indolmycin
naturalproductmech:mibig-3f4d7c9236 MINTED SEEDED
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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 | GNTVWGDQPXCYBV-QPUJVOFHSA-N |
|---|---|
| SMILES | [H][C@](C)(C1=CNC2=CC=CC=C12)[C@@]1([H])OC(NC)=NC1=O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA015391, pubchem:3082186 |
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 other, 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 griseus subsp. griseus NCBITaxon:67263 |
BGC_CHARACTERIZED | mibig:BGC0001206 | PMID:25730866 |
Occurrences 2
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.
| Taxon | Source | Reference |
|---|---|---|
| Streptomyces albus NCBITaxon:1888 |
LOTUS | DOI:10.1021/JA01483A056 |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1080/00021369.1978.10863158 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0001206 | Streptomyces griseus subsp. griseus NCBITaxon:67263 |
CLUSTER_DEMONSTRATED | genbank:KM596502.1 |
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 | Ind7 N-demethylindolmycin N-methyltransferase UniProtKB:A0A0D4BSP3 |
RHEA:24726 | ungrounded → naturalproductmech:mibig-3f4d7c9236 | DOI:10.1073/pnas.1419964112 |
Step 1: Ind7 catalyzes the terminal SAM-dependent N-methylation of N-demethylindolmycin to indolmycin. The immediate precursor is named in the evidence-backed notes and graph because the neutral N-demethylindolmycin structure is not grounded in the local corpus.
Mechanism & Biosynthesis Overview
Causal graph — biosynthesis 3 nodes, 2 edges
Partial Streptomyces griseus subsp. griseus ATCC 12648 indolmycin biosynthesis graph for the Ind7-catalyzed terminal N-methylation.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| N-demethylindolmycin | is N-methylated by | Ind7 N-demethylindolmycin N-methyltransferase | Purified Ind7 transfers a SAM methyl group onto N-demethylindolmycin in the terminal indolmycin biosynthetic step. | DOI:10.1073/pnas.1419964112 |
| Ind7 N-demethylindolmycin N-methyltransferase | forms | indolmycin | The native ind7 knockout accumulates N-demethylindolmycin and cannot produce mature indolmycin. | DOI:10.1073/pnas.1419964112 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 8 nodes, 7 edges
Native ATCC 12648 Ind1 and Ind2 references support a database-annotated precursor branch. C-methylation and NADH-dependent reduction are separate processes; the downstream connection to indolmycin is multistep and inferred. The primary study was not newly inspected in full, and ring assembly is not represented by these edges.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| Ind1 native C-methyltransferase | is annotated to catalyze | Annotated indolepyruvate C-methylation | Database-supported biosynthetic role, not a newly inspected primary experiment. No exact recombinant construct, kinetics, knockout phenotype or physiological sufficiency is asserted. | https://www.uniprot.org/uniprotkb/A0A0D4BS77/entry |
| Indolepyruvate (database substrate) | is the annotated substrate of | Annotated indolepyruvate C-methylation | The database-named intermediate remains ungrounded: no exact chemical identifier, protonation, tautomer or stereochemical mapping is adopted. | https://www.uniprot.org/uniprotkb/A0A0D4BS77/entry
|
| Annotated indolepyruvate C-methylation | yields the annotated product | Methylindolepyruvate (database intermediate) | The database-named intermediate remains ungrounded: no exact chemical identifier, protonation, tautomer or stereochemical mapping is adopted. | https://www.uniprot.org/uniprotkb/A0A0D4BS77/entry
|
| Ind2 native reductase | is annotated to catalyze | Annotated NADH-dependent reduction | Database-supported biosynthetic role, not a newly inspected primary experiment. No exact recombinant construct, kinetics, knockout phenotype or physiological sufficiency is asserted. The by-similarity active-site annotation is not experimental mutagenesis evidence. | https://www.uniprot.org/uniprotkb/A0A0D4BSN8/entry |
| Methylindolepyruvate (database intermediate) | is the annotated substrate of | Annotated NADH-dependent reduction | The database-named intermediate remains ungrounded: no exact chemical identifier, protonation, tautomer or stereochemical mapping is adopted. | https://www.uniprot.org/uniprotkb/A0A0D4BSN8/entry
|
| Annotated NADH-dependent reduction | yields the annotated product | Indolmycenate (database product) | The database-named intermediate remains ungrounded: no exact chemical identifier, protonation, tautomer or stereochemical mapping is adopted. | https://www.uniprot.org/uniprotkb/A0A0D4BSN8/entry
|
| Indolmycenate (database product) | is inferred to feed downstream biosynthesis of | indolmycin | Indolmycenate is not indolmycin. This edge does not assert ring closure, final methylation, sufficiency of Ind1/Ind2 or a fully reconstructed pathway. | https://www.uniprot.org/uniprotkb/A0A0D4BSN8/entry
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Causal graph — biosynthesis 13 nodes, 13 edges
Native sequence references are mapped by inference into the reported engineered expression context. Whole-cell production and subsequent non-enzymatic completion remain separate from individual enzyme activity. This graph does not change the structure's natural-product origin or add a natural E. coli producer claim.
