(-)-marinopyrrole B (CHEBI:66679)

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ChEBI Name	(−)-marinopyrrole B

ChEBI ID	CHEBI:66679

ChEBI ASCII Name	(-)-marinopyrrole B

Definition	A member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by a bromo group at position 3, 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

C22H11BrCl4N2O4

Net Charge

Average Mass

589.05000

Monoisotopic Mass

585.86563

InChI

InChI=1S/C22H11BrCl4N2O4/c23-13-14(24)22(27)29(17(13)20(33)10-6-2-4-8-12(10)31)18-15(25)21(26)28-16(18)19(32)9-5-1-3-7-11(9)30/h1-8,28,30-31H

InChIKey

XAANSONIBUCODQ-UHFFFAOYSA-N

SMILES

Oc1ccccc1C(=O)c1[nH]c(Cl)c(Cl)c1-n1c(Cl)c(Cl)c(Br)c1C(=O)c1ccccc1O

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

Roles Classification
Biological Role(s):	bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. 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.

ChEBI Ontology
Outgoing	(−)-marinopyrrole B (CHEBI:66679) has role antibacterial agent (CHEBI:33282) (−)-marinopyrrole B (CHEBI:66679) has role antimicrobial agent (CHEBI:33281) (−)-marinopyrrole B (CHEBI:66679) has role bacterial metabolite (CHEBI:76969) (−)-marinopyrrole B (CHEBI:66679) has role marine metabolite (CHEBI:76507) (−)-marinopyrrole B (CHEBI:66679) is a aromatic ketone (CHEBI:76224) (−)-marinopyrrole B (CHEBI:66679) is a organobromine compound (CHEBI:37141) (−)-marinopyrrole B (CHEBI:66679) is a organochlorine compound (CHEBI:36683) (−)-marinopyrrole B (CHEBI:66679) is a phenols (CHEBI:33853) (−)-marinopyrrole B (CHEBI:66679) is a pyrroles (CHEBI:26455)

IUPAC Name

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

Registry Number	Type	Source
11303257	Reaxys Registry Number	Reaxys

Last Modified

25 March 2015