Skip to Content
Merck
All Photos(1)

Documents

136123

Sigma-Aldrich

trans-Chalcone

97%

Synonym(s):

Benzylideneacetophenone

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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)

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

Signal Word

Warning

Hazard Statements

H302,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Tamires Aparecida Bitencourt et al.
BMC complementary and alternative medicine, 13, 229-229 (2013-09-21)
Fatty acid synthase (FAS) is a promising antifungal target due to its marked structural differences between fungal and mammalian cells. The aim of this study was to evaluate the antifungal activity of flavonoids described in the scientific literature as FAS
Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid.
Matkovic SR, et al.
Latin American Applied Research, 39(2), 173-178 (2009)
Asymmetric induction with β-cyclodextrin: cis-trans photoisomerization of diphenyl-cyclopropane and its derivatives.
Koodanjeri S, et al.
Proceedings of the Indian Academy of Sciences - Section A, 68(5), 453-463 (2002)
Carla Díaz-Tielas et al.
Plant, cell & environment, 35(8), 1500-1517 (2012-03-21)
Chalcone (1,3-diphenyl-2-propen-1-one) is an aromatic ketone precursor of important molecules in plants such as flavonoids or anthocyanins. Its phytotoxicity has been demonstrated on different plant species, but to date little is known about the mechanisms of action of this secondary
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service