helvolic acid

naturalproductmech:mibig-fccfeb508e MINTED SEEDED enzyme inhibitor

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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

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.

Mechanism & Biosynthesis Overview

Bioactivities 7

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences.

Assay	Result	Target enzyme	Source detail
Primary redox qHTS assay for identification of artifact compounds.	OTHER 3.273 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1845223 assay Primary redox qHTS assay for identification of artifact compounds. evidence reference pubchem.aid:1845223 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1845223, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 3.273 units uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells	OTHER 1.2612 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1963823 assay Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells evidence reference pubchem.aid:1963823 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1963823, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 1.2612 units uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells	OTHER 1.2612 uM; NOT_DETERMINED	UniProtKB:P43405	pubchem.aid:1963823 assay Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells evidence reference pubchem.aid:1963823 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1963823, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 1.2612 units uM target enzyme UniProtKB:P43405
Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors	ACTIVE	Not recorded	PMID:33229545 assay Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors evidence reference PMID:33229545 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1347160, deposited by NCGC; assay type Confirmatory. call ACTIVE
qHTS for Antimalaria activity screened against the NCATS CANVASS Library	ACTIVE	Not recorded	PMID:30648156 assay qHTS for Antimalaria activity screened against the NCATS CANVASS Library evidence reference PMID:30648156 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1347380, deposited by NCGC; assay type Confirmatory. call ACTIVE
qHTS for activators of Nrf2/ARE signaling pathway screened against the NCATS CANVASS Library	ACTIVE	Not recorded	PMID:30648156 assay qHTS for activators of Nrf2/ARE signaling pathway screened against the NCATS CANVASS Library evidence reference PMID:30648156 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1347391, deposited by NCGC; assay type Confirmatory. call ACTIVE
qHTS for inhibitors of ER calcium dysfunction: SERCaMP assay screened against the NCATS CANVASS Library	ACTIVE	Not recorded	PMID:30648156 assay qHTS for inhibitors of ER calcium dysfunction: SERCaMP assay screened against the NCATS CANVASS Library evidence reference PMID:30648156 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1347393, deposited by NCGC; assay type Confirmatory. call ACTIVE activity class ENZYME_INHIBITOR

Explore across X-Mech

AntibioticMech (helvolic acid) ↗ MediaIngredientMech (naturalproductmech:mibig-fccfeb508e) ↗ TaxonMech: Aspergillus fumigatus Af293 (NCBITaxon:330879) ↗ PathwayMech (mibig:BGC0000686) ↗

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.