desferrioxamine E
CHEBI:50437 EXACT SEEDED antibacterialantiparasiticenzyme inhibitor
A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.
Structure
| Standard InChIKey | NHKCCADZVLTPPO-UHFFFAOYSA-N |
|---|---|
| SMILES | C1CCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CC1)O)O)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:161532 |
Filing pathway
Amino acids and peptides — 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 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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| Streptomyces coelicolor A3(2) NCBITaxon:100226 |
BGC_CHARACTERIZED | mibig:BGC0000940 | PMID:15600304 |
| Streptomyces sp. ID38640 NCBITaxon:1265399 |
SOURCE_ASSERTION | mibig:BGC0001478 | DOI:10.1016/j.chembiol.2018.02.008 |
| Pantoea agglomerans NCBITaxon:549 |
SOURCE_ASSERTION | mibig:BGC0001572 | PMID:15600304 |
Occurrences 25
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 wadayamensis NCBITaxon:141454 |
LOTUS | DOI:10.1128/GENOMEA.00625-14 |
| Streptomyces parvulus NCBITaxon:146923 |
LOTUS | DOI:10.1556/030.63.2016.029 |
| Citricoccus NCBITaxon:169133 |
LOTUS | DOI:10.1016/J.MICRES.2011.01.004 |
| Nocardia NCBITaxon:1817 |
LOTUS | DOI:10.1107/S0108768183002360 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1016/J.CHEMBIOL.2018.02.008 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/NP040220G |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/NP200470U |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1007/S10295-013-1383-2 |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1016/B978-0-12-404634-4.00014-0 |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1021/JA045774K |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1099/MIC.0.000524 |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1111/J.1574-6968.2006.00362.X |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1128/MBIO.00459-13 |
| Streptomyces atratus NCBITaxon:1893 |
LOTUS | DOI:10.3389/FMICB.2018.01269 |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1007/S10295-013-1383-2 |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1016/B978-0-12-404634-4.00014-0 |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1021/JA045774K |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1099/MIC.0.000524 |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1111/J.1574-6968.2006.00362.X |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1128/MBIO.00459-13 |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1099/MIC.0.28139-0 |
| Streptomyces sp. NCBITaxon:1931 |
CHEBI | PMID:21879726 |
| Streptomyces chartreusis NCBITaxon:1969 |
LOTUS | DOI:10.1073/PNAS.1715713115 |
| Streptomyces collinus NCBITaxon:42684 |
LOTUS | DOI:10.1007/S10295-015-1685-7 |
| Streptomyces olivaceus NCBITaxon:47716 |
LOTUS | DOI:10.1007/BF00173718 |
Biosynthetic gene clusters 3
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000940 | Streptomyces coelicolor A3(2) NCBITaxon:100226 |
CLUSTER_DEMONSTRATED | genbank:AL645882.2 |
| mibig:BGC0001478 | Streptomyces sp. ID38640 NCBITaxon:1265399 |
CLUSTER_UNSTATED | genbank:MG459167.1 |
| mibig:BGC0001572 | Pantoea agglomerans NCBITaxon:549 |
CLUSTER_UNSTATED | genbank:MH015039.1 |
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.
Bioactivities 25
| Assay | Result | Reference |
|---|---|---|
| A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. | 4.1095 uM | pubchem.aid:624296 |
| Absorbance-based bacterial cell-based high throughput dose response assay for inhibitors of AddAB recombination protein complex | IC50 118.575 uM | pubchem.aid:492959 |
| Counterscreen for AddAB inhibitors: absorbance-based bacterial cell-based high throughput dose response assay for inhibitors of bacterial viability | IC50 118.575 uM | pubchem.aid:492958 |
| Counterscreen for AddAB inhibitors: absorbance-based bacterial cell-based high throughput dose response assay to identify inhibitors of RecBCD | IC50 118.575 uM | pubchem.aid:492957 |
| Counterscreen for AddAB inhibitors: absorbance-based bacterial cell-based high throughput dose response assay to identify inhibitors of RecBCD | IC50 118.575 uM | pubchem.aid:492957 |
| Counterscreen for AddAB inhibitors: absorbance-based bacterial cell-based high throughput dose response assay to identify inhibitors of RecBCD | IC50 118.575 uM | pubchem.aid:492957 |
| Dose respone, multiplexed high-throughput screen for small molecule regulators of RGS family protein interactions, specifically RGS16-Galphao. | EC50 2.24 uM | pubchem.aid:1888 |
| Dose response, multiplexed high-throughput screen for small molecule regulators of RGS family protein interactions, specifically RGS19-Galphao. | EC50 2.06 uM | pubchem.aid:1884 |
| Dose response, multiplexed high-throughput screen for small molecule regulators of RGS family protein interactions, specifically RGS4-Galphao. | EC50 2.59 uM | pubchem.aid:1872 |
| Dose response, multiplexed high-throughput screen for small molecule regulators of RGS family protein interactions, specifically RGS7-Galphao. | EC50 2.36 uM | pubchem.aid:1871 |
| HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails | 63.0957 uM | pubchem.aid:540317 |
| Nrf2 qHTS screen for inhibitors | 29.0929 uM | pubchem.aid:504444 |
| Primary qHTS for Inhibitors of ATXN expression | 35.4813 uM | PMID:35787375 |
| Primary qHTS for Inhibitors of ATXN expression | 35.4813 uM | PMID:35787375 |
| Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation | 5.8584 uM | pubchem.aid:504832 |
| Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation | 10.4179 uM | pubchem.aid:504834 |
| qHTS Assay for Inhibitors of BAZ2B | 79.4328 uM | pubchem.aid:504333 |
| qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase) | 89.1251 uM | pubchem.aid:1490 |
| qHTS Assay for Inhibitors of DNA Polymerase Beta | 1.4125 uM | pubchem.aid:485314 |
| qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E) | 7.9433 uM | pubchem.aid:2147 |
| qHTS for Inhibitors of AMA1-RON; Towards Development of Antimalarial Drug Lead: Primary Screen | 6.3096 uM | pubchem.aid:720542 |
| qHTS for Inhibitors of Polymerase Iota | 89.1251 uM | pubchem.aid:588590 |
| qHTS for Inhibitors of TGF-b | 14.1254 uM | pubchem.aid:588855 |
| qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in absence of CPT | 29.0929 uM | pubchem.aid:686978 |
| qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in presence of CPT | 29.0929 uM | pubchem.aid:686979 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:50437 (same structure, same inchikey)
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000940, BGC0001478, BGC0001572. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000940 | MIBIG | 5 |
| BGC0001478 | MIBIG | 5 |
| BGC0001572 | MIBIG | 3 |
| CHEBI:50437 | CHEBI | 3-star |
This page is generated from data/natural_products/amino_acids_and_peptides/desferrioxamine-e.yaml, which is generated from the committed inventories. Neither is edited by hand.