Tomatine  (Synonyms: α-Tomatine; Lycopersicin; Tomatin)

Tomatine is a glycoalkaloid, found in the tomato plant (Lycopersicon esculentum Mill.). Tomatine elicits neurotoxicity in RIP1 kinase and caspase-independent manner. Tomatine promotes the upregulation of nuclear apoptosis inducing factor (AIF) in neuroblastoma cells. Tomatine also inhibits 20S proteasome activity^[1].

Tomatine inhibits gastric carcinoma cell line (AGS), neuroblastoma cell line (SH-SY5Y) and non-small cell lung cancer cell line (A549) with IC₅₀s of 2 µM, 1.6 µM and 1.1 µM, respectively^[1].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

1034.19

Solid

C₅₀H₈₃NO₂₁

17406-45-0

C[[email protected]@]12[[email protected]]([[email protected]@H]3C)([H])[[email protected]](O[[email protected]@]34CC[[email protected]](C)CN4)([H])C[[email protected]@]1([H])[[email protected]@](CC[[email protected]]5([H])[[email protected]@]6(CC[[email protected]](O[[email protected]]([[email protected]@H]([[email protected]@H](O)[[email protected]]7O[[email protected]@](O[[email protected]](CO)[[email protected]@H](O)[[email protected]@H]8O[[email protected]@](OC[[email protected]@H](O)[[email protected]@H]9O)([H])[[email protected]@H]9O)([H])[[email protected]@H]8O[[email protected]]([[email protected]@H]([[email protected]@H](O)[[email protected]@H]%10O)O)([H])O[[email protected]@H]%10CO)O)([H])O[[email protected]@H]7CO)C5)C)([H])[[email protected]]6([H])CC2

Room temperature in continental US; may vary elsewhere.

• [1]. da Silva DC, et al. Neurotoxicity of the steroidal alkaloids tomatine and tomatidine is RIP1 kinase- and caspase-independent and involves the eIF2α branch of the endoplasmic reticulum. J Steroid Biochem Mol Biol. 2017 Jul;171:178-186.  [Content Brief]