80279-24-9
Chemical Structure
Tilivalline
- CAS No.: 80279-24-9
- Formula:C20H19N3O2
- Molecular Weight:333.38
IUPAC Name: (11S,11aS)-9-hydroxy-11-(1H-indol-3-yl)-1,2,3,10,11,11a-hexahydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one
InChIKey: AJZNARCWDDMOPL-WMZOPIPTSA-N
SMILES: O=C1N2CCC[C@]2([C@@H](NC3=C1C=CC=C3O)C4=CNC5=C4C=CC=C5)[H]
Biological Activity: Tilivalline is an enterotoxin that can be produced by Klebsiella oxytoca. Tilivalline shows cytotoxicity against carcinoma cells. Tilivalline induces epithelial apoptosis. Tilivalline causes antibiotic-associated hemorrhagic colitis (AAHC)[1][2].
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Tilivalline | Tilivalline is an enterotoxin that can be produced by Klebsiella oxytoca. Tilivalline shows cytotoxicity against carcinoma cells. Tilivalline induces epithelial apoptosis. Tilivalline causes antibiotic-associated hemorrhagic colitis (AAHC). | |||||||||||||||||||||
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- [1]. Hering NA, et al. Tilivalline- and Tilimycin-Independent Effects of Klebsiella oxytoca on Tight Junction-Mediated Intestinal Barrier Impairment. Int J Mol Sci. 2019 Nov 8;20(22):5595. [Content Brief]
- [2]. von Tesmar A, et al. Biosynthesis of the Klebsiella oxytoca Pathogenicity Factor Tilivalline: Heterologous Expression, in Vitro Biosynthesis, and Inhibitor Development. ACS Chem Biol. 2018 Mar 16;13(3):812-819. [Content Brief]
Keywords