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zearalenone

CHEBI:10106 EXACT SEEDED enzyme 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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.

A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species.

Structure

Standard InChIKeyMBMQEIFVQACCCH-QBODLPLBSA-N
SMILESC[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1
Stereochemistryfully defined
Cross-referencespubchem:5281576

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 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
Fusarium graminearum
NCBITaxon:5518
SOURCE_ASSERTION mibig:BGC0001057 DOI:10.4172/2476-2067.1000102

Occurrences 19

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
Fusarium solani
NCBITaxon:169388
LOTUS DOI:10.1021/JF00065A024
Metacordyceps chlamydosporia
NCBITaxon:280754
LOTUS DOI:10.1021/NP020556V
Mangifera indica
NCBITaxon:29780
LOTUS DOI:10.1016/S0031-9422(00)94210-9
Fusarium roseum
NCBITaxon:5128
LOTUS DOI:10.1021/JF00065A024
Fusarium roseum
NCBITaxon:5128
LOTUS DOI:10.1021/JF00067A032
Fusarium roseum
NCBITaxon:5128
LOTUS DOI:10.1021/JF00126A013
Fusarium roseum
NCBITaxon:5128
LOTUS DOI:10.1021/JF60228A021
Fusarium oxysporum
NCBITaxon:5507
LOTUS DOI:10.1021/JF00065A024
Fusarium culmorum
NCBITaxon:5516
LOTUS DOI:10.1021/JF00065A024
Alternaria
NCBITaxon:5598
LOTUS DOI:10.1021/JF60197A015
Fusarium crookwellense
NCBITaxon:56641
LOTUS DOI:10.1128/AEM.54.8.2147-2148.1988
Fusarium equiseti
NCBITaxon:61235
LOTUS DOI:10.1021/JF00065A024
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.1007/BF01103351
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.1016/0031-9422(89)85014-9
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.1016/S0021-9258(18)89256-0
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.1021/JF00065A024
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.1080/00275514.1988.12025747
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.2307/3807578
Fusarium graminearum
NCBITaxon:5518
LOTUS DOI:10.3358/SHOKUEISHI.26.24

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0001057 Fusarium graminearum
NCBITaxon:5518
CLUSTER_UNSTATED genbank:DQ019316.1

