Pyoluteorin

Pyoluteorin
Identifiers
	IUPAC name (4,5-Dichloro-1H-pyrrol-2-yl)-(2,6-dihydroxyphenyl)methanone;
CAS Number	25683-07-2 ;
PubChem CID	33137;
ChemSpider	30629;
UNII	3YM4R964TU;
ChEBI	CHEBI:156453;
ChEMBL	ChEMBL2286204;
CompTox Dashboard (EPA)	DTXSID30180384 ;
Chemical and physical data
Formula	C11H7Cl2NO3
Molar mass	272.08 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC(=C(C(=C1)O)C(=O)C2=CC(=C(N2)Cl)Cl)O;
	InChI 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 ; Key:JPGWTZORMBTNMF-UHFFFAOYSA-N ;

Pyoluteorin is a natural antibiotic that is biosynthesized from a hybrid nonribosomal peptide synthetase (NRPS) and polyketide synthase (PKS) pathway. Pyoluteorin was first isolated in the 1950s from Pseudomonas aeruginosa strains T359 and IFO 3455 and was found to be toxic against oomycetes, bacteria, fungi, and against certain plants. Pyoluteorin is most notable for its toxicity against the oomycete Pythium ultimum, which is a plant pathogen that causes a global loss in agriculture. Currently, pyoluteorin derivatives are being studied as an Mcl-1 antagonist in order to target cancers that have elevated Mcl-1 levels.

Identifiers

IUPAC name (4,5-Dichloro-1H-pyrrol-2-yl)-(2,6-dihydroxyphenyl)methanone
CAS Number	25683-07-2^Y
PubChem CID	33137
ChemSpider	30629
UNII	3YM4R964TU
ChEBI	CHEBI:156453
ChEMBL	ChEMBL2286204
CompTox Dashboard (EPA)	DTXSID30180384
Chemical and physical data
Formula	C₁₁H₇Cl₂NO₃
Molar mass	272.08 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1=CC(=C(C(=C1)O)C(=O)C2=CC(=C(N2)Cl)Cl)O
InChI 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^Y Key:JPGWTZORMBTNMF-UHFFFAOYSA-N^Y