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80279-24-9

80279-24-9 Structure

80279-24-9 Structure
IdentificationBack Directory
[Name]

tilivalline
[CAS]

80279-24-9
[Synonyms]

tilivalline
(6S,6aS)-4-hydroxy-6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
5H-Pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 1,2,3,10,11,11a-hexahydro-9-hydroxy-11-(1H-indol-3-yl)-, (11S,11aS)-
[Molecular Formula]

C20H19N3O2
[MOL File]

80279-24-9.mol
[Molecular Weight]

333.38
Chemical PropertiesBack Directory
[Melting point ]

>215°C (dec.)
[storage temp. ]

Hygroscopic, Refrigerator, Under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[color ]

Pale Beige to Light Brown
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Uses]

Tilivalline, is a metabolite from Klebsiella oxytoca. Tilivalline, is shown to be cytotoxin, and the key event causing Antibiotic-Associated Hemorrhagic Colitis.
[Definition]

ChEBI:Tilivalline is a pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine substituted by an oxo group at position 5, by a hydroxy group at position 9, and by a 1H-indol-3-yl group at position 11S. It is a natural product discovered in Klebsiella oxytoca which is the causative toxin in antibiotic associated hemorrhagic colitis. It exhibits a microtubule-stabilizing activity that leads to mitotic arrest in the host cells. It has a role as a microtubule-stabilising agent, a toxin and a bacterial metabolite. It is a pyrrolobenzodiazepine, a member of phenols, an indole alkaloid and a member of indoles.
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