| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Source | Plant — Compositae Senecio latifolius DC. |
| Molecular weight | |
| Molecular formula | C18H25NO6 |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Merepoxine is a jacobin-like pyrrolizidine alkaloid and epoxide formed from melensine under alkaline conditions, through an SN2 reaction accompanied by elimination of hydrogen chloride in a chlorohydrin-like reaction that yields the epoxide[1][2][3].
It has the molecular formula C18H25NO6 and a molecular weight of 351.39 g/mol.
Physical & Chemical Properties
| CAS Number | 115777-94-1 |
|---|---|
| Molecular Formula | C18H25NO6 |
| Molecular Weight | 351.39 g/mol |
| Structure Classification | Alkaloids Pyrrole Alkaloids |
| SMILES | O=C(O[C@H](CC1)[C@]2([H])N1CC=C2CO3)[C@]4(OC4)[C@H](C)[C@@H](C)[C@@](C)(O)C3=O |
| Signaling Pathway | Natural Products |
| Initial Source | Plant — Compositae Senecio latifolius DC. |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| 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.
[1]. Cheng D, et al. The correlation between leaf-surface and leaf-tissue secondary metabolites: A case study with pyrrolizidine alkaloids in Jacobaea hybrid plants[J]. Metabolomics, 2017, 13(5): 47.
[2]. Kaltner F, Klein L M. Structural modifications of certain pyrrolizidine alkaloids during sample extraction and its impact on analytical results[J]. Food Analytical Methods, 2025, 18(6): 911-921.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with your institution's chemical hygiene plan.
In Vitro
Merepoxine and Merepoxine N-oxide belong to the senecionine-type pyrrolizidine alkaloids (PAs)[1]. Merepoxine (0.6 ng per leaf; left to stand for 2 h after spraying) can be removed efficiently from the leaf surface of Jacobaea vulgaris by soaking alone for 20 s, either in aqueous solution or in weakly acidic aqueous solution, giving a recovery rate above 95% in the first extraction[1].
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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