4′-Demethylnobiletin

Names

[ CAS No. ]:
34810-62-3

[ Name ]:
4′-Demethylnobiletin

[Synonym ]:
2-(4-hydroxy-3-methoxy-phenyl)-5,6,7,8-tetramethoxy-chromen-4-one
5,6,7,8,3'-pentamethoxy-4'-hydroxyflavone
4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone
4'-hydroxy-3',5,6,7,8-pentamethoxyflavone
Sudachitin-5,7-dimethylether

Biological Activity

[Description]:

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].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> iGluR
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> PKA
Signaling Pathways >> Stem Cell/Wnt >> PKA
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Research Areas >> Neurological Disease
Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR
Signaling Pathways >> Stem Cell/Wnt >> ERK

[In Vitro]

4′-Demethylnobiletin(1-100 μM, 0-60 min) 可以以时间和浓度依赖性的方式激活大鼠海马神经元中 ERK 和 CREB 的磷酸化，并以 PKA/MEK/ERK 途径依赖的方式，同时也可以通过激活 PKA/MEK/ERK 依赖信号通路刺激 CRE 介导的转录[1]。

[In Vivo]

4′-Demethylnobiletin (10 or 50 mg/kg, ip, once daily for seven consecutive days)在雄性 ddY 小鼠中可以剂量依赖性地逆转了 MK-801 诱导的学习障碍，而不影响小鼠的活动能力。其中用 MK-801 处理的小鼠比对照组小鼠表现出更少的冻结，并诱导小鼠的海马体中的 ERK 学习激活抑制，而 4′-Demethylnobiletin 也可以逆转该行为[1]。 4′-Demethylnobiletin (10 or 50 mg/kg, ip, once daily for seven consecutive days)可以逆转 MK-801 对海马神经元中 NMDA 刺激的 ERK 和 PKA 底物磷酸化的抑制[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.  

Chemical & Physical Properties

[ Molecular Formula ]:
C20H20O8

[ Molecular Weight ]:
388.36800

[ Exact Mass ]:
388.11600

[ PSA ]:
96.59000

[ LogP ]:
3.20860

Precursor & DownStream

Precursor

DownStream

Related Compounds