4132 Lasiocarpine Lasiocarpine belongs to the alkaloids and derivatives, a superclass within the organic compounds. It is an exogenous solid with the formula C21H33NO7 and an average molecular weight of 411.49 g/mol. This compound has been detected in liver tissues. It is found in or released from 14 recorded sources, including electrical and electronic equipment such as cell phones, capacitors, wires and cables, batteries, and printed circuit boards. Other sources include synthetic textiles, carpets and rugs within the textiles, leather and furnishings sector, as well as food packaging and drinking water. Additionally, it is associated with medical devices in the healthcare, pharmaceuticals and veterinary products sector, and lubricants in the energy, oil and gas sector. Recorded exposure routes for lasiocarpine include inhalation, oral ingestion, and touch. 303-34-4 6321388 C21H33NO7 White powder. Lasiocarpine is toxic to liver cells but not to lung cells, which is unable to metabolize the pyrrolizidine alkaloids to pyrroles. The application of lasiocarpine to human liver cells in culture is followed by inhibition of DNA, RNA and protein synthesis; vacuolation of the cells, the prevention of mitosis and the formation of giant cells (“megalocytes”). (A15431) Effects on the liver include hemorrhagic necrosis of parenchymal cells, marked enlargement of parenchymal cells and of their nuclei and nucleoli, fibrosis or cirrhosis, depression of cell division, and possibly neoplasia. (A15432) The inducibility of tryptophan pyrrolase activity by hydrocortisone, in the livers of rats treated chronically with lasiocarpine is an indication that translational mechanisms are intact. However, the increased uptake of 3H-thymidine by megalocytes, in the absence of observable mitotic activity, suggests that these cells are in the process of hypertrophy. They may act as prolonged, potent inhibitors of mitosis in hepatocytes, they are mutagenic in Drosophila and cause chromosome breakage in leukocytes. One of the unusual results of chronic poisoning by lasiocarpine and other members of the pyrrolizidine alkaloids is progressive enlargement of liver cells to up to three times the normal diameter, with an accompanying proportionate increase in nuclear diameter. The term megalocytosis has been applied to this abnormality which may be associated with mild fibrosis of central veins and proliferation of bile ducts. The prominence of rough ER in enlarged hepatocytes is s a sign of increased metabolic activity. (A15433) 2B, possibly carcinogenic to humans. (L135) Lasiocarpine is a pyrrolizidine alkaloid that is found in the seeds of Heliotropium lasiocarpum, Heliotropium europaeum, and several other plant species, all members of the family Boraginaceae. 2014-08-29T05:03:36Z 2026-04-05T10:23:51Z C10341 true [H]\C(C)=C(/C)C(=O)O[C@@]1([H])CCN2CC=C(COC(=O)[C@](O)([C@]([H])(C)OC)C(C)(C)O)[C@]12[H] C21H33NO7 InChI=1S/C21H33NO7/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21+/m0/s1 QHOZSLCIKHUPSU-PNFBIMPKSA-N 411.4892 411.225702415 Exogenous Solid 4884873 CHEM003038 NS00066989 105.53000000000002 108.12859999999998 43.352033633038566 10 6 2 10.538190127297977 7.135899253754255 1 2 1.95 -2.47 1.39e+00 g/l Organic compounds Alkaloids and derivatives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a000040000000080400000000000000080000000000000000 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 776t3gAAAAAQAAAAAwAAAAAAAAAdAAAAHgAAAIABBgA4AAAAAwEEBgBgAAAA AQMGACgAAAADBAYAYAAAAAEDBgAoAAAAAwQIACgAAAADAggAKAAAAAMCBiA0 AAAAAQEEBgBgAAAAAgIGAGAAAAACAgcAIAAAAAMGAGAAAAACAgYAaAAAAAMD AQYAKAAAAAMEBgBgAAAAAgIIACgAAAADAgYAKAAAAAMECAAoAAAAAwIGICQA AAACBAgAYAAAAAEBBiA0AAAAAgEEBgBgAAAAAQMIACAAAAACBgBgAAAAAQMG ACAAAAAEBgBgAAAAAQMGAGAAAAABAwgAYAAAAAEBBiA0AAAAAgEECwABBAMA AioCAgIBBAIDBAQCBCAEBSgCBAYgBgcABwgACAkACQoACgsACwwADA0IAg0O AA4PAA8QIBARKAIQEgASEwASFAAUFQAUFgAWFwASGAAYGQAYGgAYGwANHAAc BwAcCgBCAgAAAAUHCAkKHAULChwNDBcEAAAAAAAAABY= 2026-09-19T04:01:05Z