| Identification | Back Directory | [Name]
4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxy- | [CAS]
34810-62-3 | [Synonyms]
4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxy- | [Molecular Formula]
C20H20O8 | [MOL File]
34810-62-3.mol | [Molecular Weight]
388.37 |
| Chemical Properties | Back Directory | [Melting point ]
155-156 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3)) | [Boiling point ]
612.0±55.0 °C(Predicted) | [density ]
1.304±0.06 g/cm3(Predicted) | [form ]
Solid | [pka]
10.27±0.35(Predicted) | [color ]
Off-white to light yellow |
| Hazard Information | Back Directory | [Uses]
4′-Demethylnobiletin is a bioactive metabolite that activates the PKA/ERK/CREB signaling pathway, enhances CRE-mediated transcription in hippocampal neurons, and reverses memory impairment associated with NMDA receptor antagonism by stimulating ERK signaling[1]. | [Definition]
ChEBI: 4'-Hydroxy-3',5,6,7,8-pentamethoxyflavone is an ether and a member of flavonoids. | [in vivo]
4′-Demethylnobiletin (10 or 50 mg/kg, ip, once daily for seven consecutive days) dose-dependently reverses MK-801-induced learning impairment in male ddY mice without affecting the mice's mobility . Mice treated with MK-801 shows less freezing than control mice and induced inhibition of ERK learning activation in the hippocampus of mice, which is also reversed by 4′-Demethylnobiletin[1].
4′-Demethylnobiletin (10 or 50 mg/kg, ip, once daily for seven consecutive days) reverses the inhibition of MK-801 on NMDA-stimulated phosphorylation of ERK and PKA substrates in hippocampal neurons[1].
| [References]
[1] Md Al Rahim, et al. 4'-Demethylnobiletin, a bioactive metabolite of nobiletin enhancing PKA/ERK/CREB signaling, rescues learning impairment associated with NMDA receptor antagonism via stimulation of the ERK cascade. Biochemistry. 2009 Aug 18;48(32):7713-21. DOI:10.1021/bi901088w |
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