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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:
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

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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)
Sreenath Nandakumar et al.
Biomedical chromatography : BMC, 27(3), 318-326 (2012-08-21)
β-Asarone (BAS), a phenylpropanoid from Acorus calamus Linn., has shown biological effects in the management of cognitive impairment conditions such as Alzheimer's disease. The present paper describes a selective and sensitive liquid chromatography-tandem mass spectrometric method (HPLC-MS/MS) using electrospray ionization
Yong-Qi Fang et al.
Die Pharmazie, 67(2), 120-123 (2012-04-20)
beta-Asarone has significant pharmacological effects on the central nervous system. As a potential therapeutic agent to manage brain diseases, analysis of the pharmacokinetics of beta-asarone in brain is necessary. We used cardio-perfusion method to exclude the beta-asarone in the brain
Divyasree Sandeep et al.
Mutation research, 722(1), 62-68 (2011-03-29)
α-Asarone (1-propenyl-2,4,5-methoxybenzol), one of the active components of Acorus calamus extract, was examined for its efficacy as a radioprotector in mice exposed to lethal and sublethal whole-body γ-radiation. Oral administration of α-asarone 1h prior to the radiation exposure reduced radiation
Subrata Pandit et al.
Fitoterapia, 82(3), 369-374 (2010-11-11)
The present study was aimed to investigate the possible interaction of the standardized extract of Acorus calamus (AC) with Cytochrome P450 enzyme, quantitative determination of the α-asarone in the AC rhizome was performed by RP-HPLC method. In vitro interaction of
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