4113 Senecionine Senecionine is an organic compound with the chemical formula C18H25NO5. It is classified as a pyrrolizidine alkaloid. 130-01-8 5280906 C18H25NO5 White powder. Senecionine is classified as a pyrrolizidine alkaloid (PA). Unsaturated pyrrolizidine alkaloids are hepatotoxic, that is, damaging to the liver. PAs also cause hepatic veno-occlusive disease and liver cancer. PAs are tumorigenic. Disease associated with consumption of PAs is known as pyrrolizidine alkaloidosis. (Wikipedia) The pyrrolizidine alkaloid senecionine has been shown to produce an increase in cytosolic free Ca2+ concentration in isolated hepatocytes that correlated with an increase in cellular toxicity. The cytotoxicity was greater in the absence of extracellular Ca2+ than in its presence, suggesting that alterations in intracellular Ca2+ distribution, and not an influx of extracellular Ca2+, were responsible for the senecionine-induced hepatotoxicity. Senecionine has been shown to be hepatotoxic, genotoxic, and cytotoxic. Senecionine has been shown to produce peroxidation of membrane lipids in a dose-related manner in isolated rat hepatocytes. Alterations in intracellular Ca2+ concentration also were examined as a possible primary mechanism of cellular toxicity. (A15422) Substantial research has revealed that senecionine-induced hepatotoxicity is associated with lipid peroxidation, intracellular Ca2+ alteration, and intercellular glutathione depletion. (A15423) No indication of carcinogenicity to humans (not listed by IARC). 2014-08-29T04:59:49Z 2026-04-03T01:11:56Z Senecionine C06176 CHEBI:9107 true [H]\C(C)=C1/C[C@@]([H])(C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@]([H])(OC1=O)[C@@]23[H] C18H25NO5 InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1 HKODIGSRFALUTA-JTLQZVBZSA-N 335.3948 335.173272915 Exogenous Solid CHEMBL362153 10254883 CHEM003019 DTXSID40871615 NS00015442 76.07000000000001 89.40659999999998 34.84332232166074 0 4 1 12.370863309435826 7.136068783494925 1 3 1.45 -1.73 6.31e+00 g/l