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136123

Sigma-Aldrich

trans-Chalcone

97%

Synonym(s):

Benzylideneacetophenone

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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

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.

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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Certificates of Analysis (COA)

Lot/Batch Number
STBK6687
STBJ7806
STBJ5460
STBH4759
STBH3142

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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)
Daniela Batovska et al.
European journal of medicinal chemistry, 44(5), 2211-2218 (2008-07-01)
A large series of chalcones were synthesized and studied against Staphylococcus aureus and Escherichia coli. Chalcones were either unsubstituted in ring A or possessed 4'-chloro or 3',4',5'-trimethoxy groups. Their other ring B was variously substituted. It was found that the
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
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Global Trade Item Number

SKUGTIN
136123-100G4061838731142
136123-500G
136123-500MG
136123-5G4061838731159

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