schizokinen
CHEBI:84582 EXACT SEEDED
A hydroxamic acid resulting from the formal condensation of the primary amino group of N-(3-aminopropyl)-N-hydroxyacetamide (2 mol eq.) with the carboxy groups at positions 1 and 3 of citric acid. It is a siderophore produced by Bacillus megaterium and Anabaena species.
Structure
| Standard InChIKey | YILWWVUXGMGOAM-UHFFFAOYSA-N |
|---|---|
| SMILES | CC(=O)N(O)CCCNC(=O)CC(O)(CC(=O)NCCCN(O)C(C)=O)C(=O)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:3082425, cyanometdb:CyanoMetDB_1678, npatlas:NPA027582 |
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, nrps, from MIBiG.
Producer organisms 2
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 |
|---|---|---|---|
| Leptolyngbya sp. PCC 7376 NCBITaxon:111781 |
SOURCE_ASSERTION | mibig:BGC0002633 | DOI:10.1128/aem.02373-21 |
| Nostoc sp. PCC 7120 = FACHB-418 NCBITaxon:103690 |
SOURCE_ASSERTION | mibig:BGC0002683 | DOI:10.1111/j.1529-8817.1976.tb02824.x |
Occurrences 7
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 |
|---|---|---|
| Anabaena NCBITaxon:1163 |
LOTUS | DOI:10.1021/BI00802A010 |
| Anabaena NCBITaxon:1163 |
LOTUS | DOI:10.1128/JB.01062-08 |
| Anabaena sp. NCBITaxon:1167 |
CHEBI | PMID:6806241 |
| Bacillus megaterium NCBITaxon:1404 |
LOTUS | DOI:10.1021/BI00802A010 |
| Bacillus megaterium NCBITaxon:1404 |
CHEBI | PMID:4960152 |
| Ralstonia solanacearum NCBITaxon:305 |
LOTUS | DOI:10.1515/ZNC-1997-7-812 |
| Leptolyngbya NCBITaxon:47251 |
LOTUS | DOI:10.1128/AEM.02373-21 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002633 | Leptolyngbya sp. PCC 7376 NCBITaxon:111781 |
CLUSTER_DEMONSTRATED | genbank:CP003946.1 |
| mibig:BGC0002683 | Nostoc sp. PCC 7120 = FACHB-418 NCBITaxon:103690 |
CLUSTER_UNSTATED | genbank:BA000019.2 |
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.
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0002633, BGC0002683. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002633 | MIBIG | 2 |
| BGC0002683 | MIBIG | 2 |
| CHEBI:84582 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/schizokinen.yaml, which is generated from the committed inventories. Neither is edited by hand.