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 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 | / | Flash Point | 213.9±25.0 °C |
|---|
Names
| Name | 2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one |
|---|
| Synonym | More Synonyms |
|---|
5-O-Demethylnobiletin BiologicalActivity
| 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 | Signaling 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
| 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 |
|---|
| InChIKey | DOFJNFPSMUCECH-UHFFFAOYSA-N |
|---|
| SMILES | COc1ccc(-c2cc(=O)c3c(O)c(OC)c(OC)c(OC)c3o2)cc1OC |
|---|
| Storage condition | 2-8C |
|---|
| Water Solubility | Practically insoluble (0.058 g/L) (25 ºC) |
|---|
Safety Information
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 |