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bactobolin

naturalproductmech:mibig-3089dc7277 MINTED SEEDED cytotoxic

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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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 InChIKeyRBCHRRIVFAIGFI-RGBMRXMBSA-N
SMILES[H][C@@](C)(N)C(=O)N[C@@H]1[C@]2([H])[C@@H](O)[C@H](O)CC(O)=C2C(=O)O[C@]1(C)C(Cl)Cl
Stereochemistryfully defined
Cross-referencesnpatlas:NPA05764, pubchem:54676871

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 nrps, 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.

TaxonBasisClusterEvidence
Burkholderia thailandensis E264
NCBITaxon:271848		 SOURCE_ASSERTION mibig:BGC0000961 PMID:21615115

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.

TaxonSourceReference
Pseudomonas
NCBITaxon:286		 LOTUS DOI:10.7164/ANTIBIOTICS.32.1069
Burkholderia thailandensis
NCBITaxon:57975		 LOTUS DOI:10.1021/OL200922S
Burkholderia thailandensis
NCBITaxon:57975		 LOTUS DOI:10.1021/OL902751X

Biosynthetic gene clusters 1

AccessionHostLocus evidenceGenome
mibig:BGC0000961 Burkholderia thailandensis E264
NCBITaxon:271848 		CLUSTER_UNSTATED genbank:CP000085.1

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

PRODUCERS & OCCURRENCE 1 producer (0 causal) 3 cited occurrences BIOSYNTHETIC LOCUS 1 gene cluster 0 curated pathway steps NATURAL PRODUCT bactobolin naturalproductmech:mibig-3089dc7277 Shikimates and phenylpropanoids TARGETS & BIOACTIVITY 0 molecular targets 25 bioactivities · 0 graphs

Bioactivities 25

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

AssayResultTarget enzymeSource detail
NCI In Vivo Anticancer Drug Screen. Data for tumor model Human Mammary Carcinoma MX-1 Xenograft (intrarenal inoculation) in NU/NU Swiss (nude) miceACTIVENot recorded
pubchem.aid:296
assay
NCI In Vivo Anticancer Drug Screen. Data for tumor model Human Mammary Carcinoma MX-1 Xenograft (intrarenal inoculation) in NU/NU Swiss (nude) mice
evidence
  • reference
    pubchem.aid:296
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 296, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (intraperitoneal) in CD2F1 (CDF1) miceACTIVENot recorded
pubchem.aid:256
assay
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (intraperitoneal) in CD2F1 (CDF1) mice
evidence
  • reference
    pubchem.aid:256
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 256, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (subcutaneous) in CD2F1 (CDF1) miceACTIVENot recorded
pubchem.aid:258
assay
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (subcutaneous) in CD2F1 (CDF1) mice
evidence
  • reference
    pubchem.aid:258
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 258, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia (intraperitoneal) in CD2F1 (CDF1) miceACTIVENot recorded
pubchem.aid:330
assay
NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia (intraperitoneal) in CD2F1 (CDF1) mice
evidence
  • reference
    pubchem.aid:330
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 330, deposited by DTP/NCI; assay type Other.
call
ACTIVE
activity class
CYTOTOXIC
NCI In Vivo Anticancer Drug Screen. Data for tumor model Sarcoma M5076 (intraperitoneal) in B6C3F1 miceACTIVENot recorded
pubchem.aid:292
assay
NCI In Vivo Anticancer Drug Screen. Data for tumor model Sarcoma M5076 (intraperitoneal) in B6C3F1 mice
evidence
  • reference
    pubchem.aid:292
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 292, 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 Renal cell lineACTIVENot recorded
pubchem.aid:137
assay
NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell line
evidence
  • reference
    pubchem.aid:137
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 137, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell lineACTIVENot recorded
pubchem.aid:129
assay
NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell line
evidence
  • reference
    pubchem.aid:129
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 129, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:19
assay
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:19
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 19, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell lineACTIVENot recorded
pubchem.aid:139
assay
NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line
evidence
  • reference
    pubchem.aid:139
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 139, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the BT-549 Breast cell lineACTIVENot recorded
pubchem.aid:89
assay
NCI human tumor cell line growth inhibition assay. Data for the BT-549 Breast cell line
evidence
  • reference
    pubchem.aid:89
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 89, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell lineACTIVENot recorded
pubchem.aid:131
assay
NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell line
evidence
  • reference
    pubchem.aid:131
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 131, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell lineACTIVENot recorded
pubchem.aid:119
assay
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell line
evidence
  • reference
    pubchem.aid:119
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 119, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Colon cell lineACTIVENot recorded
pubchem.aid:67
assay
NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Colon cell line
evidence
  • reference
    pubchem.aid:67
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 67, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the DLD-1 Colon cell lineACTIVENot recorded
pubchem.aid:69
assay
NCI human tumor cell line growth inhibition assay. Data for the DLD-1 Colon cell line
evidence
  • reference
    pubchem.aid:69
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 69, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the DMS 114 Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:63
assay
NCI human tumor cell line growth inhibition assay. Data for the DMS 114 Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:63
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 63, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the DMS 273 Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:61
assay
NCI human tumor cell line growth inhibition assay. Data for the DMS 273 Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:61
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 61, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell lineACTIVENot recorded
pubchem.aid:43
assay
NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line
evidence
  • reference
    pubchem.aid:43
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 43, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the EKVX Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:21
assay
NCI human tumor cell line growth inhibition assay. Data for the EKVX Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:21
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 21, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HCC-2998 Colon cell lineACTIVENot recorded
pubchem.aid:77
assay
NCI human tumor cell line growth inhibition assay. Data for the HCC-2998 Colon cell line
evidence
  • reference
    pubchem.aid:77
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 77, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Colon cell lineACTIVENot recorded
pubchem.aid:79
assay
NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Colon cell line
evidence
  • reference
    pubchem.aid:79
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 79, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell lineACTIVENot recorded
pubchem.aid:125
assay
NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell line
evidence
  • reference
    pubchem.aid:125
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 125, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HOP-18 Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:11
assay
NCI human tumor cell line growth inhibition assay. Data for the HOP-18 Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:11
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 11, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HOP-62 Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:9
assay
NCI human tumor cell line growth inhibition assay. Data for the HOP-62 Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:9
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 9, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell lineACTIVENot recorded
pubchem.aid:13
assay
NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell line
evidence
  • reference
    pubchem.aid:13
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 13, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
NCI human tumor cell line growth inhibition assay. Data for the HS 578T Breast cell lineACTIVENot recorded
pubchem.aid:97
assay
NCI human tumor cell line growth inhibition assay. Data for the HS 578T Breast cell line
evidence
  • reference
    pubchem.aid:97
    evidence type
    DATABASE_ASSERTION
    notes
    PubChem BioAssay AID 97, deposited by DTP/NCI; assay type Confirmatory.
call
ACTIVE
activity class
CYTOTOXIC
notes
49 further PubChem assay results are in data/raw/pubchem_bioassay.tsv but not written here.

Explore across X-Mech

AntibioticMech (bactobolin) ↗ MediaIngredientMech (naturalproductmech:mibig-3089dc7277) ↗ TaxonMech: Burkholderia thailandensis E264 (NCBITaxon:271848) ↗ PathwayMech (mibig:BGC0000961) ↗

Provenance

Source conceptSourceVersion
BGC0000961MIBIG5

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