4′-Demethylnobiletin

• CAT Number: I042009
• CAS Number: 34810-62-3
• Molecular Formula: C20H20O8
• Molecular Weight: 388.37
• Purity: ≥95%
• Synonyms: 2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
• InChI: InChI=1S/C20H20O8/c1-23-14-8-10(6-7-11(14)21)13-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,21H,1-5H3
• InChIKey: NHMZUDOXUOAEOH-UHFFFAOYSA-N
• SMILES: COC1=C(C=CC(=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)O

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].
4′-Demethylnobiletin (1-100 μM, 0-60 min) can activate the phosphorylation of ERK and CREB in rat hippocampal neurons in a time- and concentration-dependent manner, and in a PKA/MEK/ERK pathway-dependent manner, It can also stimulate CRE-mediated transcription by activating PKA/MEK/ERK-dependent signaling pathways[1].
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].

Reference

[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.
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