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136123

Sigma-Aldrich

trans-Chalcone

97%

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Synonym(s):
Benzylideneacetophenone
Linear Formula:
C6H5CH=CHCOC6H5
CAS Number:
Molecular Weight:
208.26
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

bp

208 °C/25 mmHg (lit.)

mp

55-57 °C (lit.)

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)

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This Item
22075517879277541
vibrant-m

136123

trans-Chalcone

vibrant-m

22075

(−)-trans-Caryophyllene

vibrant-m

517879

trans-Chalcone-d12

vibrant-m

277541

trans,trans-Farnesol

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

solid

form

liquid

form

-

form

liquid

mp

55-57 °C (lit.)

mp

-

mp

55-57 °C (lit.)

mp

-

bp

208 °C/25 mmHg (lit.)

bp

262-264 °C (lit.)

bp

208 °C/25 mmHg (lit.)

bp

137 °C/3 mmHg (lit.)

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

General description

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

Application

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

Biochem/physiol Actions

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

pictograms

Exclamation mark

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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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
Saeed Attar et al.
Bioorganic & medicinal chemistry, 19(6), 2055-2073 (2011-02-26)
A series of 30 organic chlacones and 33 ferrocenyl (Fc) chalcones were synthesized and characterized by melting point, elemental analysis, spectroscopy ((1)H NMR and FTIR) and, in two cases, by X-ray crystallography. The biological activity of each compound (10(-4)M in

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