(-)-marinopyrrole A (CHEBI:66678)

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ChEBI Name	(−)-marinopyrrole A

ChEBI ID	CHEBI:66678

ChEBI ASCII Name	(-)-marinopyrrole A

Definition	A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities.

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

Supplier Information

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Formula

C22H12Cl4N2O4

Net Charge

Average Mass

510.15400

Monoisotopic Mass

507.95512

InChI

InChI=1S/C22H12Cl4N2O4/c23-12-9-13(19(31)10-5-1-3-7-14(10)29)28(22(12)26)18-16(24)21(25)27-17(18)20(32)11-6-2-4-8-15(11)30/h1-9,27,29-30H

InChIKey

QYPJBTMRYKRTFG-UHFFFAOYSA-N

SMILES

Oc1ccccc1C(=O)c1cc(Cl)c(Cl)n1-c1c(Cl)c(Cl)[nH]c1C(=O)c1ccccc1O

Metabolite of Species	Details
Streptomyces sp. (NCBI:txid1931)	of strain CNQ 418 See: PubMed

Roles Classification
Biological Role(s):	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. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	(−)-marinopyrrole A (CHEBI:66678) has role antibacterial agent (CHEBI:33282) (−)-marinopyrrole A (CHEBI:66678) has role antimicrobial agent (CHEBI:33281) (−)-marinopyrrole A (CHEBI:66678) has role antineoplastic agent (CHEBI:35610) (−)-marinopyrrole A (CHEBI:66678) has role bacterial metabolite (CHEBI:76969) (−)-marinopyrrole A (CHEBI:66678) has role marine metabolite (CHEBI:76507) (−)-marinopyrrole A (CHEBI:66678) is a aromatic ketone (CHEBI:76224) (−)-marinopyrrole A (CHEBI:66678) is a organochlorine compound (CHEBI:36683) (−)-marinopyrrole A (CHEBI:66678) is a phenols (CHEBI:33853) (−)-marinopyrrole A (CHEBI:66678) is a pyrroles (CHEBI:26455)

IUPAC Name

(4,4',5,5'-tetrachloro-1'H-1,3'-bipyrrole-2,2'-diyl)bis[(2-hydroxyphenyl)methanone]

Registry Number	Type	Source
11303256	Reaxys Registry Number	Reaxys

Last Modified

25 March 2015