trinactin

naturalproductmech:mibig-b9a7d2946a MINTED SEEDED cytotoxicenzyme 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	DFQMKYUSAALDDY-MQEBUAKTSA-N
SMILES	CC[C@@H]1C[C@H]2CC[C@H](O2)[C@@H](C(=O)O[C@H](C[C@@H]3CC[C@@H](O3)[C@H](C(=O)O[C@@H](C[C@H]4CC[C@H](O4)[C@@H](C(=O)O[C@H](C[C@@H]5CC[C@@H](O5)[C@H](C(=O)O1)C)CC)C)CC)C)C)C
Stereochemistry	fully defined
Cross-references	pubchem:169021

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 2

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 griseus subsp. griseus NCBITaxon:67263	SOURCE_ASSERTION	mibig:BGC0000243	PMID:10858335
Streptomyces griseus subsp. griseus NCBITaxon:67263	SOURCE_ASSERTION	mibig:BGC0000244	PMID:10858335

Occurrences 4

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 NCBITaxon:1883	LOTUS	DOI:10.1002/HLCA.19620450227
Streptomyces globisporus NCBITaxon:1908	LOTUS	DOI:10.1007/BF02884062
Streptomyces griseus NCBITaxon:1911	LOTUS	DOI:10.1039/P19880001719
Streptomyces araujoniae NCBITaxon:544311	LOTUS	DOI:10.1094/PHYTO-11-13-0327-R

Biosynthetic gene clusters 2

Accession	Host	Locus evidence	Genome
mibig:BGC0000243	Streptomyces griseus subsp. griseus NCBITaxon:67263	CLUSTER_UNSTATED	genbank:AF263011.1
mibig:BGC0000244	Streptomyces griseus subsp. griseus NCBITaxon:67263	CLUSTER_UNSTATED	genbank:AF263012.1

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 18

Entries preserve source qualifiers, targets and evidence. Repeated assay names or values are not independent replications; inspect source detail for differences. 7 identical imported entries were collapsed for display only.

Explore across X-Mech

AntibioticMech (trinactin) ↗ MediaIngredientMech (naturalproductmech:mibig-b9a7d2946a) ↗ TaxonMech: Streptomyces griseus subsp. griseus (NCBITaxon:67263) ↗ TaxonMech: Streptomyces griseus subsp. griseus (NCBITaxon:67263) ↗ PathwayMech (mibig:BGC0000243) ↗ PathwayMech (mibig:BGC0000244) ↗

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000243, BGC0000244. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source concept	Source	Version
BGC0000243	MIBIG	4
BGC0000244	MIBIG	4

