thiostrepton

naturalproductmech:mibig-66005d18c2 MINTED SEEDED antibacterialcytotoxicenzyme 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	NSFFHOGKXHRQEW-DVRIZHICSA-N
SMILES	CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C\C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	pubchem:16129666

Filing pathway

Amino acids and peptides — 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 ribosomal, 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
Streptomyces laurentii NCBITaxon:39478	SOURCE_ASSERTION	mibig:BGC0000614	DOI:10.1039/c0mb00129e

Occurrences 10

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 coeruleorubidus NCBITaxon:116188	LOTUS	DOI:10.1038/225233A0
Streptomyces coeruleorubidus NCBITaxon:116188	LOTUS	DOI:10.1111/J.1574-6968.2000.TB09275.X
Streptomyces coeruleorubidus NCBITaxon:116188	LOTUS	DOI:10.1128/JB.168.1.452-454.1986
Streptomyces azureus NCBITaxon:146537	LOTUS	DOI:10.1038/225233A0
Streptomyces azureus NCBITaxon:146537	LOTUS	DOI:10.1111/J.1574-6968.2000.TB09275.X
Streptomyces azureus NCBITaxon:146537	LOTUS	DOI:10.1128/JB.168.1.452-454.1986
Streptomyces albidoflavus NCBITaxon:1886	LOTUS	DOI:10.1038/S41598-017-13493-Y
Streptomyces coelicolor NCBITaxon:1902	LOTUS	DOI:10.1038/S41598-017-13493-Y
Streptomyces aureus NCBITaxon:193461	LOTUS	DOI:10.1007/BF00252011
Streptomyces laurentii NCBITaxon:39478	LOTUS	DOI:10.1016/0378-1119(95)00442-9

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000614	Streptomyces laurentii NCBITaxon:39478	CLUSTER_UNSTATED	genbank:FJ652572.1

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 (thiostrepton) ↗ MediaIngredientMech (naturalproductmech:mibig-66005d18c2) ↗ TaxonMech: Streptomyces laurentii (NCBITaxon:39478) ↗ PathwayMech (mibig:BGC0000614) ↗

