9108V
BCBF9074V
BCBB4691V

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Feeding-deterrent activity of a-asarone isomers against some stored Coleoptera.
Poplawski, Janusz, et al.
Pest Management Science, 56.6, 560-564 (2000)
De-Jia Zou et al.
Die Pharmazie, 66(1), 44-51 (2011-03-12)
Beta-amyloid (Abeta) toxicity has been postulated to initiate synaptic loss and subsequent neuronal degeneration seen in Alzheimer's disease (AD). We previously demonstrated that beta-asarone improves cognitive function by suppressing neuronal apoptosis in vivo. In this study, we assessed the neuroprotective
Daijie Wang et al.
Journal of separation science, 34(23), 3339-3343 (2011-11-01)
In this study, supercritical fluid extraction (SFE) was used to extract essential oil from Acorus tatarinowii Schott under the pressure of 25 MPa and temperature of 35°C. Two (E)- and (Z)-diastereomers of α-asarone and β-asarone were separated and purified by
Jadwiga Marczewska et al.
Acta poloniae pharmaceutica, 70(2), 349-354 (2013-04-26)
In our previous paper we examined mutagenic and genotoxic activity of 4 alpha-asarone isomers 2-5 exhibiting relatively high hypolipidemic activity. In the present paper, we examined genotoxic activity of alpha-asarone and its isomers as the ability to damage cellular DNA
Yong Qi Fang et al.
European journal of drug metabolism and pharmacokinetics, 37(3), 187-190 (2012-02-22)
The objective of this work was to analyze transformation and excretion of β-asarone in rabbits with gas chromatography-mass spectrometry (GC-MS). The rabbits were administered IV at a dose of 30 mg/kg body weight β-asarone-water-propylene glycol (6:34:60, v/v/v), and urine and
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