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CHEBI:156453 - pyoluteorin

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 sp. M18 (ncbitaxon:228095) - PubMed (15033239)
Pseudomonas fluorescens PF5 (ncbitaxon:1218948) - PubMed (16269724 )
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in 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
PyoluteorinWikipedia
CPD-17024MetaCyc
Registry NumbersSources
Reaxys:234664Reaxys
CAS:25683-07-2ChemIDplus
Citations