Provenance

Source concept	Source	Version
BGC0000614	MIBIG	5

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

Assay	Result	Target enzyme	Source detail
Inhibitors of USP1/UAF1: Pilot qHTS	OTHER 31.6228 uM; NOT_DETERMINED	Not recorded	pubchem.aid:504865 assay Inhibitors of USP1/UAF1: Pilot qHTS evidence reference pubchem.aid:504865 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 504865, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAH18745 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
Quantitative High-Throughput Screen for Regulators of Epigenetic Control	OTHER 35.4813 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1865 assay Quantitative High-Throughput Screen for Regulators of Epigenetic Control evidence reference pubchem.aid:1865 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1865, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 35.4813 units uM
Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1)	OTHER 100 uM; INACTIVE	Not recorded	pubchem.aid:1645883 assay Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) evidence reference pubchem.aid:1645883 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645883, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 100.0 units uM
Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1)	OTHER 100 uM; INACTIVE	UniProtKB:O95398	pubchem.aid:1645883 assay Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (EPAC1) evidence reference pubchem.aid:1645883 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645883, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 100.0 units uM target enzyme UniProtKB:O95398
Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2)	OTHER 79.4328 uM; INACTIVE	Not recorded	pubchem.aid:1645887 assay Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) evidence reference pubchem.aid:1645887 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645887, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 79.4328 units uM
Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2)	OTHER 79.4328 uM; INACTIVE	UniProtKB:Q8WZA2	pubchem.aid:1645887 assay Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 4 (EPAC2) evidence reference pubchem.aid:1645887 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645887, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call INACTIVE measurement type OTHER value 79.4328 units uM target enzyme UniProtKB:Q8WZA2
qHTS Assay for Compounds that Induce Erasure of Genomic Imprints	OTHER 25.1189 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 25.1189 units uM
qHTS Assay for Enhancers of SMN2 Splice Variant Expression	OTHER 0.0316 uM; INACTIVE	Not recorded	pubchem.aid:1458 assay qHTS Assay for Enhancers of SMN2 Splice Variant Expression evidence reference pubchem.aid:1458 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1458, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_059107 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 0.0316 units uM
qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1)	OTHER 39.8107 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1030 assay qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1) evidence reference pubchem.aid:1030 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1030, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession AAP35567 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 39.8107 units uM
qHTS Assay for Inhibitors of Ubiquitin-specific Protease USP2a	OTHER 10 uM; INACTIVE	Not recorded	pubchem.aid:927 assay qHTS Assay for Inhibitors of Ubiquitin-specific Protease USP2a evidence reference pubchem.aid:927 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 927, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession NP_004196 was left ungrounded because PubChem did not provide a UniProtKB accession. call INACTIVE measurement type OTHER value 10.0 units uM
qHTS Assay for Inhibitors of the Human Apurinic/apyrimidinic Endonuclease 1 (APE1)	OTHER 17.7828 uM; NOT_DETERMINED	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 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 17.7828 units uM
qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent)	OTHER 39.8107 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1476 assay qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent) evidence reference pubchem.aid:1476 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1476, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession 3I06_A was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 39.8107 units uM
qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding	OTHER 28.1838 uM; NOT_DETERMINED	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 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 28.1838 units uM
qHTS for Inhibitors of binding or entry into cells for Lassa Virus	OTHER 35.4813 uM; NOT_DETERMINED	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 outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 35.4813 units uM
qHTS for Inhibitors of binding or entry into cells for Marburg Virus	OTHER 31.6228 uM; NOT_DETERMINED	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 outcome: Inconclusive. Source endpoint: Potency. Target accession B45705 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in absence of CPT	OTHER 5.1735 uM; ACTIVE	Not recorded	pubchem.aid:686978 assay qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in absence of CPT evidence reference pubchem.aid:686978 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 686978, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAI07878 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 5.1735 units uM activity class ENZYME_INHIBITOR
qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in presence of CPT	OTHER 4.1095 uM; ACTIVE	Not recorded	pubchem.aid:686979 assay qHTS for Inhibitors of human tyrosyl-DNA phosphodiesterase 1 (TDP1): qHTS in cells in presence of CPT evidence reference pubchem.aid:686979 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 686979, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. Target accession AAI07878 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE measurement type OTHER value 4.1095 units uM activity class ENZYME_INHIBITOR
qHTS for inhibitors of ROR gamma transcriptional activity	OTHER 31.6228 uM; NOT_DETERMINED	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 outcome: Inconclusive. Source endpoint: Potency. Target accession NP_035411 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 31.6228 units uM
A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus	ACTIVE	Not recorded	pubchem.aid:720641 assay A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus evidence reference pubchem.aid:720641 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 720641, deposited by ICCB-Longwood/NSRB Screening Facility, Harvard Medical School; assay type Other. Target accession NP_371243 was left ungrounded because PubChem did not provide a UniProtKB accession. call ACTIVE activity class ANTIBACTERIAL
AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of Unc-51 Like Autophagy Activating Kinase 1 (ULK1).	ACTIVE	Not recorded	pubchem.aid:1259251 assay AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of Unc-51 Like Autophagy Activating Kinase 1 (ULK1). evidence reference pubchem.aid:1259251 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1259251, deposited by The Scripps Research Institute Molecular Screening Center; assay type Screening. call ACTIVE activity class ENZYME_INHIBITOR
High Throughput Screening of small molecules that kill Mycobacterium tuberculosis	ACTIVE	Not recorded	pubchem.aid:1259343 assay High Throughput Screening of small molecules that kill Mycobacterium tuberculosis evidence reference pubchem.aid:1259343 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1259343, deposited by 15607; assay type Other. call ACTIVE
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 BT-549 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794793 assay NCI human tumor cell line growth inhibition assay. Data for the BT-549 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794793 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794793, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794778 assay NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794778 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794778, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC notes 19 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.