ustilaginoidin F

naturalproductmech:mibig-fc5f32e530 MINTED SEEDED antiviralcytotoxicenzyme 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	JGQBYBXYRUCBQY-UHFFFAOYSA-N
SMILES	CC1CC(=O)C2=C(O1)C=C3C(=C2O)C(=CC(=C3C4=C(C=C(C5=C(C6=C(C=C54)OC(CC6=O)C)O)O)O)O)O
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	pubchem:160115, chembl:CHEMBL463175

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 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
Ustilaginoidea virens NCBITaxon:1159556	BGC_CHARACTERIZED	mibig:BGC0002177	PMID:30807673

Occurrences 3

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
Verticillium NCBITaxon:1036719	LOTUS	DOI:10.7164/ANTIBIOTICS.28.602
Plenodomus influorescens NCBITaxon:1077371	LOTUS	DOI:10.3390/MD18020073
Pyrenochaeta nobilis NCBITaxon:390895	LOTUS	DOI:10.3390/MD18020073

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0002177	Ustilaginoidea virens NCBITaxon:1159556	CLUSTER_DEMONSTRATED	genbank:JHTR01000008.1

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 25

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

Explore across X-Mech

AntibioticMech (ustilaginoidin F) ↗ MediaIngredientMech (naturalproductmech:mibig-fc5f32e530) ↗ TaxonMech: Ustilaginoidea virens (NCBITaxon:1159556) ↗ PathwayMech (mibig:BGC0002177) ↗

Provenance

Source concept	Source	Version
BGC0002177	MIBIG	2

This page is generated from data/natural_products/polyketides/ustilaginoidin-f.yaml, which is generated from the committed inventories. Neither is edited by hand.

