tropodithietic acid

CHEBI:156455 EXACT SEEDED antibacterialcytotoxic

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 monocarboxylic acid that is 8,9-dithiabicyclo[5.2.0]nona-1,3,6-triene substituted by a carboxy group at position 2 and an oxo group at position 3. It is a broad spectrum antibiotic produced by the marine bacterium Phaeobacter inhibens that also acts as a signalling molecule at lower concentrations.

Structure

Standard InChIKey	BLFCMITWMARUSM-UHFFFAOYSA-N
SMILES	C1=CC(=O)C(=C2C(=C1)SS2)C(=O)O
Stereochemistry	fully defined
Cross-references	pubchem:44632924

Filing pathway

Shikimates and phenylpropanoids — 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 other, 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
Phaeobacter inhibens DSM 17395 NCBITaxon:391619	SOURCE_ASSERTION	mibig:BGC0000932	PMID:24723119

Occurrences 6

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
Phaeobacter inhibens NCBITaxon:221822	LOTUS	DOI:10.1039/C4CC01924E
Phaeobacter inhibens NCBITaxon:221822	LOTUS	DOI:10.1128/MBIO.02118-15
Phaeobacter inhibens NCBITaxon:221822	CHEBI	PMID:28389641
Roseobacter NCBITaxon:2433	LOTUS	DOI:10.1128/AEM.70.4.2560-2565.2003
Phaeobacter gallaeciensis NCBITaxon:60890	CHEBI	PMID:21430694
Phaeobacter inhibens DSM 17395 NCBITaxon:391619	CHEBI	PMID:25161739

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0000932	Phaeobacter inhibens DSM 17395 NCBITaxon:391619	CLUSTER_UNSTATED	genbank:CP002977.1

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:156455 (same structure, same inchikey)

Explore across X-Mech

AntibioticMech (tropodithietic acid) ↗ MediaIngredientMech (CHEBI:156455) ↗ TaxonMech: Phaeobacter inhibens DSM 17395 (NCBITaxon:391619) ↗ PathwayMech (mibig:BGC0000932) ↗

Provenance

Source concept	Source	Version
BGC0000932	MIBIG	5
CHEBI:156455	CHEBI	3-star

This page is generated from data/natural_products/shikimates_and_phenylpropanoids/tropodithietic-acid.yaml, which is generated from the committed inventories. Neither is edited by hand.

Assay	Result	Target enzyme	Source detail
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
NCI human tumor cell line growth inhibition assay. Data for the ACHN Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794771 assay NCI human tumor cell line growth inhibition assay. Data for the ACHN Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794771 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794771, 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
NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794742 assay NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794742 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794742, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the DU-145 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794760 assay NCI human tumor cell line growth inhibition assay. Data for the DU-145 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794760 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794760, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794798 assay NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794798 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794798, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HCT-15 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794746 assay NCI human tumor cell line growth inhibition assay. Data for the HCT-15 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794746 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794746, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794776 assay NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794776 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794776, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HOP-62 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794735 assay NCI human tumor cell line growth inhibition assay. Data for the HOP-62 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794735 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794735, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794738 assay NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794738 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794738, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HT29 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794748 assay NCI human tumor cell line growth inhibition assay. Data for the HT29 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794748 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794748, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the K-562 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794777 assay NCI human tumor cell line growth inhibition assay. Data for the K-562 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794777 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794777, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the KM12 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794800 assay NCI human tumor cell line growth inhibition assay. Data for the KM12 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794800 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794800, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the LOX IMVI Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794757 assay NCI human tumor cell line growth inhibition assay. Data for the LOX IMVI Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794757 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794757, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the M14 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794745 assay NCI human tumor cell line growth inhibition assay. Data for the M14 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794745 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794745, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794766 assay NCI human tumor cell line growth inhibition assay. Data for the MALME-3M Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794766 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794766, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the MCF7 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794796 assay NCI human tumor cell line growth inhibition assay. Data for the MCF7 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794796 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794796, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the MDA-MB-231/ATCC Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794789 assay NCI human tumor cell line growth inhibition assay. Data for the MDA-MB-231/ATCC Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794789 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794789, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the MDA-MB-468 Breast cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:2202374 assay NCI human tumor cell line growth inhibition assay. Data for the MDA-MB-468 Breast cell line, single concentration evidence reference pubchem.aid:2202374 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2202374, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the MOLT-4 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794779 assay NCI human tumor cell line growth inhibition assay. Data for the MOLT-4 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794779 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794779, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the NCI-H226 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794732 assay NCI human tumor cell line growth inhibition assay. Data for the NCI-H226 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794732 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794732, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794731 assay NCI human tumor cell line growth inhibition assay. Data for the NCI-H23 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794731 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794731, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the NCI-H460 Non-Small Cell Lung cell line, single concentration	ACTIVE	Not recorded	pubchem.aid:1794736 assay NCI human tumor cell line growth inhibition assay. Data for the NCI-H460 Non-Small Cell Lung cell line, single concentration evidence reference pubchem.aid:1794736 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1794736, deposited by DTP/NCI; assay type Screening. call ACTIVE activity class CYTOTOXIC notes 16 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.