zearalenone
CHEBI:10106 EXACT SEEDED cytotoxicenzyme inhibitor
A macrolide comprising a fourteen-membered lactone fused to 1,3-dihydroxybenzene; a potent estrogenic metabolite produced by some Giberella species.
Structure
| Standard InChIKey | MBMQEIFVQACCCH-QBODLPLBSA-N |
|---|---|
| SMILES | C[C@H]1CCCC(=O)CCC/C=C/C2=C(C(=CC(=C2)O)O)C(=O)O1 |
| Stereochemistry | fully defined |
| Cross-references | pubchem: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.
| Taxon | Basis | Cluster | Evidence |
|---|---|---|---|
| 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.
| Taxon | Source | Reference |
|---|---|---|
| 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
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| 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.
Bioactivities 25
| Assay | Result | Reference |
|---|---|---|
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay | 47.1995 uM | pubchem.aid:1963587 |
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule agonists, cell-based qHTS assay | 47.1995 uM | pubchem.aid:1963587 |
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assay | 0.2871 uM | pubchem.aid:1963586 |
| 5-hydroxytryptamine receptor 2A (HTR2A) small molecule antagonists, cell-based qHTS assay | 0.2871 uM | pubchem.aid:1963586 |
| 7124-01: Inhibition of CD40 signaling in B cell lineage | EC50 15.15 uM | pubchem.aid:1259332 |
| 7124-02: inhibition of TNFa signaling in B cell lineage, counterscreen | EC50 13.27 uM | pubchem.aid:1259334 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 24 hour | 47.1995 uM | pubchem.aid:1224875 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 32 hour | 52.9587 uM | pubchem.aid:1224881 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HEK293 cells - 40 hour | 47.1995 uM | pubchem.aid:1224871 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hour | 52.9587 uM | pubchem.aid:1224879 |
| A CellTox Green Cytotoxicity Assay to monitor cytotoxicity in HepG2 cells - 40 hour | 20.1579 uM | pubchem.aid:1224879 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay | 0.2089 uM | pubchem.aid:1963593 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay | 0.2089 uM | pubchem.aid:1963593 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary | 4.67669 uM | pubchem.aid:2061107 |
| Adrenergic beta2 receptor (ADRB2) small molecule agonists, cell-based qHTS assay: Summary | 4.67669 uM | pubchem.aid:2061107 |
| Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen | 46.7669 uM | pubchem.aid:1346979 |
| Caspase-3/7 induction in CHO-K1 cells by small molecules, qHTS cell viability counter screen | 22.4185 uM | pubchem.aid:1346979 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assay | 58.876 uM | pubchem.aid:1346978 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS assay | 58.876 uM | pubchem.aid:1346978 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen | 46.7669 uM | pubchem.aid:1346981 |
| Caspase-3/7 induction in HepG2 cells by small molecules, qHTS cell viability counter screen | 22.4185 uM | pubchem.aid:1346981 |
| Cell Viability - LYMP1-002 - Assay at 40 hr | 39.8107 uM | pubchem.aid:994 |
| Cell Viability - LYMP1-002 - Assay at 40 hr | 50.1187 uM | pubchem.aid:994 |
| Cell Viability - LYMP1-003 - Assay at 40 hr | 7.9433 uM | pubchem.aid:964 |
| Cell Viability - LYMP1-003 - Assay at 40 hr | 50.1187 uM | pubchem.aid:964 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0001057 | MIBIG | 4 |
| CHEBI:10106 | CHEBI | 3-star |
This page is generated from data/natural_products/polyketides/zearalenone.yaml, which is generated from the committed inventories. Neither is edited by hand.