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antimycin A

CHEBI:2762 EXACT SEEDED antifungalcytotoxic

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

A nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison.

Structure

Standard InChIKeyUIFFUZWRFRDZJC-SBOOETFBSA-N
SMILESCCCCCC[C@@H]1[C@H]([C@@H](OC(=O)[C@H]([C@H](OC1=O)C)NC(=O)C2=C(C(=CC=C2)NC=O)O)C)OC(=O)CC(C)C
Stereochemistryfully defined
Cross-referencespubchem:14957

Filing pathway

Unclassified — 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 nrps, 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 sp. S4
NCBITaxon:889487
BGC_CHARACTERIZED mibig:BGC0000958 PMID:21857911

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.

TaxonSourceReference
Streptomyces wadayamensis
NCBITaxon:141454
LOTUS DOI:10.1128/GENOMEA.00625-14
Streptomyces
NCBITaxon:1883
LOTUS DOI:10.1021/NP0001676
Streptomyces
NCBITaxon:1883
LOTUS DOI:10.1371/JOURNAL.PONE.0022028
Streptomyces antibioticus
NCBITaxon:1890
LOTUS DOI:10.3390/MOLECULES22040557
Streptomyces setonii
NCBITaxon:1911
LOTUS DOI:10.1007/BF01027810
Streptomyces argillaceus
NCBITaxon:41951
LOTUS DOI:10.1371/JOURNAL.PONE.0198145
Streptomyces baarnensis
NCBITaxon:66872
LOTUS DOI:10.1007/BF01027810

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000958 Streptomyces sp. S4
NCBITaxon:889487
CLUSTER_DEMONSTRATED genbank:NZ_FR873698.1

