Sinensetin

Names

[ Name ]:
Sinensetin

[Synonym ]:
6-hydroxyluteolin 5,6,7,3',4'-pentamethyl ether
MFCD00017421
3',4',5,6,7-PENTAMETHOXYFLAVONE
Sinensetin
4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-
5,6,7,3',4'-pentamethoxyflavanone
2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one
Pedalitin permethyl ether
5,6,7,3',4'-Pentamethoxyflavone
2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one
Sinenstein

Biological Activity

[Description]:

Sinensetin is a methylated flavone found in certain citrus fruits. pocess potent antiangiogenesis and anti-inflammatory, sinensetin enhances adipogenesis and lipolysis.In vitro: Sinensetin promots adipogenesis in 3T3-L1 preadipocytes growing in incomplete differentiation medium, sinensetin enhances adipogenesis and lipolysis by increasing cAMP levels. [1] Sinensetin shows anti-inflammatory activity by regulating the protein level of inhibitor κB-α (IκB-α). [2]In vivo: Sinensetin has the most potent antiangiogenesis activity and the lowest toxicity, inhibits angiogenesis by inducing cell cycle arrest in the G0/G1 phase in HUVEC culture and downregulating the mRNA expressions of angiogenesis genes flt1, kdrl, and hras in zebrafish. [3]

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> PGE synthase

Signaling Pathways >> Apoptosis >> TNF Receptor

Natural Products >> Flavonoids

Research Areas >> Others

[References]

[1]. Kang SI et al. Sinensetin enhances adipogenesis and lipolysis by increasing cyclic adenosine monophosphate levels in 3T3-L1 adipocytes. Biol Pharm Bull. 2015;38(4):552-8.

[2]. Shin HS et al. Sinensetin attenuates LPS-induced inflammation by regulating the protein level of IκB-α. Biosci Biotechnol Biochem. 2012;76(4):847-9.

[3]. Lam IK et al. In vitro and in vivo structure and activity relationship analysis of polymethoxylated flavonoids: identifying sinensetin as a novel antiangiogenesis agent. Mol Nutr Food Res. 2012 Jun;56(6):945-56.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
547.8±50.0 °C at 760 mmHg

[ Melting Point ]:
174-176ºC

[ Molecular Formula ]:
C₂₀H₂₀O₇

[ Molecular Weight ]:
372.369

[ Flash Point ]:
240.6±30.2 °C

[ Exact Mass ]:
372.120911

[ PSA ]:
76.36000

[ LogP ]:
3.08

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.566

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ Hazard Codes ]:
T

[ Risk Phrases ]:
25

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
UN 2811 6.1 / PGIII

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

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%

Articles

Sinensetin enhances adipogenesis and lipolysis by increasing cyclic adenosine monophosphate levels in 3T3-L1 adipocytes.

Biol. Pharm. Bull. 38(4) , 552-8, (2015)

Sinensetin is a rare polymethoxylated flavone (PMF) found in certain citrus fruits. In this study, we investigated the effects of sinensetin on lipid metabolism in 3T3-L1 cells. Sinensetin promoted ad...