| Field | Specification |
|---|---|
| Alternative names | Eseroline fumarate |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C17H22N2O5 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
(-)-Eseroline fumarate, also known as Eseroline fumarate, is a metabolite of physostigmine, an AChE inhibitor. It causes leakage of lactic acid dehydrogenase (LDH) from cancer cells and induces the release of adenine nucleotides and 5-hydroxytryptamine (5-HT) from neuronal cells, thereby inducing cell death. It also inhibits the electrically evoked twitches of the mouse vas deferens and of the guinea-pig ileum[1][2]. It is supplied as a white to off-white solid (C17H22N2O5, MW 334.37) at 98.03% purity.
Physical & Chemical Properties
| CAS Number | 70310-73-5 |
|---|---|
| Molecular Formula | C17H22N2O5 |
| Molecular Weight | 334.37 g/mol |
| Purity | 98.03% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | OC(/C=C/C(O)=O)=O.C[C@]12C3=CC(O)=CC=C3N([C@@]1([H])N(CC2)C)C |
| Signaling Pathway | GPCR/G Protein; Neuronal Signaling |
| Solubility | In Vitro: 0.1 M HCl: 50 mg/mL (149.53 mM; Requires sonication) |
| Storage | -20°C, sealed storage, away from moisture. In solvent: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). |
| 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 |
|---|---|---|
| 0.1 M HCl | 50 mg/mL (149.53 mM) | requires sonication |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); sealed storage, away from moisture; avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
(-)-Eseroline fumarate (0.5 mM; 0-25 hr) causes time-dependent LDH leakage from neuronal cell culture systems, namely mouse neuroblastoma N1E-115, as well as rat glioma C6 and neuroblastoma-glioma hybrid NG 108-15[1].
In Vivo
In adult mongrel cats, a single dose of (-)-Eseroline fumarate (HCl; 10 mg/kg; i.v.) induces release of 5-HT from the cerebral cortex[2]. A single dose of (-)-Eseroline fumarate (salicylate; 9 mg/kg; s.c.) has an analgesic effect and strongly reduces the antinociceptive effect of Physostigmine in the mouse tail-flick test[3].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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