thiostrepton
naturalproductmech:mibig-66005d18c2 MINTED SEEDED antibacterialcytotoxicenzyme inhibitor
Structure
| Standard InChIKey | NSFFHOGKXHRQEW-DVRIZHICSA-N |
|---|---|
| SMILES | CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C\C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:16129666 |
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 ribosomal, 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 laurentii NCBITaxon:39478 |
SOURCE_ASSERTION | mibig:BGC0000614 | DOI:10.1039/c0mb00129e |
Occurrences 10
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 coeruleorubidus NCBITaxon:116188 |
LOTUS | DOI:10.1038/225233A0 |
| Streptomyces coeruleorubidus NCBITaxon:116188 |
LOTUS | DOI:10.1111/J.1574-6968.2000.TB09275.X |
| Streptomyces coeruleorubidus NCBITaxon:116188 |
LOTUS | DOI:10.1128/JB.168.1.452-454.1986 |
| Streptomyces azureus NCBITaxon:146537 |
LOTUS | DOI:10.1038/225233A0 |
| Streptomyces azureus NCBITaxon:146537 |
LOTUS | DOI:10.1111/J.1574-6968.2000.TB09275.X |
| Streptomyces azureus NCBITaxon:146537 |
LOTUS | DOI:10.1128/JB.168.1.452-454.1986 |
| Streptomyces albidoflavus NCBITaxon:1886 |
LOTUS | DOI:10.1038/S41598-017-13493-Y |
| Streptomyces coelicolor NCBITaxon:1902 |
LOTUS | DOI:10.1038/S41598-017-13493-Y |
| Streptomyces aureus NCBITaxon:193461 |
LOTUS | DOI:10.1007/BF00252011 |
| Streptomyces laurentii NCBITaxon:39478 |
LOTUS | DOI:10.1016/0378-1119(95)00442-9 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000614 | Streptomyces laurentii NCBITaxon:39478 |
CLUSTER_UNSTATED | genbank:FJ652572.1 |
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 |
|---|---|---|
| Inhibitors of USP1/UAF1: Pilot qHTS | 31.6228 uM | pubchem.aid:504865 |
| Quantitative High-Throughput Screen for Regulators of Epigenetic Control | 35.4813 uM | pubchem.aid:1865 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 100 uM | pubchem.aid:1645883 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) | 100 uM | pubchem.aid:1645883 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) | 79.4328 uM | pubchem.aid:1645887 |
| Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) | 79.4328 uM | pubchem.aid:1645887 |
| qHTS Assay for Compounds that Induce Erasure of Genomic Imprints | 25.1189 uM | pubchem.aid:1948 |
| qHTS Assay for Enhancers of SMN2 Splice Variant Expression | 0.0316 uM | pubchem.aid:1458 |
| qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1) | 39.8107 uM | pubchem.aid:1030 |
| qHTS Assay for Inhibitors of Ubiquitin-specific Protease USP2a | 10 uM | pubchem.aid:927 |
| qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1) | 17.7828 uM | pubchem.aid:2517 |
| qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent) | 39.8107 uM | pubchem.aid:1476 |
| qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding | 28.1838 uM | pubchem.aid:1460 |
| qHTS for Inhibitors of binding or entry into cells for Lassa Virus | 35.4813 uM | pubchem.aid:720533 |
| qHTS for Inhibitors of binding or entry into cells for Marburg Virus | 31.6228 uM | pubchem.aid:720532 |
| qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in absence of CPT | 5.1735 uM | pubchem.aid:686978 |
| qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in presence of CPT | 4.1095 uM | pubchem.aid:686979 |
| qHTS for inhibitors of ROR gamma transcriptional activity | 31.6228 uM | pubchem.aid:2551 |
| A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus | ACTIVE | pubchem.aid:720641 |
| AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of Unc-51 Like Autophagy Activating Kinase 1 (ULK1). | ACTIVE | pubchem.aid:1259251 |
| High Throughput Screening of small molecules that kill Mycobacterium tuberculosis | ACTIVE | pubchem.aid:1259343 |
| NCI human tumor cell line growth inhibition assay. Data for the 786-0 Non-Small Cell Lung cell line, single concentration | ACTIVE | pubchem.aid:1794775 |
| NCI human tumor cell line growth inhibition assay. Data for the A498 Non-Small Cell Lung cell line, single concentration | ACTIVE | pubchem.aid:1794774 |
| NCI human tumor cell line growth inhibition assay. Data for the BT-549 Non-Small Cell Lung cell line, single concentration | ACTIVE | pubchem.aid:1794793 |
| NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Non-Small Cell Lung cell line, single concentration | ACTIVE | pubchem.aid:1794778 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000614 | MIBIG | 5 |
This page is generated from data/natural_products/amino_acids_and_peptides/thiostrepton.yaml, which is generated from the committed inventories. Neither is edited by hand.