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doxorubicin

CHEBI:28748 EXACT SEEDED antimicrobial unspecifiedcytotoxicenzyme inhibitor

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 InChIKeyAOJJSUZBOXZQNB-TZSSRYMLSA-N
SMILESC[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)CO)O)N)O
Stereochemistryfully defined
Cross-referencespubchem:31703

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.

TaxonBasisClusterEvidence
Streptomyces peucetius
NCBITaxon:1950		 SOURCE_ASSERTION mibig:BGC0000218 PMID:7828855

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.

TaxonSourceReference
Xylopia aromatica
NCBITaxon:1005655		 LOTUS DOI:10.1021/NP50106A007
Moorea producens
NCBITaxon:1155739		 LOTUS DOI:10.1021/ACS.JNATPROD.9B00549
Oscillatoria
NCBITaxon:1158		 LOTUS DOI:10.1021/ACS.JNATPROD.9B01147
Trichodesmium thiebautii
NCBITaxon:1208		 LOTUS DOI:10.1021/ACS.JNATPROD.0C00550
Ochrolechia parella
NCBITaxon:129506		 LOTUS DOI:10.1021/NP060561P
Annona muricata
NCBITaxon:13337		 LOTUS DOI:10.1021/NP0105578
Annona muricata
NCBITaxon:13337		 LOTUS DOI:10.1021/NP50120A002
Annona muricata
NCBITaxon:13337		 LOTUS DOI:10.1021/NP50123A015
Aspergillus sclerotiorum
NCBITaxon:138282		 LOTUS DOI:10.1021/ACS.JNATPROD.5B00961
Talaromyces aculeatus
NCBITaxon:1392253		 LOTUS DOI:10.1021/ACS.JNATPROD.7B00417
Okeania
NCBITaxon:1458928		 LOTUS DOI:10.1021/ACS.JNATPROD.9B01147
Ophioparma ventosa
NCBITaxon:145978		 LOTUS DOI:10.1021/ACS.JNATPROD.5B01073
Viola abyssinica
NCBITaxon:1471369		 LOTUS DOI:10.1021/NP100790F
Dendrodochium
NCBITaxon:1502939		 LOTUS DOI:10.1021/NP500024R
Beta vulgaris
NCBITaxon:161934		 LOTUS DOI:10.1016/J.JFF.2012.04.008
Fusarium solani
NCBITaxon:169388		 LOTUS DOI:10.1021/ACS.JNATPROD.6B00610
Pestalotiopsis palmarum
NCBITaxon:173185		 LOTUS DOI:10.1016/J.BMCL.2017.11.044
Dracocephalum kotschyi
NCBITaxon:180015		 LOTUS DOI:10.1016/J.PHYTOCHEM.2005.04.035
Verrucosispora
NCBITaxon:1873		 LOTUS DOI:10.1021/ACS.JNATPROD.9B00654
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/ACS.JNATPROD.6B01059
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/ACS.JNATPROD.6B01136
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/ACS.JNATPROD.7B00136
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/ACS.JNATPROD.9B00481
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/ACS.JNATPROD.9B01011
Streptomyces
NCBITaxon:1883		 LOTUS DOI:10.1021/NP030212K

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000218 Streptomyces peucetius
NCBITaxon:1950 		CLUSTER_UNSTATED genbank:L35560.1

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.