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

Assay	Result	Target enzyme	Source detail
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells	OTHER 4.8517 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2202728 assay Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells evidence reference pubchem.aid:2202728 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2202728, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 4.8517 units uM
Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells	OTHER 4.8517 uM; NOT_DETERMINED	Not recorded	pubchem.aid:2202728 assay Constitutive androstane receptor (CAR) small molecule agonists, cell-based qHTS assay in HepG2 cells evidence reference pubchem.aid:2202728 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2202728, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. Target accession ADZ17385 was left ungrounded because PubChem did not provide a UniProtKB accession. call NOT_DETERMINED measurement type OTHER value 4.8517 units uM
GF-AFC viability counterscreen for inhibitors of alpha-synuclein gene (SNCA) expression	OTHER 0.0063 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1671193 assay GF-AFC viability counterscreen for inhibitors of alpha-synuclein gene (SNCA) expression evidence reference pubchem.aid:1671193 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1671193, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 0.0063 units uM
P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen	OTHER 0.9677 uM; ACTIVE	Not recorded	PMID:31515284 assay P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen evidence reference PMID:31515284 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1346987, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.9677 units uM
Primary fluorescence-based thiol-reactive (MSTI) qHTS assay for identification of artifact compounds.	OTHER 8.899 uM; NOT_DETERMINED	Not recorded	pubchem.aid:1845221 assay Primary fluorescence-based thiol-reactive (MSTI) qHTS assay for identification of artifact compounds. evidence reference pubchem.aid:1845221 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1845221, deposited by NCGC; assay type Confirmatory. Source outcome: Inconclusive. Source endpoint: Potency. call NOT_DETERMINED measurement type OTHER value 8.899 units uM
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)	OTHER 0.0136 uM; ACTIVE	Not recorded	pubchem.aid:1645877 assay Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C) evidence reference pubchem.aid:1645877 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645877, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0136 units uM activity class ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C)	OTHER 0.0136 uM; ACTIVE	UniProtKB:O96028	pubchem.aid:1645877 assay Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an RCH-ACV wild type WT cells (2C) evidence reference pubchem.aid:1645877 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645877, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0136 units uM target enzyme UniProtKB:O96028 activity class ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)	OTHER 0.0108 uM; ACTIVE	Not recorded	pubchem.aid:1645876 assay Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B) evidence reference pubchem.aid:1645876 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645876, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0108 units uM activity class ENZYME_INHIBITOR
Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B)	OTHER 0.0108 uM; ACTIVE	UniProtKB:O96028	pubchem.aid:1645876 assay Primary qHTS for inhibitors of nuclear receptor binding SET domain protein 2 (NSD2) in an isogenic RCH-ACV NSD2 p.E1099K mutant (9B) evidence reference pubchem.aid:1645876 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1645876, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0108 units uM target enzyme UniProtKB:O96028 activity class ENZYME_INHIBITOR
Primary qHTS to identify anti-liver cancer compounds using libraries of approved drugs and bioactive compounds	OTHER 0.2818 uM; ACTIVE	Not recorded	pubchem.aid:2202548 assay Primary qHTS to identify anti-liver cancer compounds using libraries of approved drugs and bioactive compounds evidence reference pubchem.aid:2202548 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 2202548, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.2818 units uM activity class CYTOTOXIC
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells	OTHER 0.0137 uM; ACTIVE	Not recorded	pubchem.aid:1963824 assay Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells evidence reference pubchem.aid:1963824 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1963824, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0137 units uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells	OTHER 0.0137 uM; ACTIVE	UniProtKB:P43405	pubchem.aid:1963824 assay Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) drug resistant MV4-11 cells evidence reference pubchem.aid:1963824 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1963824, deposited by NCGC; assay type Confirmatory. Source endpoint: Potency. call ACTIVE measurement type OTHER value 0.0137 units uM target enzyme UniProtKB:P43405
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells	OTHER 0.0122 uM; ACTIVE	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 endpoint: Potency. call ACTIVE measurement type OTHER value 0.0122 units uM
Viability qHTS for spleen associated tyrosine kinase inhibitor (SYKi) naive MV4-11 cells	OTHER 0.0122 uM; ACTIVE	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 endpoint: Potency. call ACTIVE measurement type OTHER value 0.0122 units uM target enzyme UniProtKB:P43405
Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening	ACTIVE	Not recorded	PMID:31498718 assay Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening evidence reference PMID:31498718 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1296008, deposited by NCGC; assay type Confirmatory. call ACTIVE activity class CYTOTOXIC
P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen	ACTIVE	Not recorded	PMID:31515284 assay P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen evidence reference PMID:31515284 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1346986, deposited by NCGC; assay type Confirmatory. call ACTIVE
Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds	ACTIVE	Not recorded	pubchem.aid:1345084 assay Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds evidence reference pubchem.aid:1345084 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1345084, deposited by NCGC; assay type Confirmatory. call ACTIVE activity class CYTOTOXIC
Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds	ACTIVE	Not recorded	pubchem.aid:1345084 assay Primary qHTS to identify gynecologic anti-cancer compounds using libraries of approved drugs and bioactive compounds evidence reference pubchem.aid:1345084 evidence type DATABASE_ASSERTION notes PubChem BioAssay AID 1345084, deposited by NCGC; assay type Confirmatory. call ACTIVE activity class CYTOTOXIC notes 1 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.