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 (1 causal) 7 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT antimycin A CHEBI:2762 Unclassified 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
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: AML-191 cell lineOTHER 0.2633 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
0.2633
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: HNT-34 cell lineOTHER 7.4219 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
7.4219
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: MV-4-11 cell lineOTHER 1.3198 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
1.3198
units
uM
BET inhibitor-based combinations targeting novel dependencies in MECOM-rearranged (r) AML: OCI-AML3 cell lineOTHER 0.132 uM; NOT_DETERMINEDNot 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 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: SET-2 cell lineOTHER 0.0934 uM; NOT_DETERMINEDNot 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 outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.0934
units
uM
Cellular viability qHTS for adrenocortical cancer (ACC) cell line NCI-H295ROTHER 1.9953 uM; NOT_DETERMINEDNot 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 outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
1.9953
units
uM
Cellular viability qHTS for adrenocortical cancer (ACC) cell line SW-13OTHER 0.7943 uM; NOT_DETERMINEDNot 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 outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.7943
units
uM
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line 8505COTHER 0.5506 uM; NOT_DETERMINEDNot 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 outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.5506
units
uM
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-11TOTHER 0.0778 uM; NOT_DETERMINEDNot 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 outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.0778
units
uM
Cellular viability qHTS for anaplastic thyroid cancer (ATC) cell line THJ-16TOTHER 0.3474 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
0.3474
units
uM
activity class
CYTOTOXIC
Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence PolarizationOTHER 12.5893 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1463
assay
Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization
evidence
  • reference
    pubchem.aid:1463
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1463, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
12.5893
units
uM
High-throughput drug toxicity screening in the BPDCN cell line Cal-1OTHER 0.0935 uM; INACTIVENot recorded
pubchem.aid:1224825
assay
High-throughput drug toxicity screening in the BPDCN cell line Cal-1
evidence
  • reference
    pubchem.aid:1224825
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224825, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
0.0935
units
uM
High-throughput drug toxicity screening in the BPDCN cell line Gen2.2OTHER 0.0132 uM; INACTIVENot recorded
pubchem.aid:1224824
assay
High-throughput drug toxicity screening in the BPDCN cell line Gen2.2
evidence
  • reference
    pubchem.aid:1224824
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224824, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
0.0132
units
uM
NCATS anti-infectives library activity on the primary C. elegans qHTS viability assayOTHER 7.2747 uM; ACTIVENot recorded
PMID:36786055
assay
NCATS anti-infectives library activity on the primary C. elegans qHTS viability assay
evidence
  • reference
    PMID:36786055
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1745855, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
7.2747
units
uM
NS1 protein of Zika virus - qHTS assay to identify small molecule inhibitors in human HEK 293 cellsOTHER 2.9566 uM; ACTIVENot recorded
pubchem.aid:1347053
assay
NS1 protein of Zika virus - qHTS assay to identify small molecule inhibitors in human HEK 293 cells
evidence
  • reference
    pubchem.aid:1347053
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1347053, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession ASK51714 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
ACTIVE
measurement type
OTHER
value
2.9566
units
uM
P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screenOTHER 0.4176 uM; NOT_DETERMINEDNot recorded
PMID:31515284
assay
P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen
evidence
  • reference
    PMID:31515284
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346987, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.4176
units
uM
Primary qHTS Assay for Inhibitors of Recombinant Selenoprotein Glutathione Peroxidase 4 (GPX4)OTHER 25.4789 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1845192
assay
Primary qHTS Assay for Inhibitors of Recombinant Selenoprotein Glutathione Peroxidase 4 (GPX4)
evidence
  • reference
    pubchem.aid:1845192
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1845192, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
25.4789
units
uM
Primary qHTS Assay for Inhibitors of Recombinant Selenoprotein Glutathione Peroxidase 4 (GPX4)OTHER 25.4789 uM; NOT_DETERMINEDUniProtKB:P36969
pubchem.aid:1845192
assay
Primary qHTS Assay for Inhibitors of Recombinant Selenoprotein Glutathione Peroxidase 4 (GPX4)
evidence
  • reference
    pubchem.aid:1845192
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1845192, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
25.4789
units
uM
target enzyme
UniProtKB:P36969
Primary qHTS for Identification of Small Molecule Activators of Huntingtin-Antisense Promoter ActivityOTHER 0.1086 uM; INACTIVENot recorded
pubchem.aid:1508624
assay
Primary qHTS for Identification of Small Molecule Activators of Huntingtin-Antisense Promoter Activity
evidence
  • reference
    pubchem.aid:1508624
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508624, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
0.1086
units
uM
Primary qHTS for Identification of Small Molecule Activators of Huntingtin-Antisense Promoter ActivityOTHER 0.1086 uM; INACTIVEUniProtKB:P42858
pubchem.aid:1508624
assay
Primary qHTS for Identification of Small Molecule Activators of Huntingtin-Antisense Promoter Activity
evidence
  • reference
    pubchem.aid:1508624
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508624, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency.
call
INACTIVE
measurement type
OTHER
value
0.1086
units
uM
target enzyme
UniProtKB:P42858
Primary qHTS for Identification of Small Molecule Inhibitors of Huntingtin Promoter ActivityOTHER 0.0863 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1508623
assay
Primary qHTS for Identification of Small Molecule Inhibitors of Huntingtin Promoter Activity
evidence
  • reference
    pubchem.aid:1508623
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508623, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.0863
units
uM
Primary qHTS for Identification of Small Molecule Inhibitors of Huntingtin Promoter ActivityOTHER 0.0863 uM; NOT_DETERMINEDUniProtKB:P42858
pubchem.aid:1508623
assay
Primary qHTS for Identification of Small Molecule Inhibitors of Huntingtin Promoter Activity
evidence
  • reference
    pubchem.aid:1508623
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1508623, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.0863
units
uM
target enzyme
UniProtKB:P42858
Primary qHTS for Inhibitors of ATXN expressionOTHER 30.6114 uM; NOT_DETERMINEDNot recorded
PMID:35787375
assay
Primary qHTS for Inhibitors of ATXN expression
evidence
  • reference
    PMID:35787375
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1745845, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
30.6114
units
uM
Primary qHTS for Inhibitors of ATXN expressionOTHER 30.6114 uM; NOT_DETERMINEDUniProtKB:Q99700
PMID:35787375
assay
Primary qHTS for Inhibitors of ATXN expression
evidence
  • reference
    PMID:35787375
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1745845, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
30.6114
units
uM
target enzyme
UniProtKB:Q99700
Primary qHTS for Inhibitors of N-terminal methyltransferase 1 (NTMT1): MTaseGlo AssayOTHER 15.2369 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1645870
assay
Primary qHTS for Inhibitors of N-terminal methyltransferase 1 (NTMT1): MTaseGlo Assay
evidence
  • reference
    pubchem.aid:1645870
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1645870, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
15.2369
units
uM
notes
147 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

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Provenance

Source conceptSourceVersion
BGC0000958MIBIG5
CHEBI:2762CHEBI3-star

This page is generated from data/natural_products/unclassified/antimycin-a.yaml, which is generated from the committed inventories. Neither is edited by hand.