helvolic acid
naturalproductmech:mibig-fccfeb508e MINTED SEEDED enzyme inhibitor
Structure
| Standard InChIKey | WMGXUPPNMLYHPN-GJIXPYCQSA-N |
|---|---|
| SMILES | [H][C@@]12CC[C@@]3(C)\C([C@H](C[C@]3(C)[C@@]1(C)[C@H](OC(C)=O)C(=O)[C@@]1([H])[C@H](C)C(=O)C=C[C@]21C)OC(C)=O)=C(/CC=C(C)C)C(O)=O |
| Stereochemistry | fully defined |
| Cross-references | pubchem:3002143, npatlas:NPA07805 |
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 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:BGC0000686 | DOI:10.1080/21501203.2014.892905 |
Occurrences 1
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 |
|---|---|---|
| Aspergillus fumigatus NCBITaxon:746128 |
LOTUS | DOI:10.1021/JA8095976 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000686 | Aspergillus fumigatus Af293 NCBITaxon:330879 |
CLUSTER_UNSTATED | genbank:CM000172.1 |
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 7
| Assay | Result | Reference |
|---|---|---|
| Primary redox qHTS assay for identification of artifact compounds. | 3.273 uM | pubchem.aid:1845223 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells | 1.2612 uM | pubchem.aid:1963823 |
| Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells | 1.2612 uM | pubchem.aid:1963823 |
| Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors | ACTIVE | PMID:33229545 |
| qHTS for Antimalaria activity screened against the NCATS CANVASS Library | ACTIVE | PMID:30648156 |
| qHTS for activators of Nrf2/ARE signaling pathway screened against the NCATS CANVASS Library | ACTIVE | PMID:30648156 |
| qHTS for inhibitors of ER calcium dysfunction: SERCaMP assay screened against the NCATS CANVASS Library | ACTIVE | PMID:30648156 |
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000686 | MIBIG | 3 |
This page is generated from data/natural_products/terpenoids/helvolic-acid.yaml, which is generated from the committed inventories. Neither is edited by hand.