CHEBI:156293 - tilimycin

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ChEBI Name tilimycin
ChEBI ID CHEBI:156293
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
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Formula C12H14N2O3
Net Charge 0
Average Mass 234.255
Monoisotopic Mass 234.10044
InChI InChI=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
InChIKey QEILHZZUMSPTRX-YMNIQAILSA-N
SMILES [H][C@@]12CCCN1C(=O)C1=C(NC2O)C(O)=CC=C1
Metabolite of Species Details
Klebsiella oxytoca (NCBI:txid571) See: PubMed
Roles Classification
Biological Role(s): 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.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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ChEBI Ontology
Outgoing 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 Waiting for Citations Types Sources
28977734 PubMed citation Europe PMC
30808763 PubMed citation SUBMITTER
31717457 PubMed citation Europe PMC
32485104 PubMed citation SUBMITTER
Last Modified
13 August 2020