fumigaclavine C
CHEBI:64673 EXACT SEEDED
An ergot alkaloid produced by the fungus Aspergillus fumigatus that is ergoline which is substituted by a 2-methylbut-3-en-2-yl group at position 2, methyl groups at the 6 and 8β positions, and by an acetoxy group at the 9β position.
Structure
| Standard InChIKey | OSICWVVWEXKSBD-LFAYTRTRSA-N |
|---|---|
| SMILES | C[C@H]1CN(C)[C@@H]2CC3=C(NC4=CC=CC([C@H]2[C@H]1OC(C)=O)=C34)C(C)(C)C=C |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA018250, pubchem:173878 |
Filing pathway
Alkaloids — 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 other, 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 |
|---|---|---|---|
| Aspergillus fumigatus Af293 NCBITaxon:330879 |
SOURCE_ASSERTION | mibig:BGC0000811 | DOI:10.3390/md11125063 |
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 |
|---|---|---|
| Streptomyces piomogenus NCBITaxon:285508 |
LOTUS | DOI:10.1016/J.STEROIDS.2018.06.005 |
| Aspergillus fumigatus NCBITaxon:746128 |
LOTUS | DOI:10.1021/JF60212A015 |
| Aspergillus fumigatus NCBITaxon:746128 |
LOTUS | DOI:10.1128/AEM.71.6.3112-3118.2005 |
| Aspergillus sydowii NCBITaxon:75750 |
LOTUS | DOI:10.1021/NP700737G |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000811 | Aspergillus fumigatus Af293 NCBITaxon:330879 |
CLUSTER_UNSTATED | genbank:AAHF01000001.1 |
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.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000811 | MIBIG | 3 |
| CHEBI:64673 | CHEBI | 3-star |
This page is generated from data/natural_products/alkaloids/fumigaclavine-c.yaml, which is generated from the committed inventories. Neither is edited by hand.