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CHEBI:156293 - tilimycin

ChEBI IDCHEBI:156293
ChEBI Nametilimycin
Stars
DefinitionA pyrrolobenzodiazepine that is (11aS)-2,3,5,10,11,11a-hexahydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine which is substituted by an oxo group at position 5 and by hydroxy groups at positions 9 and 11. It is an enterotoxic natural product synthesized via a non-ribosomal peptide synthase in Klebsiella oxytoca.
Last Modified13 August 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC12H14N2O3
Net Charge0
Average Mass234.255
Monoisotopic Mass234.10044
SMILES[H][C@@]12CCCN1C(=O)c1cccc(O)c1NC2O
InChIInChI=1S/C12H14N2O3/c15-9-5-1-3-7-10(9)13-11(16)8-4-2-6-14(8)12(7)17/h1,3,5,8,11,13,15-16H,2,4,6H2/t8-,11?/m0/s1
InChIKeyQEILHZZUMSPTRX-YMNIQAILSA-N
Species of MetaboliteComponentSourceComments
Klebsiella oxytoca (ncbitaxon:571) - PubMed (32485104)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
toxin  Poisonous substance produced by a biological organism such as a microbe, animal or plant.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
tilimycin (CHEBI:156293) has role alkylating agent (CHEBI:22333)
tilimycin (CHEBI:156293) has role apoptosis inducer (CHEBI:68495)
tilimycin (CHEBI:156293) has role bacterial metabolite (CHEBI:76969)
tilimycin (CHEBI:156293) has role toxin (CHEBI:27026)
tilimycin (CHEBI:156293) is a phenols (CHEBI:33853)
tilimycin (CHEBI:156293) is a pyrrolobenzodiazepine (CHEBI:131437)
IUPAC Name 
(11aS)-9,11-dihydroxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
Citations