| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C20H20O8 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
4'-Demethylnobiletin is a bioactive metabolite that activates the PKA/ERK/CREB signaling pathway. It enhances CRE-mediated transcription in hippocampal neurons and, by stimulating ERK signaling, reverses memory impairment linked to NMDA receptor antagonism[1]. It is supplied as an off-white to light yellow solid (C20H20O8, MW 388.37) at 99.69% purity.
Physical & Chemical Properties
| CAS Number | 34810-62-3 |
|---|---|
| Molecular Formula | C20H20O8 |
| Molecular Weight | 388.37 g/mol |
| Purity | 99.69% |
| Appearance | Solid |
| Color | Off-white to light yellow |
| SMILES | O=C1C=C(C2=CC=C(O)C(OC)=C2)OC3=C(OC)C(OC)=C(OC)C(OC)=C13 |
| Signaling Pathway | Stem Cell/Wnt; TGF-beta/Smad; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Neuronal Signaling |
| Solubility | In Vitro: DMSO: 100 mg/mL (257.49 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years; 4°C, 2 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 100 mg/mL (257.49 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | 2.5 mg/mL (6.44 mM); clear solution; requires sonication |
| How to prepare | Gives a clear solution at 2.5 mg/mL. For 1 mL of working solution: add 100 μL DMSO stock (25.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 90% Corn Oil |
|---|---|
| Result | 2.5 mg/mL (6.44 mM); clear solution; requires sonication |
| How to prepare | Gives a clear solution at 2.5 mg/mL. Use with caution if continuous dosing will exceed two weeks. For 1 mL of working solution: add 100 μL DMSO stock (25.0 mg/mL) to 900 μL corn oil. |
Data provided by the manufacturer.
In Vitro
In rat hippocampal neurons, 4′-Demethylnobiletin (1-100 μM, 0-60 min) can activate phosphorylation of ERK and CREB in a time- and concentration-dependent manner that relies on the PKA/MEK/ERK pathway. It can also stimulate CRE-mediated transcription through PKA/MEK/ERK-dependent signaling pathways[1].
In Vivo
In male ddY mice, MK-801-induced learning impairment is reversed dose-dependently by 4′-Demethylnobiletin (10 or 50 mg/kg, ip, once daily for seven consecutive days), without any effect on mobility. MK-801-treated mice show less freezing than control mice, along with inhibited ERK learning activation in the hippocampus, and 4′-Demethylnobiletin also reverses this inhibition[1]. Dosed the same way (10 or 50 mg/kg, ip, once daily for seven consecutive days), 4′-Demethylnobiletin reverses the MK-801-mediated inhibition of NMDA-stimulated phosphorylation of ERK and PKA substrates in hippocampal neurons[1].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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