thiolutin

CHEBI:156450 EXACT SEEDED antibacterialcytotoxicenzyme inhibitor

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and acetamido groups, respectively. It is a potent inhibitor of RNA polymerases, inhibits the angiogenesis of human umbilical vein endothelial cells, and also inhibits JAMM metalloproteases.

Structure

Standard InChIKey	MHMRAFONCSQAIA-UHFFFAOYSA-N
SMILES	CN1C(=O)C(NC(C)=O)=C2SSC=C12
Stereochemistry	fully defined
Cross-references	npatlas:NPA05113, pubchem:6870

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 nrps, 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
Saccharothrix algeriensis NCBITaxon:173560	SOURCE_ASSERTION	mibig:BGC0001193	PMID:25353334

Occurrences 5

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 kasugaensis NCBITaxon:1946	LOTUS	DOI:10.1007/BF02821279
Streptomyces kasugaensis NCBITaxon:1946	CHEBI	PMID:2262169
Streptomyces celluloflavus NCBITaxon:58344	LOTUS	DOI:10.1007/BF02821279
Saccharothrix algeriensis NCBITaxon:173560	LOTUS	DOI:10.2174/1871520614666141027145200
Saccharothrix algeriensis NCBITaxon:173560	CHEBI	PMID:24723205

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0001193	Saccharothrix algeriensis NCBITaxon:173560	CLUSTER_UNSTATED	genbank:KM114209.1

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.

Elsewhere in the fleet

AntibioticMech — CHEBI:156450 (same structure, same inchikey)

Explore across X-Mech

AntibioticMech (thiolutin) ↗ MediaIngredientMech (CHEBI:156450) ↗ TaxonMech: Saccharothrix algeriensis (NCBITaxon:173560) ↗ PathwayMech (mibig:BGC0001193) ↗

Provenance

Source concept	Source	Version
BGC0001193	MIBIG	5
CHEBI:156450	CHEBI	3-star

This page is generated from data/natural_products/alkaloids/thiolutin.yaml, which is generated from the committed inventories. Neither is edited by hand.