Mechanism & Biosynthesis Overview

PRODUCERS & OCCURRENCE 1 producer (0 causal) 25 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT doxorubicin CHEBI:28748 Polyketides TARGETS & BIOACTIVITY 0 molecular targets 25 bioactivities · 0 graphs

Bioactivities 25

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

AssayResultTarget enzymeSource detail
A549 Cytotoxicity Assay Measured in Cell-Based System Using Plate Reader - 7071-06_Inhibitor_Dose_DryPowder_Activity_Set12OTHER 0.333 uM; ACTIVENot recorded
pubchem.aid:743472
assay
A549 Cytotoxicity Assay Measured in Cell-Based System Using Plate Reader - 7071-06_Inhibitor_Dose_DryPowder_Activity_Set12
evidence
  • reference
    pubchem.aid:743472
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 743472, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AbsAC35_uM.
call
ACTIVE
measurement type
OTHER
value
0.333
units
uM
activity class
CYTOTOXIC
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell lineOTHER 0.1864 uM; ACTIVENot recorded
pubchem.aid:2202236
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell line
evidence
  • reference
    pubchem.aid:2202236
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202236, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.1864
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell lineOTHER 0.1864 uM; ACTIVENot recorded
pubchem.aid:2202237
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-194 cell line
evidence
  • reference
    pubchem.aid:2202237
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202237, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.1864
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell lineOTHER 0.132 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2202234
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell line
evidence
  • reference
    pubchem.aid:2202234
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202234, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.132
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell lineOTHER 0.0372 uM; ACTIVENot recorded
pubchem.aid:2202233
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell line
evidence
  • reference
    pubchem.aid:2202233
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202233, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0372
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell lineOTHER 0.0468 uM; ACTIVENot recorded
pubchem.aid:2202232
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell line
evidence
  • reference
    pubchem.aid:2202232
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202232, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0468
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell lineOTHER 0.8327 uM; ACTIVENot recorded
pubchem.aid:2202231
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: SET-2 cell line
evidence
  • reference
    pubchem.aid:2202231
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202231, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.8327
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell lineOTHER 0.0934 uM; ACTIVENot recorded
pubchem.aid:2202235
assay
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: UCSD-AML1 cell line
evidence
  • reference
    pubchem.aid:2202235
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202235, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0934
units
uM
Cell Proliferation Assay against the TMD8 Cell Line (Caspase readout at 16 hrs)OTHER 0.0372 uM; ACTIVENot recorded
pubchem.aid:651712
assay
Cell Proliferation Assay against the TMD8 Cell Line (Caspase readout at 16 hrs)
evidence
  • reference
    pubchem.aid:651712
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 651712, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0372
units
uM
Cell Proliferation Assay against the TMD8 Cell Line (Caspase readout at 8 hrs)OTHER 3.3173 uM; ACTIVENot recorded
pubchem.aid:651713
assay
Cell Proliferation Assay against the TMD8 Cell Line (Caspase readout at 8 hrs)
evidence
  • reference
    pubchem.aid:651713
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 651713, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
3.3173
units
uM
Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295ROTHER 7.0795 uM; ACTIVENot recorded
pubchem.aid:1963990
assay
Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295R
evidence
  • reference
    pubchem.aid:1963990
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963990, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
7.0795
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for adrenocortical cancer (ACC) cell line SW-13OTHER 0.8913 uM; ACTIVENot recorded
pubchem.aid:1963989
assay
Cellular viability qHTS for adrenocortical cancer (ACC) cell line SW-13
evidence
  • reference
    pubchem.aid:1963989
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963989, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.8913
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505COTHER 0.3474 uM; ACTIVENot recorded
pubchem.aid:2202553
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505C
evidence
  • reference
    pubchem.aid:2202553
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202553, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.3474
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11TOTHER 0.4907 uM; ACTIVENot recorded
