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Acetylseneciphylline N-oxide

Basic information Safety Supplier Related

Acetylseneciphylline N-oxide Basic information

Product Name:
Acetylseneciphylline N-oxide
Synonyms:
  • Acetylseneciphylline N-oxide
  • O-Acetylseneciphylline N-oxide
  • [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 6-(acetyloxy)-3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-methyl-5-methylene-, 12-oxide, (3Z,6R,14aR,14bR)-
CAS:
123844-00-8
MF:
C20H25NO7
MW:
391.42
Mol File:
123844-00-8.mol
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Acetylseneciphylline N-oxide Chemical Properties

pka
4.60±0.40(Predicted)
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Acetylseneciphylline N-oxide Usage And Synthesis

Chemical Properties

Deriving from seneciphylline, acetylseneciphylline N-oxide has a role as a Jacobaea metabolite. Structurally, it is an acetate ester, a macrocyclic lactone, an olefinic compound, an organic heterotricyclic compound, a pyrrolizine alkaloid and a tertiary amine oxide. Acetylseneciphylline N-oxide is a pyrrolizine alkaloid that is seneciphylline in which the hydroxy hydrogen has been replaced by an acetyl group and the tertiary amino function has been oxidized to the corresponding N-oxide.

Uses

Acetylseneciphylline N-oxide is a pyrrolizine alkaloid that is seneciphylline in which the hydroxy hydrogen is replaced by an acetyl group and the tertiary amino function is oxidised to the corresponding N-oxide[1].

Definition

ChEBI: Acetylseneciphylline N-oxide is a pyrrolizine alkaloid that is seneciphylline in which the hydroxy hydrogen has been replaced by an acetyl group and the tertiary amino function has been oxidised to the corresponding N-oxide. It has a role as a Jacobaea metabolite. It is an acetate ester, a macrocyclic lactone, an olefinic compound, an organic heterotricyclic compound, a pyrrolizine alkaloid and a tertiary amine oxide. It is functionally related to a seneciphylline.

References

[1] Dandan Cheng, et al. The relationship between structurally different pyrrolizidine alkaloids and western flower thrips resistance in F(2) hybrids of Jacobaea vulgaris and Jacobaea aquatica. J Chem Ecol. 2011 Oct;37(10):1071-80. DOI:10.1007/s10886-011-0021-6
[2] Cheng D, et al. The relationship between structurally different pyrrolizidine alkaloids and western flower thrips resistance in F(2) hybrids of Jacobaea vulgaris and Jacobaea aquatica. J Chem Ecol. 2011 Oct;37(10):1071-80.

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