2-Propen-1-one,1-(4-methoxyphenyl)-3-phenyl-

Names

[ CAS No. ]:
959-23-9

[ Name ]:
2-Propen-1-one,1-(4-methoxyphenyl)-3-phenyl-

[Synonym ]:
EINECS 213-495-5
MFCD00008407
benzylidene-4'-methoxyacetophenone
METHOXYCHALCONE,4'
1-(4'-methoxyphenyl)-3-phenylpropenone

Biological Activity

[Description]:

4'-Methoxychalcone regulates adipocyte differentiation through PPARγ activation. 4'-Methoxychalcone modulates the expression and secretion of various adipokines in adipose tissue that are involved in insulin sensitivity[1].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PARP

Research Areas >> Metabolic Disease

Signaling Pathways >> Cell Cycle/DNA Damage >> PARP

[Target]

PPARγ[1]

[In Vitro]

4'-Methoxychalcone (5 μM; 8 days) markedly increases the mRNA expression of adipogenic genes during adipocyte differentiation, PPARγ, aP2, FAS, adiponectin and GluT 4[1]. 4'-Methoxychalcone (5 μM; 8 days) reduces the upregulated mRNA expression of IL-6, PAI-1, and MCP-1 by TNF-α in preadipocyte 3T3-L1 cells[1]. 4'-Methoxychalcone (5 μM; 0-8 days) causes an increase in PPARγ expression during differentiation, while C/EBPβ protein expression is relatively unaffected[1]. RT-PCR[1] Cell Line: Preadipocyte 3T3-L1 cells Concentration: 5 μM Incubation Time: 0 day; 2 days; 4 days; 6 days; 8 days Result: Increased the mRNA expression of all adipogenic genes, except GluT1 in adipocyte. Western Blot Analysis[1] Cell Line: Preadipocyte 3T3-L1 cells Concentration: 5 μM Incubation Time: 8 days Result: Increased PPARγ expression in adipocyte.

[References]

[1]. Han Y, et al. Regulatory effects of 4-methoxychalcone on adipocyte differentiation through PPARγ activation and reverse effect on TNF-α in 3T3-L1 cells. Food Chem Toxicol. 2017 Aug;106(Pt A):17-24.

Chemical & Physical Properties

[ Density]:
1.114g/cm3

[ Boiling Point ]:
397.5ºC at 760mmHg

[ Melting Point ]:
101-103 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₄O₂

[ Molecular Weight ]:
238.28100

[ Flash Point ]:
180.5ºC

[ Exact Mass ]:
238.09900

[ PSA ]:
26.30000

[ LogP ]:
3.59130

[ Index of Refraction ]:
1.606

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S26-S36

[ WGK Germany ]:
3

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%