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136123

Sigma-Aldrich

trans-Chalcone

97%

Synonym(s):

Benzylideneacetophenone

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$44.00
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About This Item

Linear Formula:
C6H5CH=CHCOC6H5
CAS Number:
614-47-1
Molecular Weight:
208.26
EC Number:
210-383-8
MDL number:
MFCD00003082
UNSPSC Code:
12352100
PubChem Substance ID:
24848257
NACRES:
NA.22

$44.00

Available to ship onApril 22, 2025Details

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Quality Level

100

assay

97%

form

solid

bp

208 °C/25 mmHg (lit.)

mp

55-57 °C (lit.)

functional group

ketone
phenyl

SMILES string

[H]\C(=C(\[H])C(=O)c1ccccc1)c2ccccc2

InChI

1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+

InChI key

DQFBYFPFKXHELB-VAWYXSNFSA-N

Gene Information

human ... IL1B(3553)
rat ... Ar(24208)

Related Categories

General description

trans-Chalcone is an open chain flavonoid that may prevent lung and forestomach cancer.[1]

Application

trans-Chalcone was used in the synthesis of cis and trans diphenyl cyclopropane[2]. It was also used in screening of surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid (H6P2W18O62.xH2O)[3].

Biochem/physiol Actions

trans-Chalcone exhibits antifungal activity against Trichophyton rubrum. It is inhibitor of fatty acid synthase[4] and α-amylase[5]. It induces programmed cell death due to reduced mitochondrial transmembrane potential in Arabidopsis thaliana roots[6].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1569
STBK6687
STBJ7806
STBJ5460
STBH4759

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P M Sivakumar et al.
Bioorganic & medicinal chemistry letters, 17(6), 1695-1700 (2007-02-06)
In order to develop relatively small molecules as antimycobacterial agents, twenty-five chalcones were synthesized, their activity was evaluated, and quantitative structure-activity relationship (QSAR) was developed. The synthesis was based on the Claisen-Schimdt scheme and the resultant compounds were tested for
Franco Chimenti et al.
Journal of medicinal chemistry, 52(9), 2818-2824 (2009-04-22)
A large series of substituted chalcones have been synthesized and tested in vitro for their ability to inhibit human monoamine oxidases A and B (hMAO-A and hMAO-B). While all the compounds showed hMAO-B selective activity in the micro- and nanomolar
Yi-Kun Chiang et al.
Journal of medicinal chemistry, 52(14), 4221-4233 (2009-06-11)
A pharmacophore model, Hypo1, was built on the basis of 21 training-set indole compounds with varying levels of antiproliferative activity. Hypo1 possessed important chemical features required for the inhibitors and demonstrated good predictive ability for biological activity, with high correlation
Asha Budakoti et al.
European journal of medicinal chemistry, 44(3), 1317-1325 (2008-04-02)
In an effort to develop potent antiamoebic agents, we have synthesized chalcones (1-8), amino-5-substituted-(3-phenyl(2-pyrazolinyl))methane-1-thione derivatives (1a-8a) and 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives (1b-8b) and evaluated for their in vitro antiamoebic activity against HM1:IMSS strain of E. histolytica. All the compounds were characterized by
Sylvie Ducki et al.
Bioorganic & medicinal chemistry, 17(22), 7698-7710 (2009-10-20)
The alpha-methyl chalcone SD400 is a potent inhibitor of tubulin assembly and possesses potent anticancer activity. Various chalcone analogues were synthesized and evaluated for their cell growth inhibitory properties against the K562 human chronic myelogenous leukemia cell line (SD400, IC(50)
View All Related Papers

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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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