3,3',4',5,6,7,8-heptamethoxyflavone

Names

[ Name ]:
3,3',4',5,6,7,8-heptamethoxyflavone

[Synonym ]:
2-(3,4-Dimethoxyphenyl)-3,5,6,7,8-pentamethoxy-4H-chromen-4-one
3',4',3,5,6,7,8-heptamethoxyflavone
3-Hptmf
4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-3,5,6,7,8-pentamethoxy-
Hepta-3
3,5,6,7,8,3',4'-Heptamethoxyflavone
3,3',4',5,6,7,8-Heptamethoxyflavone
3,5,6,7,8,3’,4’- heptemthoxyflavone

Biological Activity

[Description]:

3,5,6,7,8,3',4'-heptamethoxyflavone, a flavonoid in C. unshiu peels, exhibits anti-tumor-initiating effect and Anti-neuroinflammatory activity[1][2][3]. 3,5,6,7,8,3',4'-heptamethoxyflavone inhibits collagenase activity and increased type I procollagen content in HDFn cells[1]. 3,5,6,7,8,3',4'-heptamethoxyflavone induces brain-derived neurotrophic factor (BDNF) expression via cAMP/ERK/CREB signaling and reduces phosphodiesterase activity in C6 cells[4].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[References]

[1]. Kim HI, et al. 3,5,6,7,8,3',4'-Heptamethoxyflavone, a Citrus Flavonoid, Inhibits Collagenase Activity and Induces Type I Procollagen Synthesis in HDFn Cells. Int J Mol Sci. 2018 Feb 22;19(2).

[2]. Iwase Y, et al. Cancer chemopreventive activity of 3,5,6,7,8,3',4'-heptamethoxyflavone from the peel of citrus plants. Cancer Lett. 2001 Feb 10;163(1):7-9.

[3]. Adhikari-Devkota A, et al. Anti-neuroinflammatory activities of extract and polymethoxyflavonoids from immature fruit peels of Citrus 'Hebesu'. J Food Biochem. 2019 Jun;43(6):e12813.

[4]. Sawamoto A, et al. Citrus flavonoid 3,5,6,7,8,3',4'-heptamethoxyflavone induces BDNF via cAMP/ERK/CREB signaling and reduces phosphodiesterase activity in C6 cells. Pharmacol Rep. 2019 Aug;71(4):653-658.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
618.7±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₂₄O₉

[ Molecular Weight ]:
432.421

[ Flash Point ]:
268.0±31.5 °C

[ Exact Mass ]:
432.142029

[ PSA ]:
94.82000

[ LogP ]:
1.59

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.576

Safety Information

[ 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%