NaturalProductMech

pyrrolomycin A

CHEBI:156550 EXACT SEEDED antibacterial

A member of the class of pyrroles that is 1H-pyrrole which is substituted by chloro groups at positions 2 and 3 and by a nitro group position 4. It is the simplest member of the pyrrolomycins, a family of natural products found in several species of the Streptomyces genus. The compound is active against Gram-positive and Gram-negative bacteria and some genera of fungi.

Structure

Standard InChIKeyCDHAYBUDIPNGGJ-UHFFFAOYSA-N
SMILESC1=C(C(=C(N1)Cl)Cl)[N+](=O)[O-]
Stereochemistryfully defined
Cross-referencespubchem:133275

Filing pathway

Alkaloids — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is pks, from MIBiG.

Producer organisms 3

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

TaxonBasisClusterEvidence
Streptomyces vitaminophilus
NCBITaxon:76728
SOURCE_ASSERTION mibig:BGC0000130 PMID:17158935
Streptomyces sp. UC 11065
NCBITaxon:428401
SOURCE_ASSERTION mibig:BGC0000131 PMID:17158935
Streptomyces sp. UC 11065
NCBITaxon:428401
SOURCE_ASSERTION mibig:BGC0000132 PMID:17158935

Occurrences 4

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

TaxonSourceReference
Streptomyces
NCBITaxon:1883
LOTUS DOI:10.7164/ANTIBIOTICS.34.1363
Streptomyces vitaminophilus
NCBITaxon:76728
LOTUS DOI:10.1128/GENOMEA.01582-15
Streptomyces vitaminophilus
NCBITaxon:76728
LOTUS DOI:10.7164/ANTIBIOTICS.36.1263
Streptomyces vitaminophilus
NCBITaxon:76728
CHEBI PMID:17158935

Biosynthetic gene clusters 3

AccessionHostLocus evidenceGenome
mibig:BGC0000130 Streptomyces vitaminophilus
NCBITaxon:76728
CLUSTER_UNSTATED genbank:EF140901.1
mibig:BGC0000131 Streptomyces sp. UC 11065
NCBITaxon:428401
CLUSTER_UNSTATED genbank:EF140902.1
mibig:BGC0000132 Streptomyces sp. UC 11065
NCBITaxon:428401
CLUSTER_UNSTATED genbank:EF140903.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Elsewhere in the fleet

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000130, BGC0000131, BGC0000132. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source conceptSourceVersion
BGC0000130MIBIG5
BGC0000131MIBIG5
BGC0000132MIBIG3
CHEBI:156550CHEBI3-star

This page is generated from data/natural_products/alkaloids/pyrrolomycin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.