| Subject | Predicate | Object | Notes | Evidence |
|---|---|---|---|---|
| Ind0 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind1 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind2 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind3 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind4 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind6 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Ind7 native reference | is the native reference inferred for a product encoded in | E. coli I1234670P5 expression platform | This links a sequence reference to a named expression-platform gene. It does not establish the complete plasmid/fusion sequence, protein abundance, individual necessity, purified activity or substrate specificity. Methods, constructs and figure pixels remain uninspected; the native accession is not presented as the experimentally sequenced recombinant protein. | DOI:10.1039/d0sc05843b |
| Pel5 (Paenibacillus elgii B69, paper protein) | was represented by its gene in | E. coli I1234670P5 expression platform | Paper-named protein only; exact accession and construct are unresolved. Do not substitute Streptomyces Ind5, Bsp5, or the unrelated pectate lyases returned by the bounded UniProt gene-name query. Gene inclusion is not a protein-abundance measurement. | DOI:10.1039/d0sc05843b
|
| E. coli I1234670P5 expression platform | was reported to produce a small amount of | indolmycin | Whole-cell result, not individual enzyme activity or sufficiency of the cloned genes alone. Endogenous host functions remain present. No precise yield, detection limit, E. coli substrain, culture protocol or independent spectrum/standard/stereochemical verification is imported. | DOI:10.1039/d0sc05843b
|
| E. coli I1234670P5 expression platform | was reported to accumulate | Indolmycenic acid (paper compound 5) | Keep the paper intermediate ungrounded; no exact protonation, stereochemical CURIE or equivalence to a particular database indolmycenate form is asserted. This outcome does not assign the contribution of each expressed protein or identify the endogenous E. coli aminotransferase. | DOI:10.1039/d0sc05843b
|
| Indolmycenic acid (paper compound 5) | was the reported purified input to | Three-step chemical completion (non-enzymatic) | The synthetic follow-up is distinct from the small amount of indolmycin already detected in the engineered culture. No exact intermediate structure identifier or uninspected preparative details are adopted. | DOI:10.1039/d0sc05843b
|
| Three-step chemical completion (non-enzymatic) | was reported to furnish | indolmycin | Chemical completion, not a newly demonstrated Ind3/Ind6/Ind7 enzymatic sequence. Product naming follows the paper; supplementary spectra and stereochemical assignments were not independently inspected. Halogenated congeners and their bioactivities are not transferred. | DOI:10.1039/d0sc05843b
|
| ind0/ind1/ind2-only system (reported) | was reported to yield less | Indolmycenic acid (paper compound 5) | Comparison is with I1234670P5, not a single-gene knockout. No numerical ratio, expression-matched control, specific causal assignment to a removed protein or claim that all eight genes are individually necessary is made. | DOI:10.1039/d0sc05843b
|
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Explore across X-Mech
Open questions 2
curator-indolmycin-precursor-primary-and-chemical-scope — Which primary construct and chemical data resolve the Ind1/Ind2 assays, exact intermediates and downstream oxazolinone assembly?
curator-indolmycin-expression-constructs-and-homologs — Can full plasmid sequences, Pel5 identity and matched expression controls resolve the platform protein assignments?
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001206 | MIBIG | 5 |
This page is generated from data/natural_products/alkaloids/indolmycin.yaml, which is generated from the committed inventories. Neither is edited by hand.