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) 19 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT zearalenone CHEBI:10106 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
5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assayOTHER 47.1995 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963587
assay
5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963587
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963587, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
47.1995
units
uM
5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assayOTHER 47.1995 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963587
assay
5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963587
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963587, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAH96839 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
47.1995
units
uM
5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assayOTHER 0.2871 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963586
assay
5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963586
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963586, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2871
units
uM
5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assayOTHER 0.2871 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963586
assay
5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963586
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963586, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAH96839 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2871
units
uM
7124-01: Inhibition of CD40 signaling in B cell lineageOTHER 15.15 uM; ACTIVENot recorded
pubchem.aid:1259332
assay
7124-01: Inhibition of CD40 signaling in B cell lineage
evidence
  • reference
    pubchem.aid:1259332
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259332, deposited by Broad Institute; assay type Other. Source endpoint: AC50.
call
ACTIVE
measurement type
OTHER
value
15.15
units
uM
activity class
ENZYME_INHIBITOR
7124-02: inhibition of TNFa signaling in B cell lineage, counterscreenOTHER 13.27 uM; ACTIVENot recorded
pubchem.aid:1259334
assay
7124-02: inhibition of TNFa signaling in B cell lineage, counterscreen
evidence
  • reference
    pubchem.aid:1259334
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1259334, deposited by Broad Institute; assay type Other. Source endpoint: AC50.
call
ACTIVE
measurement type
OTHER
value
13.27
units
uM
activity class
ENZYME_INHIBITOR
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 24 hourOTHER 47.1995 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1224875
assay
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 24 hour
evidence
  • reference
    pubchem.aid:1224875
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224875, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
47.1995
units
uM
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 32 hourOTHER 52.9587 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1224881
assay
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 32 hour
evidence
  • reference
    pubchem.aid:1224881
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224881, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
52.9587
units
uM
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 40 hourOTHER 47.1995 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1224871
assay
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 40 hour
evidence
  • reference
    pubchem.aid:1224871
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224871, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
47.1995
units
uM
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hourOTHER 52.9587 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1224879
assay
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hour
evidence
  • reference
    pubchem.aid:1224879
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224879, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
52.9587
units
uM
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hourOTHER 20.1579 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1224879
assay
A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hour
evidence
  • reference
    pubchem.aid:1224879
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1224879, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
20.1579
units
uM
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assayOTHER 0.2089 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963593
assay
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963593
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963593, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2089
units
uM
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assayOTHER 0.2089 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1963593
assay
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay
evidence
  • reference
    pubchem.aid:1963593
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1963593, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_000015 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
0.2089
units
uM
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: SummaryOTHER 4.67669 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2061107
assay
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary
evidence
  • reference
    pubchem.aid:2061107
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2061107, deposited by 824; assay type Summary. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
4.67669
units
uM
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: SummaryOTHER 4.67669 uM; NOT_DETERMINEDNot recorded
pubchem.aid:2061107
assay
Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary
evidence
  • reference
    pubchem.aid:2061107
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 2061107, deposited by 824; assay type Summary. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_000015 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
4.67669
units
uM
Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screenOTHER 46.7669 uM; ACTIVENot recorded
pubchem.aid:1346979
assay
Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen
evidence
  • reference
    pubchem.aid:1346979
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346979, deposited by 824; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
46.7669
units
uM
Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screenOTHER 22.4185 uM; ACTIVENot recorded
pubchem.aid:1346979
assay
Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen
evidence
  • reference
    pubchem.aid:1346979
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346979, deposited by 824; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
22.4185
units
uM
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assayOTHER 58.876 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1346978
assay
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assay
evidence
  • reference
    pubchem.aid:1346978
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346978, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAP35329 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
58.876
units
uM
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assayOTHER 58.876 uM; NOT_DETERMINEDNot recorded
pubchem.aid:1346978
assay
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assay
evidence
  • reference
    pubchem.aid:1346978
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346978, deposited by 824; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession CAC88866 was left ungrounded because PubChem did not provide a UniProtKB accession.
call
NOT_DETERMINED
measurement type
OTHER
value
58.876
units
uM
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screenOTHER 46.7669 uM; ACTIVENot recorded
pubchem.aid:1346981
assay
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen
evidence
  • reference
    pubchem.aid:1346981
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346981, deposited by 824; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
46.7669
units
uM
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screenOTHER 22.4185 uM; ACTIVENot recorded
pubchem.aid:1346981
assay
Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen
evidence
  • reference
    pubchem.aid:1346981
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 1346981, deposited by 824; assay type Confirmatory. Source endpoint: Potency.
call
ACTIVE
measurement type
OTHER
value
22.4185
units
uM
Cell Viability - LYMP1-002 - Assay at 40 hrOTHER 39.8107 uM; NOT_DETERMINEDNot recorded
pubchem.aid:994
assay
Cell Viability - LYMP1-002 - Assay at 40 hr
evidence
  • reference
    pubchem.aid:994
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 994, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
39.8107
units
uM
Cell Viability - LYMP1-002 - Assay at 40 hrOTHER 50.1187 uM; NOT_DETERMINEDNot recorded
pubchem.aid:994
assay
Cell Viability - LYMP1-002 - Assay at 40 hr
evidence
  • reference
    pubchem.aid:994
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 994, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
50.1187
units
uM
Cell Viability - LYMP1-003 - Assay at 40 hrOTHER 7.9433 uM; NOT_DETERMINEDNot recorded
pubchem.aid:964
assay
Cell Viability - LYMP1-003 - Assay at 40 hr
evidence
  • reference
    pubchem.aid:964
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 964, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
7.9433
units
uM
Cell Viability - LYMP1-003 - Assay at 40 hrOTHER 50.1187 uM; NOT_DETERMINEDNot recorded
pubchem.aid:964
assay
Cell Viability - LYMP1-003 - Assay at 40 hr
evidence
  • reference
    pubchem.aid:964
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 964, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency.
call
NOT_DETERMINED
measurement type
OTHER
value
50.1187
units
uM
notes
411 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

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Provenance

Source conceptSourceVersion
BGC0001057MIBIG4
CHEBI:10106CHEBI3-star

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