115777-94-1
115777-94-1
Chemical Structure
Merepoxine
- CAS No.: 115777-94-1
- Formula:C18H25NO6
- Molecular Weight:351.39
InChIKey: ACGPKIHTJATAMX-FQPKLTCISA-N
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
Biological Activity: Merepoxine is a jacobin-like pyrrolizidine alkaloid and an epoxide. Merepoxine is formed by the transformation of melensine under alkaline conditions, involving an SN2 reaction accompanied by elimination of hydrogen chloride (i.e., a chlorohydrin-like reaction) to form this epoxide[1][2][3].
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Merepoxine | Merepoxine is a jacobin-like pyrrolizidine alkaloid and an epoxide. Merepoxine is formed by the transformation of melensine under alkaline conditions, involving an SN2 reaction accompanied by elimination of hydrogen chloride (i.e., a chlorohydrin-like reaction) to form this epoxide. | |||||||||||||||||||||
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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.
- [3]. Kaltner F, et al. Transfer of pyrrolizidine and tropane alkaloids from tea and herbal tea to infusions. Food chemistry. 2025 Oct 15;489:145026.
