SENECIVERNINE

Structure

2D structure of SENECIVERNINE
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 442764

Names and identifiers

Name

SENECIVERNINE

IUPAC name

(4R,5R,6R,9a1R,14aR)-6-hydroxy-4,5,6-trimethyl-3-methylene-3,4,5,6,9,9a1,11,13,14,14a-decahydro-[1,6]dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione

SMILES

C[C@@H]1[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC(=O)C1=C)(C)O)C

General information

Molecular formula

C18H25NO5

Molecular weight

335.40 g/mol

Monoisotopic mass

335.1733 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Senecio inaequidens DC. - -
Bicchi, C., Rubiolo, P., Frattini, C., Sandra, P., David, F. (1991). Off-line supercritical fluid extraction and capillary gas chromatography of pyrrolizidine alkaloids in Senecio species. J Nat Prod, 54(4), 941-945 doi:10.1021/np50076a003
Senecio inaequidens DC. aerial parts -
Rubiolo, P., Pieters, L., Calomme, M., Bicchi, C., Vlietinck, A., Vandenberghe, D. (1992). Mutagenicity of pyrrolizidine alkaloids in the salmonella typhimurium/mammalian microsome system. Mutat Res, 281(2), 143-147 doi:10.1016/0165-7992(92)90050-r
Senecio inaequidens DC. aerial parts -
Wiedenfeld, H., Pastewka, W., Stengl, P., Roder, E. (1981). On the gas-chromatographical determination of the pyrrolizidine alkaloids of some Senecio-species. Planta Med, 41, 124-126
Senecio ovatus (G.Gaertn., B.Mey. & Scherb.) Willd. subsp. alpestris (Gaudin) Herborg aerial parts -
Wiedenfeld, H., Pastewka, W., Stengl, P., Roder, E. (1981). On the gas-chromatographical determination of the pyrrolizidine alkaloids of some Senecio-species. Planta Med, 41, 124-126
Senecio vulgaris L. subsp. vulgaris leaf -
Ehmke, A., Proksch, P., Witte, L., Hartmann, T., Isman, M.B. (1989). Fate of ingested pyrrolizidine alkaloid n-oxide in the grasshopper Melanoplus sanguinipes. Naturwissenschaften, 76(1), 27-29 doi:10.1007/bf00368308