pubchem.aid:2202552
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11T
evidence
  • reference
    pubchem.aid:2202552
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202552, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.4907
units
uM
activity class
CYTOTOXIC
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16TOTHER 0.1099 uM; ACTIVENot recorded
pubchem.aid:2202551
assay
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16T
evidence
  • reference
    pubchem.aid:2202551
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2202551, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.1099
units
uM
activity class
CYTOTOXIC
Confirmatory qHTS to identify inhibitors of SARS-CoV-2 cell entryOTHER 0.1918 uM; ACTIVENot recorded
pubchem.aid:1645844
assay
Confirmatory qHTS to identify inhibitors of SARS-CoV-2 cell entry
evidence
  • reference
    pubchem.aid:1645844
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645844, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.1918
units
uM
activity class
ENZYME_INHIBITOR
Cytotoxicity counterscreen for NFkB agonists and antagonistsOTHER 0.0332 uM; ACTIVENot recorded
pubchem.aid:624476
assay
Cytotoxicity counterscreen for NFkB agonists and antagonists
evidence
  • reference
    pubchem.aid:624476
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 624476, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0332
units
uM
activity class
CYTOTOXIC
HepG2 Cytotoxicity Assay Measured in Cell-Based System Using Plate Reader - 7071-02_Inhibitor_Dose_DryPowder_Activity_Set12OTHER 0.0577 uM; ACTIVENot recorded
pubchem.aid:743471
assay
HepG2 Cytotoxicity Assay Measured in Cell-Based System Using Plate Reader - 7071-02_Inhibitor_Dose_DryPowder_Activity_Set12
evidence
  • reference
    pubchem.aid:743471
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 743471, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AbsAC35_uM.
call
ACTIVE
measurement type
OTHER
value
0.0577
units
uM
activity class
CYTOTOXIC
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (A2780, Spheroid)OTHER 1.6626 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1259357
assay
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (A2780, Spheroid)
evidence
  • reference
    pubchem.aid:1259357
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259357, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
1.6626
units
uM
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (Panc1, Adherent)OTHER 9.3495 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1259362
assay
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (Panc1, Adherent)
evidence
  • reference
    pubchem.aid:1259362
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259362, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
9.3495
units
uM
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (Panc1, Spheroid)OTHER 5.8992 uM; ACTIVENot recorded
pubchem.aid:1259359
assay
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (Panc1, Spheroid)
evidence
  • reference
    pubchem.aid:1259359
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259359, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
5.8992
units
uM
activity class
CYTOTOXIC
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (SN12C, Adherent)OTHER 3.3173 uM; ACTIVENot recorded
pubchem.aid:1259358
assay
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (SN12C, Adherent)
evidence
  • reference
    pubchem.aid:1259358
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259358, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
3.3173
units
uM
activity class
CYTOTOXIC
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (SN12C, Spheroid)OTHER 18.6548 uM; ACTIVENot recorded
pubchem.aid:1259360
assay
Identifying Small Molecule Inhibitors of Pancreatic Cancer Stem Cells (SN12C, Spheroid)
evidence
  • reference
    pubchem.aid:1259360
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259360, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
18.6548
units
uM
activity class
CYTOTOXIC
Immunotoxin (HA22) sensitization/mitigation study - treatment arm (High Dose)OTHER 16.6261 uM; ACTIVENot recorded
pubchem.aid:1159530
assay
Immunotoxin (HA22) sensitization/mitigation study - treatment arm (High Dose)
evidence
  • reference
    pubchem.aid:1159530
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1159530, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
16.6261
units
uM
Immunotoxin (HA22) sensitization/mitigation study - treatment arm (low dose)OTHER 0.0074 uM; ACTIVENot recorded
pubchem.aid:1159512
assay
Immunotoxin (HA22) sensitization/mitigation study - treatment arm (low dose)
evidence
  • reference
    pubchem.aid:1159512
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1159512, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
0.0074
units
uM
notes
84 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

Elsewhere in the fleet

Explore across X-Mech

AntibioticMech (doxorubicin) ↗ MediaIngredientMech (CHEBI:28748) ↗ TaxonMech: Streptomyces peucetius (NCBITaxon:1950) ↗ PathwayMech (mibig:BGC0000218) ↗

Provenance

Source conceptSourceVersion
BGC0000218MIBIG5
CHEBI:28748CHEBI3-star

This page is generated from data/natural_products/polyketides/doxorubicin.yaml, which is generated from the committed inventories. Neither is edited by hand.