5-O-Demethylnobiletin

Modify Date: 2025-08-22 00:22:00

5-O-Demethylnobiletin Structure
5-O-Demethylnobiletin structure
 Common Name 5-O-Demethylnobiletin
CAS Number 2174-59-6 Molecular Weight 388.368
Density 1.304±0.06 g/cm3 Boiling Point 601.4±55.0 °C at 760 mmHg
Molecular Formula C20H20O8 Melting Point 145-146 ºC
MSDS N/A Flash Point 213.9±25.0 °C

 Use of 5-O-Demethylnobiletin


5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Sideritis tragoriganum, is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].5-O-Demethylnobiletin (5-demethylnobiletin) promotes neuritogenesis through the activation of MAPK/ERK-, PKC-, and PKA-dependent signaling pathways[2].

 Names

Name 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
Synonym More Synonyms

 5-O-Demethylnobiletin Biological Activity

Description 5-O-Demethylnobiletin (5-Demethylnobiletin), a polymethoxyflavone isolated from Sideritis tragoriganum, is a direct inhibition of 5-LOX (IC50=0.1 μM), without affecting the expression of COX-2. 5-O-Demethylnobiletin (5-Demethylnobiletin) has anti-inflammatory activity, inhibits leukotriene B (4)(LTB4) formation in rat neutrophils and elastase release in human neutrophils with an IC50 of 0.35 μM[1].5-O-Demethylnobiletin (5-demethylnobiletin) promotes neuritogenesis through the activation of MAPK/ERK-, PKC-, and PKA-dependent signaling pathways[2].
Related Catalog
Target

IC50: 0.1 μM (Lox 5); 0.35 μM (LTB4) (5-O-Demethylnobiletin)[1]

References

[1]. Bas E, et al. Anti-inflammatory activity of 5-O-demethylnobiletin, a polymethoxyflavone isolated from Sideritis tragoriganum. Planta Med. 2006 Feb;72(2):136-42.

[2]. Chiu SP, et al. Neurotrophic action of 5-hydroxylated polymethoxyflavones: 5-demethylnobiletin and gardenin A stimulate neuritogenesis in PC12 cells. J Agric Food Chem. 2013 Oct 2;61(39):9453-63.

 Chemical & Physical Properties

Density 1.304±0.06 g/cm3
Boiling Point 601.4±55.0 °C at 760 mmHg
Melting Point 145-146 ºC
Molecular Formula C20H20O8
Molecular Weight 388.368
Flash Point 213.9±25.0 °C
Exact Mass 388.115814
PSA 96.59000
LogP 2.10
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.583
Storage condition 2-8C
Water Solubility Practically insoluble (0.058 g/L) (25 ºC)

 Safety Information

HS Code 2914509090

 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%

 Synonyms

4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-
2-(3,4-Dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxy-4H-chromen-4-one
5-hydroxy-6,7,8,3',4'-pentamethoxyflavone
Demethylnobiletin
5-O-Demethylnobiletin
5-hydroxy-3',4',6,7,8-pentamethoxyflavone
5-Demethylnobiletin
5-desmethylnobeletin
5-desmethylnobiletin
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