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CHEBI:156453 - pyoluteorin

Default Structure
ChEBI IDCHEBI:156453
ChEBI Namepyoluteorin
Stars
DefinitionA member of the class of resorcinols that is resorcinol in which the hydrogen at position 2 is replaced by a 4,5-dichloro-1H-pyrrole-2-carbonyl group. It is a natural product found in Pseudomonas fluorescens which exhibits antibacterial properties and is a strong inducer of caspase-3-dependent apoptosis.
Last Modified16 September 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC11H7Cl2NO3
Net Charge0
Average Mass272.087
Monoisotopic Mass270.98030
SMILESO=C(c1cc(Cl)c(Cl)n1)c1c(O)cccc1O
InChIInChI=1S/C11H7Cl2NO3/c12-5-4-6(14-11(5)13)10(17)9-7(15)2-1-3-8(9)16/h1-4,14-16H
InChIKeyJPGWTZORMBTNMF-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Pseudomonas fluorescens PF5 (ncbitaxon:1218948) - PubMed (16269724 )
Pseudomonas sp. M18 (ncbitaxon:228095) - PubMed (15033239)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Application:
pesticide  Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
ChEBI Ontology
Outgoing Relation(s)
pyoluteorin (CHEBI:156453) has role antibacterial agent (CHEBI:33282)
pyoluteorin (CHEBI:156453) has role antifungal agent (CHEBI:35718)
pyoluteorin (CHEBI:156453) has role apoptosis inducer (CHEBI:68495)
pyoluteorin (CHEBI:156453) has role bacterial metabolite (CHEBI:76969)
pyoluteorin (CHEBI:156453) has role marine metabolite (CHEBI:76507)
pyoluteorin (CHEBI:156453) is a aromatic ketone (CHEBI:76224)
pyoluteorin (CHEBI:156453) is a diol (CHEBI:23824)
pyoluteorin (CHEBI:156453) is a organochlorine compound (CHEBI:36683)
pyoluteorin (CHEBI:156453) is a organochlorine pesticide (CHEBI:38656)
pyoluteorin (CHEBI:156453) is a polyketide (CHEBI:26188)
pyoluteorin (CHEBI:156453) is a pyrroles (CHEBI:26455)
pyoluteorin (CHEBI:156453) is a resorcinols (CHEBI:33572)
pyoluteorin (CHEBI:156453) is a β-hydroxy ketone (CHEBI:55380)
IUPAC Name 
(4,5-dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)methanone
Synonyms  Source
2-(4,5-dichloro-1H-pyrrole-2-carbonyl)benzene-1,3-diolIUPAC
4,5-dichloropyrrol-2-yl 2,6-dihydroxyphenylketoneChemIDplus
Manual XrefsDatabases
CPD-17024MetaCyc
PyoluteorinWikipedia
Registry NumbersSources
Reaxys:234664Reaxys
CAS:25683-07-2ChemIDplus
Citations