Assay	Result	Target enzyme	Source detail
A TR-FRET Counter Screen assay to evaluate Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G	IC50 100 uM; ACTIVE	Not recorded	pubchem.aid:1117362 assay A TR-FRET Counter Screen assay to evaluate Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G evidence reference pubchem.aid:1117362 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1117362, deposited by Southern Research Institute; assay type Confirmatory. Target accession AAB03573 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type IC50 value 100.0 units uM activity class ANTIVIRAL
A cell based assay for assessing THP-1 cell cytotoxicity of Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G	OTHER 3.08 uM; ACTIVE	Not recorded	pubchem.aid:1117359 assay A cell based assay for assessing THP-1 cell cytotoxicity of Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G evidence reference pubchem.aid:1117359 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1117359, deposited by Southern Research Institute; assay type Confirmatory. Source endpoint: CC50. call ACTIVE measurement type OTHER value 3.08 units uM
A counter screen for small molecule screen for inhibitors of the PhoP regulon in Salmonella typhi	IC50 28.55 uM; ACTIVE	Not recorded	pubchem.aid:2384 assay A counter screen for small molecule screen for inhibitors of the PhoP regulon in Salmonella typhi evidence reference pubchem.aid:2384 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2384, deposited by Southern Research Specialized Biocontainment Screening Center; assay type Confirmatory. call ACTIVE measurement type IC50 value 28.55 units uM activity class ENZYME_INHIBITOR
A cytotoxicity screen of small molecule inhibitors of the PhoP regulon in Salmonella typhi identified in the primary screen	EC50 0.1 uM; ACTIVE	Not recorded	pubchem.aid:2252 assay A cytotoxicity screen of small molecule inhibitors of the PhoP regulon in Salmonella typhi identified in the primary screen evidence reference pubchem.aid:2252 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2252, deposited by Southern Research Specialized Biocontainment Screening Center; assay type Confirmatory. call ACTIVE measurement type EC50 value 0.1 units uM activity class CYTOTOXIC
A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells.	OTHER 12.9953 uM; NOT_DETERMINED	Not recorded	pubchem.aid:624296 assay A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. evidence reference pubchem.aid:624296 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 624296, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession NP_056979 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 12.9953 units uM
A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells.	OTHER 6.5131 uM; ACTIVE	Not recorded	pubchem.aid:624297 assay A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. evidence reference pubchem.aid:624297 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 624297, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_056979 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 6.5131 units uM
A screen for inhibitors of the PhoP regulon in Salmonella Typhi using a modified counterscreen	IC50 26.958 uM; ACTIVE	Not recorded	pubchem.aid:1985 assay A screen for inhibitors of the PhoP regulon in Salmonella Typhi using a modified counterscreen evidence reference pubchem.aid:1985 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1985, deposited by Southern Research Specialized Biocontainment Screening Center; assay type Confirmatory. call ACTIVE measurement type IC50 value 26.958 units uM activity class ENZYME_INHIBITOR
A small molecule screen for inhibitors of the PhoP regulon in Salmonella typhi	IC50 27.33 uM; ACTIVE	Not recorded	pubchem.aid:1850 assay A small molecule screen for inhibitors of the PhoP regulon in Salmonella typhi evidence reference pubchem.aid:1850 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1850, deposited by Southern Research Specialized Biocontainment Screening Center; assay type Confirmatory. call ACTIVE measurement type IC50 value 27.33 units uM activity class ENZYME_INHIBITOR
ATP-based Luminescence in the Absence of Cytokines Measured in Cell-Based System Using Plate Reader - 2061-06_Inhibitor_Dose_CherryPick	OTHER 5.102 uM; ACTIVE	Not recorded	pubchem.aid:463229 assay ATP-based Luminescence in the Absence of Cytokines Measured in Cell-Based System Using Plate Reader - 2061-06_Inhibitor_Dose_CherryPick evidence reference pubchem.aid:463229 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 463229, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AC50. call ACTIVE measurement type OTHER value 5.102 units uM
Absorbance Microorganism-Based Dose Response HTS to Identify Inhibitors of Streptokinase Expression	EC50 150 uM; INACTIVE	Not recorded	pubchem.aid:1914 assay Absorbance Microorganism-Based Dose Response HTS to Identify Inhibitors of Streptokinase Expression evidence reference pubchem.aid:1914 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1914, deposited by Broad Institute; assay type Confirmatory. Target accession NP_269944 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type EC50 value 150.0 units uM
An HIV-1 Tat-TAR Fluorescence Polarization (FP) Counter Screen to evaluate Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G	IC50 7.618 uM; ACTIVE	Not recorded	pubchem.aid:1117361 assay An HIV-1 Tat-TAR Fluorescence Polarization (FP) Counter Screen to evaluate Inhibitors Targeting HIV-1 Vif-dependent Degradation of Human APOBEC3G evidence reference pubchem.aid:1117361 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1117361, deposited by Southern Research Institute; assay type Confirmatory. Target accession NP_057853 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type IC50 value 7.618 units uM activity class ANTIVIRAL
Confirmation qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1)	OTHER 19.9526 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2572 assay Confirmation qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1) evidence reference pubchem.aid:2572 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2572, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession 1DE9_A was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 19.9526 units uM
