pyoluteorin (CHEBI:156453)

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ChEBI Name	pyoluteorin

ChEBI ID	CHEBI:156453

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Martin Larralde

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Formula

C11H7Cl2NO3

Net Charge

Average Mass

272.080

Monoisotopic Mass

270.98030

InChI

InChI=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

InChIKey

JPGWTZORMBTNMF-UHFFFAOYSA-N

SMILES

OC1=CC=CC(O)=C1C(=O)C1=CC(Cl)=C(Cl)N1

Metabolite of Species	Details
Pseudomonas fluorescens PF5 (NCBI:txid1218948)	See: PubMed
Pseudomonas sp. M18 (NCBI:txid228095)	See: PubMed

Roles Classification
Biological Role(s):	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. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. 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(s):	pesticide Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. (via organochlorine pesticide )

ChEBI Ontology
Outgoing	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 β-hydroxy ketone (CHEBI:55380) 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)

IUPAC Name

(4,5-dichloro-1H-pyrrol-2-yl)(2,6-dihydroxyphenyl)methanone

Synonyms	Sources
2-(4,5-dichloro-1H-pyrrole-2-carbonyl)benzene-1,3-diol	IUPAC
4,5-dichloropyrrol-2-yl 2,6-dihydroxyphenylketone	ChemIDplus

Last Modified

16 September 2020