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241091

Sigma-Aldrich

trans-4-Phenyl-3-buten-2-one

≥99%

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About This Item

Linear Formula:
C6H5CH=CHCOCH3
CAS Number:
1896-62-4
Molecular Weight:
146.19
EC Number:
217-587-6
MDL number:
MFCD00008779
UNSPSC Code:
12352100
PubChem Substance ID:
24854463
NACRES:
NA.22

vapor pressure

0.01 mmHg ( 25 °C)

Assay

≥99%

form

solid

bp

260-262 °C (lit.)

mp

39-41 °C (lit.)

solubility

alcohol: freely soluble(lit.)
benzene: freely soluble(lit.)
chloroform: freely soluble(lit.)
diethyl ether: freely soluble(lit.)
petroleum ether: very slightly soluble(lit.)
water: very slightly soluble(lit.)

SMILES string

CC(=O)\C=C\c1ccccc1

InChI

1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+

InChI key

BWHOZHOGCMHOBV-BQYQJAHWSA-N

Related Categories

General description

trans-4-Phenyl-3-buten-2-one forms trans-4-(4-hydroxyphenyl)-3-buten-2-one (4-OH-PBO) as a metabolite when incubated with liver microsomes of untreated rats in the presence of NADPH.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hiroyuki Morita et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(2), 669-673 (2010-01-19)
Benzalacetone synthase (BAS), a plant-specific type III polyketide synthase (PKS), catalyzes a one-step decarboxylative condensation of malonyl-CoA and 4-coumaroyl-CoA to produce the diketide benzalacetone. We solved the crystal structures of both the wild-type and chalcone-producing I207L/L208F mutant of Rheum palmatum
Ikuro Abe et al.
The Journal of biological chemistry, 278(27), 25218-25226 (2003-05-02)
Benzalacetone synthase (BAS) and chalcone synthase (CHS) are plant-specific type III polyketide synthases (PKSs) that share approximately 70% amino acid sequence identity. BAS catalyzes a one-step decarboxylative condensation of 4-coumaroyl-CoA with malonyl-CoA to produce a diketide benzalacetone, whereas CHS performs
Samyeol Seo et al.
Applied and environmental microbiology, 78(11), 3816-3823 (2012-03-27)
The entomopathogenic bacteria Xenorhabdus nematophila and Photorhabdus temperata subsp. temperata suppress insect immune responses by inhibiting the catalytic activity of phospholipase A(2) (PLA(2)), which results in preventing biosynthesis of immune-mediating eicosanoids. This study identified PLA(2) inhibitors derived from culture broths
Lisa Dalla Via et al.
European journal of medicinal chemistry, 44(7), 2854-2861 (2009-01-22)
A series of conjugates of alpha,beta-unsaturated ketone systems, phenyl-butenone and diaryl-propenones (chalcones), with the tricyclic planar pyrroloquinoline nucleus were synthesised and evaluated for their anticancer properties. The aim was to target DNA by butenone and chalcones, and determine the occurrence
Toshiyuki Wakimoto et al.
Methods in enzymology, 515, 337-358 (2012-09-25)
Members of the chalcone synthase superfamily of type III polyketide synthases (PKSs) catalyze iterative condensations of CoA thioesters to produce a variety of polyketide scaffolds with remarkable structural diversity and biological activities. The homodimeric type III PKSs share a common
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