Counterscreen for APE1 Inhibitors: Confirmatory Fluorescent Dye Displacement Assay	OTHER 4.4668 uM; ACTIVE	Not recorded	pubchem.aid:2741 assay Counterscreen for APE1 Inhibitors: Confirmatory Fluorescent Dye Displacement Assay evidence reference pubchem.aid:2741 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2741, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 4.4668 units uM
Counterscreen for APE1 Inhibitors: Fluorescent Dye Displacement Assay	OTHER 4.4668 uM; ACTIVE	Not recorded	pubchem.aid:2564 assay Counterscreen for APE1 Inhibitors: Fluorescent Dye Displacement Assay evidence reference pubchem.aid:2564 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2564, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 4.4668 units uM
Counterscreen for APE1 Inhibitors: qHTS Assay for Inhibitors of Endonuclease IV	OTHER 10 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2565 assay Counterscreen for APE1 Inhibitors: qHTS Assay for Inhibitors of Endonuclease IV evidence reference pubchem.aid:2565 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2565, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAA60529 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 10.0 units uM
Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization	OTHER 1.122 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1463 assay Counterscreen qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization evidence reference pubchem.aid:1463 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1463, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 1.122 units uM
Dose Response Confirmation for Mcl-1/Noxa Interaction Inhibitors	IC50 1.4919 uM; ACTIVE	Not recorded	pubchem.aid:1417 assay Dose Response Confirmation for Mcl-1/Noxa Interaction Inhibitors evidence reference pubchem.aid:1417 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1417, deposited by Emory University Molecular Libraries Screening Center; assay type Confirmatory. Target accession AAF64255 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type IC50 value 1.4919 units uM
Dose Response concentration confirmation of uHTS hits from a small molecule activators of mouse intestinal alkaline phosphatase via a luminescent assay	EC50 19.1 uM; ACTIVE	Not recorded	pubchem.aid:488783 assay Dose Response concentration confirmation of uHTS hits from a small molecule activators of mouse intestinal alkaline phosphatase via a luminescent assay evidence reference pubchem.aid:488783 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 488783, deposited by Burnham Center for Chemical Genomics; assay type Confirmatory. Target accession NP_001074551 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 19.1 units uM
Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Human Intestinal Alkaline Phosphatase	EC50 21.7 uM; ACTIVE	Not recorded	pubchem.aid:488873 assay Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Human Intestinal Alkaline Phosphatase evidence reference pubchem.aid:488873 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 488873, deposited by Burnham Center for Chemical Genomics; assay type Confirmatory. Target accession AAI32679 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 21.7 units uM
Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Placental Alkaline Phosphatase	EC50 21.1 uM; ACTIVE	Not recorded	pubchem.aid:488878 assay Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Placental Alkaline Phosphatase evidence reference pubchem.aid:488878 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 488878, deposited by Burnham Center for Chemical Genomics; assay type Confirmatory. Target accession NP_112603 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 21.1 units uM
Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Tissue Nonspecific Alkaline Phosphatase.	EC50 26.7 uM; ACTIVE	Not recorded	pubchem.aid:488880 assay Dose Response confirmation of uHTS activators of Mouse Intestinal Alkaline Phosphatase using Tissue Nonspecific Alkaline Phosphatase. evidence reference pubchem.aid:488880 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 488880, deposited by Burnham Center for Chemical Genomics; assay type Confirmatory. Target accession NP_000469 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 26.7 units uM
Dose response biochemical high throughput screening assay for inhibitors of the p97 ATPase	IC50 43.86 uM; INACTIVE	Not recorded	pubchem.aid:1534 assay Dose response biochemical high throughput screening assay for inhibitors of the p97 ATPase evidence reference pubchem.aid:1534 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1534, deposited by The Scripps Research Institute Molecular Screening Center; assay type Confirmatory. Target accession AAI21795 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type IC50 value 43.86 units uM
Fluorescence Cell-Free Homogeneous Counter Screen to Identify Inhibitors of GFP Chromophore Formation	EC50 2.499 uM; ACTIVE	Not recorded	pubchem.aid:434968 assay Fluorescence Cell-Free Homogeneous Counter Screen to Identify Inhibitors of GFP Chromophore Formation evidence reference pubchem.aid:434968 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 434968, deposited by Broad Institute; assay type Confirmatory. Target accession NP_217253 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 2.499 units uM activity class ENZYME_INHIBITOR
Fluorescence Cell-Free Homogeneous Dose Retest to Identify Inhibitors of RecA-Intein Splicing Activity	EC50 1.57 uM; ACTIVE	Not recorded	pubchem.aid:435010 assay Fluorescence Cell-Free Homogeneous Dose Retest to Identify Inhibitors of RecA-Intein Splicing Activity evidence reference pubchem.aid:435010 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 435010, deposited by Broad Institute; assay type Confirmatory. Target accession NP_217253 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type EC50 value 1.57 units uM activity class ENZYME_INHIBITOR
Fluorescence Cell-Free Homogeneous Secondary Screen to Identify Inhibitors of DnaB-Intein Splicing Activity	OTHER 1.781 uM; ACTIVE	Not recorded	pubchem.aid:449749 assay Fluorescence Cell-Free Homogeneous Secondary Screen to Identify Inhibitors of DnaB-Intein Splicing Activity evidence reference pubchem.aid:449749 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 449749, deposited by Broad Institute; assay type Confirmatory. Source endpoint: AC50. Target accession NP_214572 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 1.781 units uM activity class ENZYME_INHIBITOR notes 177 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.