daunorubicin
CHEBI:41977 EXACT SEEDED antimicrobial unspecifiedcytotoxic
A natural product found in Actinomadura roseola.
Structure
| Standard InChIKey | STQGQHZAVUOBTE-VGBVRHCVSA-N |
|---|---|
| SMILES | C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)C)O)N)O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:30323 |
Filing pathway
Polyketides — 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 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. NCBITaxon:1931 |
SOURCE_ASSERTION | mibig:BGC0000217 | PMID:7928998 |
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 coeruleorubidus NCBITaxon:116188 |
LOTUS | DOI:10.7164/ANTIBIOTICS.33.1158 |
| Streptomyces NCBITaxon:1883 |
LOTUS | DOI:10.1021/NP049826V |
| Streptomyces griseus NCBITaxon:1911 |
LOTUS | DOI:10.1002/JOBM.3630240102 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1002/JOBM.201200302 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1007/BF02811416 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1007/S11274-013-1442-X |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.ABB.2004.03.011 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.IJBIOMAC.2010.01.019 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.IJBIOMAC.2013.11.007 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.JBIOTEC.2017.12.024 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.MICRES.2009.04.002 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.MICRES.2018.05.007 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1016/J.PEP.2009.05.012 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1038/NBT0198-69 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1073/PNAS.86.9.3135 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1073/PNAS.88.19.8553 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1074/JBC.M113.536136 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1099/00221287-146-6-1457 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1099/13500872-141-4-1007 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1107/S2053230X15014272 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1111/J.1574-6968.2010.01905.X |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1111/J.1574-6968.2010.01948.X |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1128/JB.174.5.1641-1646.1992 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1128/JB.177.22.6688-6692.1995 |
| Streptomyces peucetius NCBITaxon:1950 |
LOTUS | DOI:10.1128/JB.177.5.1208-1215.1995 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000217 | Streptomyces sp. NCBITaxon:1931 |
CLUSTER_UNSTATED | genbank:L34880.1 |
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.
Causal graph — bioactivity 4 nodes, 4 edges
Daunorubicin inhibition of recombinant Plasmodium falciparum 3D7 PfUDN ATPase and DNA-unwinding activities.
| Subject | Predicate | Object | Evidence |
|---|---|---|---|
| P. falciparum PfUDN fragment | has activity | PfUDN ssDNA-dependent ATPase activity | DOI:10.1371/journal.pone.0049385 |
| P. falciparum PfUDN fragment | has activity | PfUDN DNA unwinding activity | DOI:10.1371/journal.pone.0049385 |
| daunorubicin | inhibits | PfUDN ssDNA-dependent ATPase activity | DOI:10.1186/1471-2091-15-9 |
| daunorubicin | inhibits | PfUDN DNA unwinding activity | DOI:10.1186/1471-2091-15-9 |
Every edge carries its own citation; an uncited edge is refused by the corpus tests.
Bioactivities 25
| Assay | Result | Reference |
|---|---|---|
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay | 21.3138 uM | pubchem.aid:1963587 |
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay | 21.3138 uM | pubchem.aid:1963587 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 0 hour | 26.8325 uM | pubchem.aid:1224869 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 16 hour | 26.8325 uM | pubchem.aid:1224888 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 8 hour | 26.8325 uM | pubchem.aid:1224884 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 0 hour | 26.8325 uM | pubchem.aid:1224882 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 16 hour | 26.8325 uM | pubchem.aid:1224876 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 24 hour | 26.8325 uM | pubchem.aid:1224878 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 32 hour | 0.0301 uM | pubchem.aid:1224883 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hour | 0.0239 uM | pubchem.aid:1224879 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 8 hour | 26.8325 uM | pubchem.aid:1224890 |
| A High-Content qHTS Against Drug Library for the Identification of Small Molecules that Inhibit DYT1 Early Onset Primary Dystonia-Associated Cell Pathology | 1.5849 uM | pubchem.aid:1645839 |
| A High-Content qHTS Against Drug Library for the Identification of Small Molecules that Inhibit DYT1 Early Onset Primary Dystonia-Associated Cell Pathology | 1.5849 uM | pubchem.aid:1645839 |
| A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. | 5.3091 uM | pubchem.aid:624297 |
| Acetylcholinesterase (AChE) small molecule antagonists: colormetric cell-based qHTS assay | 27.5404 uM | pubchem.aid:1347395 |
| Acetylcholinesterase (AChE) small molecule antagonists: fluorescence cell-based qHTS assay | 38.9018 uM | pubchem.aid:1347398 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary | 0.35476 uM | pubchem.aid:2061107 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary | 0.35476 uM | pubchem.aid:2061107 |
| Adrenergic beta2 receptor (ADRB2) small molecule antagonists, cell-based qHTS assay | 29.8493 uM | pubchem.aid:1963592 |
| Adrenergic beta2 receptor (ADRB2) small molecule antagonists, cell-based qHTS assay | 29.8493 uM | pubchem.aid:1963592 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell line | 0.1864 uM | pubchem.aid:2202236 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell line | 0.0833 uM | pubchem.aid:2202237 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell line | 0.1481 uM | pubchem.aid:2202234 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell line | 0.059 uM | pubchem.aid:2202233 |
| BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell line | 0.0934 uM | pubchem.aid:2202232 |
Elsewhere in the fleet
- AntibioticMech — CHEBI:41977 (same structure, same inchikey)
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000217 | MIBIG | 5 |
| CHEBI:41977 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/daunorubicin.yaml, which is generated from the committed inventories. Neither is edited by hand.