CAS 2174-59-6|5-O-Demethylnobiletin

Introduction:Basic information about CAS 2174-59-6|5-O-Demethylnobiletin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name5-O-Demethylnobiletin
CAS Number2174-59-6Molecular Weight388.368
Density1.304±0.06 g/cm3Boiling Point601.4±55.0 °C at 760 mmHg
Molecular FormulaC20H20O8Melting Point145-146 ºC
MSDS/Flash Point213.9±25.0 °C

Names

Name2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
SynonymMore Synonyms

5-O-Demethylnobiletin BiologicalActivity

Description5-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 CatalogSignaling Pathways >>GPCR/G Protein >>Leukotriene ReceptorResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Metabolic Enzyme/Protease >>5-LipoxygenaseResearch Areas >>Neurological Disease
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

Density1.304±0.06 g/cm3
Boiling Point601.4±55.0 °C at 760 mmHg
Melting Point145-146 ºC
Molecular FormulaC20H20O8
Molecular Weight388.368
Flash Point213.9±25.0 °C
Exact Mass388.115814
PSA96.59000
LogP2.10
Vapour Pressure0.0±1.8 mmHg at 25°C
Index of Refraction1.583
InChIKeyDOFJNFPSMUCECH-UHFFFAOYSA-N
SMILESCOc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)c(OC)c3o2)cc1OC
Storage condition2-8C
Water SolubilityPractically insoluble (0.058 g/L) (25 ºC)

Safety Information

HS Code2914509090

Customs

HS Code2914509090
SummaryHS: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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