Assay	Result	Target enzyme	Source detail
Inhibitors of the vitamin D receptor (VDR): qHTS	OTHER 39.8107 uM; ACTIVE	Not recorded	pubchem.aid:504847 assay Inhibitors of the vitamin D receptor (VDR): qHTS evidence reference pubchem.aid:504847 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504847, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_001017535 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 39.8107 units uM activity class ENZYME_INHIBITOR
VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity	OTHER 0.2512 uM; ACTIVE	Not recorded	pubchem.aid:2546 assay VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity evidence reference pubchem.aid:2546 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2546, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_035411 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 0.2512 units uM activity class ENZYME_INHIBITOR
qHTS Assay for Compounds Blocking the Interaction Between CBF-beta and RUNX1 for the Treatment of Acute Myeloid Leukemia	OTHER 17.7828 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1477 assay qHTS Assay for Compounds Blocking the Interaction Between CBF-beta and RUNX1 for the Treatment of Acute Myeloid Leukemia evidence reference pubchem.aid:1477 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1477, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 17.7828 units uM
qHTS Assay for Compounds that Induce Erasure of Genomic Imprints	OTHER 0.7079 uM; INACTIVE	Not recorded	pubchem.aid:1948 assay qHTS Assay for Compounds that Induce Erasure of Genomic Imprints evidence reference pubchem.aid:1948 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1948, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 0.7079 units uM
qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase)	OTHER 17.7828 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1490 assay qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase) evidence reference pubchem.aid:1490 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1490, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAG24257 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 17.7828 units uM
qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1)	OTHER 0.005 uM; INACTIVE	Not recorded	pubchem.aid:2517 assay qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1) evidence reference pubchem.aid:2517 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2517, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession 1DE9_A was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 0.005 units uM
qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization	OTHER 17.7828 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1468 assay qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization evidence reference pubchem.aid:1468 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1468, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAI14949 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 17.7828 units uM
qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding	OTHER 15.8489 uM; ACTIVE	Not recorded	pubchem.aid:1460 assay qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding evidence reference pubchem.aid:1460 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1460, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAI14949 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 15.8489 units uM activity class ENZYME_INHIBITOR
qHTS for Inhibitors of binding or entry into cells for Lassa Virus	OTHER 10 uM; ACTIVE	Not recorded	pubchem.aid:720533 assay qHTS for Inhibitors of binding or entry into cells for Lassa Virus evidence reference pubchem.aid:720533 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 720533, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 10.0 units uM activity class ENZYME_INHIBITOR
qHTS for Inhibitors of binding or entry into cells for Marburg Virus	OTHER 11.2202 uM; ACTIVE	Not recorded	pubchem.aid:720532 assay qHTS for Inhibitors of binding or entry into cells for Marburg Virus evidence reference pubchem.aid:720532 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 720532, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession B45705 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 11.2202 units uM activity class ENZYME_INHIBITOR
qHTS for inhibitors of ROR gamma transcriptional activity	OTHER 0.3981 uM; ACTIVE	Not recorded	pubchem.aid:2551 assay qHTS for inhibitors of ROR gamma transcriptional activity evidence reference pubchem.aid:2551 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2551, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_035411 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 0.3981 units uM activity class ENZYME_INHIBITOR
A qHTS for Small Molecule Inhibitors of Shiga Toxin	ACTIVE	Not recorded	pubchem.aid:2315 assay A qHTS for Small Molecule Inhibitors of Shiga Toxin evidence reference pubchem.aid:2315 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2315, deposited by NCGC; assay type Screening. Target accession BAC78637 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR
A qHTS for Small Molecule Inhibitors of Shiga Toxin	ACTIVE	Not recorded	pubchem.aid:2315 assay A qHTS for Small Molecule Inhibitors of Shiga Toxin evidence reference pubchem.aid:2315 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2315, deposited by NCGC; assay type Screening. Target accession BAC78638 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR
Cycloheximide Counterscreen for Small Molecule Inhibitors of Shiga Toxin	ACTIVE	Not recorded	pubchem.aid:2314 assay Cycloheximide Counterscreen for Small Molecule Inhibitors of Shiga Toxin evidence reference pubchem.aid:2314 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2314, deposited by NCGC; assay type Screening. Target accession BAC78637 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR
Cycloheximide Counterscreen for Small Molecule Inhibitors of Shiga Toxin	ACTIVE	Not recorded	pubchem.aid:2314 assay Cycloheximide Counterscreen for Small Molecule Inhibitors of Shiga Toxin evidence reference pubchem.aid:2314 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2314, deposited by NCGC; assay type Screening. Target accession BAC78638 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ENZYME_INHIBITOR
NCATS Parallel Artificial Membrane Permeability Assay (PAMPA) - Blood-Brain Barrier (BBB) Permeability Screen	ACTIVE	Not recorded	PMID:38108064 assay NCATS Parallel Artificial Membrane Permeability Assay (PAMPA) - Blood-Brain Barrier (BBB) Permeability Screen evidence reference PMID:38108064 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1845228, deposited by NCGC; assay type Screening. call ACTIVE
NCI Yeast Anticancer Drug Screen. Data for the bub3 strain	ACTIVE	Not recorded	pubchem.aid:167 assay NCI Yeast Anticancer Drug Screen. Data for the bub3 strain evidence reference pubchem.aid:167 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 167, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the cln2 rad14 strain	ACTIVE	Not recorded	pubchem.aid:165 assay NCI Yeast Anticancer Drug Screen. Data for the cln2 rad14 strain evidence reference pubchem.aid:165 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 165, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strain	ACTIVE	Not recorded	pubchem.aid:157 assay NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strain evidence reference pubchem.aid:157 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 157, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain	ACTIVE	Not recorded	pubchem.aid:175 assay NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain evidence reference pubchem.aid:175 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 175, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the rad50 strain	ACTIVE	Not recorded	pubchem.aid:155 assay NCI Yeast Anticancer Drug Screen. Data for the rad50 strain evidence reference pubchem.aid:155 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 155, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI Yeast Anticancer Drug Screen. Data for the sgs1 mgt1 strain	ACTIVE	Not recorded	pubchem.aid:161 assay NCI Yeast Anticancer Drug Screen. Data for the sgs1 mgt1 strain evidence reference pubchem.aid:161 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 161, deposited by DTP/NCI; assay type Other. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the 786-0 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794775 assay NCI human tumor cell line growth inhibition assay. Data for the 786-0 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794775 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794775, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A498 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794774 assay NCI human tumor cell line growth inhibition assay. Data for the A498 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794774 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794774, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794740 assay NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794740 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794740, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC notes 57 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.