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136123

Sigma-Aldrich

trans-Chalcone

97%

Sinónimos:

Benzylideneacetophenone

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About This Item

Fórmula lineal:
C6H5CH=CHCOC6H5
Número de CAS:
614-47-1
Peso molecular:
208.26
EC Number:
210-383-8
MDL number:
MFCD00003082
UNSPSC Code:
12352100
PubChem Substance ID:
24848257
NACRES:
NA.22

assay

97%

form

solid

bp

208 °C/25 mmHg (lit.)

mp

55-57 °C (lit.)

functional group

ketone

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)

Categorías relacionadas

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
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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4′-hydroxychalcone AldrichCPR

Sigma-Aldrich

CDS003892

4′-hydroxychalcone

4′-Methoxyacetophenone 99%

Sigma-Aldrich

117374

4′-Methoxyacetophenone

Acetofenona analytical standard

Supelco

42163

Acetofenona

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
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
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)
Wattenberg L.W., et al.
Cancer Letters, 15, 165-165 (1994)
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