15-acetyldeoxynivalenol
CHEBI:146194 EXACT SEEDED
A trichothecene mycotoxin that is deoxynivalenol acetylated on the oxygen at C-15. A skin and eye irritant, along with its 3-acetyl regioisomer and its parent deoxynivalenol it is considered among the most commonly and widely distributed cereal contaminants.
Structure
| Standard InChIKey | IDGRYIRJIFKTAN-HTJQZXIKSA-N |
|---|---|
| SMILES | CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]3(C[C@H]([C@H]([C@@]34CO4)O2)O)C)COC(=O)C |
| Stereochemistry | fully defined |
| Cross-references | pubchem:10382483, chembl:CHEMBL468823 |
Filing pathway
Terpenoids — 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 terpene, from MIBiG.
Producer organisms 2
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 PH-1 NCBITaxon:229533 |
BGC_CHARACTERIZED | mibig:BGC0002176 | DOI:10.1074/jbc.m109.045047 |
| Fusarium graminearum NCBITaxon:5518 |
SOURCE_ASSERTION | mibig:BGC0001277 | DOI:10.1128/aem.68.6.2959-2964.2002 |
Occurrences 4
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 culmorum NCBITaxon:5516 |
LOTUS | DOI:10.1128/AEM.56.10.3047-3051.1990 |
| Fusarium graminearum NCBITaxon:5518 |
LOTUS | DOI:10.1007/BF00597600 |
| Fusarium graminearum NCBITaxon:5518 |
LOTUS | DOI:10.1007/BF00598566 |
| Fusarium graminearum NCBITaxon:5518 |
LOTUS | DOI:10.1016/0031-9422(89)85014-9 |
Biosynthetic gene clusters 2
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002176 | Fusarium graminearum PH-1 NCBITaxon:229533 |
CLUSTER_DEMONSTRATED | genbank:CM000574.1 |
| mibig:BGC0001277 | Fusarium graminearum NCBITaxon:5518 |
CLUSTER_UNSTATED | genbank:AF359361.3 |
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.
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0001277, BGC0002176. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002176 | MIBIG | 3 |
| BGC0001277 | MIBIG | 4 |
| CHEBI:146194 | CHEBI | 3-star |
This page is generated from data/natural_products/terpenoids/15-acetyldeoxynivalenol.yaml, which is generated from the committed inventories. Neither is edited by hand.