marinopyrrole E

naturalproductmech:mibig-e376691889 MINTED SEEDED

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

Structure

Standard InChIKey	NJXYUTVLKGDLHC-UHFFFAOYSA-N
SMILES	OC1=CC=CC=C1C(=O)C1=C(N2C(Cl)=C(Cl)C=C2C(=O)C2=CC(Br)=CC=C2O)C(Cl)=C(Cl)N1
Stereochemistry	fully defined
Cross-references	npatlas:NPA02768

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 nrps, pks, from MIBiG.

Producer organisms 1

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.

Taxon	Basis	Cluster	Evidence
Streptomyces sp. CNQ-418 NCBITaxon:467194	BGC_CHARACTERIZED	mibig:BGC0001159	PMID:22800473

Occurrences 0

None cited.

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001159	Streptomyces sp. CNQ-418 NCBITaxon:467194	CLUSTER_DEMONSTRATED	genbank:JX157625.1

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.

Biosynthesis curated

Written by a curator with claim-level evidence on each step; not derived from a source. This is what the rest of the record exists to support.

Step	Enzyme	Reaction	Substrate → product	Evidence
1	Mpy16 UniProtKB:J7H1A1		ungrounded → ungrounded	DOI:10.1021/ja305670f

Step 1: This curates Mpy16 as the proposed initiating pyrrolyl-carrier-protein dichlorinase in the Streptomyces sp. CNQ-418 mpy pathway to marinopyrroles; the exact carrier-protein-tethered substrate and product remain ungrounded.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 4 nodes, 3 edges

Partial Streptomyces sp. CNQ-418 marinopyrrole E biosynthesis graph for Mpy16 pyrrole dichlorination.

Subject	Predicate	Object	Notes	Evidence
pyrrolyl-S-carrier protein	is proposed to be dichlorinated by	Mpy16 FADH2-dependent halogenase	The mpy16 deletion supports a required early role, while the pyrrolyl-carrier-protein dichlorination assignment is by homology to the characterized pyoluteorin PltA.	DOI:10.1021/ja305670f https://www.uniprot.org/uniprotkb/J7H1A1 https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 reference DOI:10.1021/ja305670f evidence type PRIMARY_EXPERIMENT snippet the mpy16 gene deletion completely abolished production of the marinopyrroles notes Yamanaka et al. deleted mpy16 from the heterologous Streptomyces coelicolor mpy expression system and used homology to pyoluteorin PltA to propose that Mpy16 performs the initiating pyrrolyl-carrier-protein dichlorination. reference https://www.uniprot.org/uniprotkb/J7H1A1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:J7H1A1 is the unreviewed 447 aa Streptomyces sp. CNQ-418 Mpy16 FADH2-dependent halogenase entry, gene mpy16, cross-references EMBL JX157625, and links to PDB 5BUK. reference https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes NCBI GenPept AFP87533.1 is the JX157625.1 mpy16 FADH2-dependent halogenase coding sequence from the Streptomyces sp. CNQ-418 mpy cluster.
Mpy16 FADH2-dependent halogenase	forms	dichloropyrrolyl-S-carrier protein	The exact carrier-protein-bound product is left ungrounded because Yamanaka et al. proposed this initiating step from genetics and PltA homology.	DOI:10.1021/ja305670f https://www.uniprot.org/uniprotkb/J7H1A1 https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 reference DOI:10.1021/ja305670f evidence type PRIMARY_EXPERIMENT snippet the mpy16 gene deletion completely abolished production of the marinopyrroles notes Yamanaka et al. deleted mpy16 from the heterologous Streptomyces coelicolor mpy expression system and used homology to pyoluteorin PltA to propose that Mpy16 performs the initiating pyrrolyl-carrier-protein dichlorination. reference https://www.uniprot.org/uniprotkb/J7H1A1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:J7H1A1 is the unreviewed 447 aa Streptomyces sp. CNQ-418 Mpy16 FADH2-dependent halogenase entry, gene mpy16, cross-references EMBL JX157625, and links to PDB 5BUK. reference https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes NCBI GenPept AFP87533.1 is the JX157625.1 mpy16 FADH2-dependent halogenase coding sequence from the Streptomyces sp. CNQ-418 mpy cluster.
dichloropyrrolyl-S-carrier protein	contributes to	marinopyrrole E	Deleting mpy16 in the heterologous Streptomyces coelicolor mpy expression system abolished production of the marinopyrroles; downstream polyketide extension, phenolic bromination, and N,C-bipyrrole coupling steps to marinopyrrole E remain unexpanded.	DOI:10.1021/ja305670f https://www.uniprot.org/uniprotkb/J7H1A1 https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 reference DOI:10.1021/ja305670f evidence type PRIMARY_EXPERIMENT snippet the mpy16 gene deletion completely abolished production of the marinopyrroles notes Yamanaka et al. deleted mpy16 from the heterologous Streptomyces coelicolor mpy expression system and used homology to pyoluteorin PltA to propose that Mpy16 performs the initiating pyrrolyl-carrier-protein dichlorination. reference https://www.uniprot.org/uniprotkb/J7H1A1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes UniProtKB:J7H1A1 is the unreviewed 447 aa Streptomyces sp. CNQ-418 Mpy16 FADH2-dependent halogenase entry, gene mpy16, cross-references EMBL JX157625, and links to PDB 5BUK. reference https://www.ncbi.nlm.nih.gov/protein/AFP87533.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-28 notes NCBI GenPept AFP87533.1 is the JX157625.1 mpy16 FADH2-dependent halogenase coding sequence from the Streptomyces sp. CNQ-418 mpy cluster.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Explore across X-Mech

AntibioticMech (marinopyrrole E) ↗ MediaIngredientMech (naturalproductmech:mibig-e376691889) ↗ TaxonMech: Streptomyces sp. CNQ-418 (NCBITaxon:467194) ↗ PathwayMech (mibig:BGC0001159) ↗

Provenance

Source concept	Source	Version
BGC0001159	MIBIG	5

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