NaturalProductMech

bactobolin

naturalproductmech:mibig-3089dc7277 MINTED SEEDED cytotoxic

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.

Bioactivities 25

AssayResultReference
NCI In Vivo Anticancer Drug Screen. Data for tumor model Human Mammary Carcinoma MX-1 Xenograft (intrarenal inoculation) in NU/NU Swiss (nude) miceACTIVEpubchem.aid:296
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (intraperitoneal) in CD2F1 (CDF1) miceACTIVEpubchem.aid:256
NCI In Vivo Anticancer Drug Screen. Data for tumor model L1210 Leukemia (subcutaneous) in CD2F1 (CDF1) miceACTIVEpubchem.aid:258
NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia (intraperitoneal) in CD2F1 (CDF1) miceACTIVEpubchem.aid:330
NCI In Vivo Anticancer Drug Screen. Data for tumor model Sarcoma M5076 (intraperitoneal) in B6C3F1 miceACTIVEpubchem.aid:292
NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell lineACTIVEpubchem.aid:137
NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell lineACTIVEpubchem.aid:129
NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell lineACTIVEpubchem.aid:19
NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell lineACTIVEpubchem.aid:139
NCI human tumor cell line growth inhibition assay. Data for the BT-549 Breast cell lineACTIVEpubchem.aid:89
NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell lineACTIVEpubchem.aid:131
NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell lineACTIVEpubchem.aid:119
NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Colon cell lineACTIVEpubchem.aid:67
NCI human tumor cell line growth inhibition assay. Data for the DLD-1 Colon cell lineACTIVEpubchem.aid:69
NCI human tumor cell line growth inhibition assay. Data for the DMS 114 Small Cell Lung cell lineACTIVEpubchem.aid:63
NCI human tumor cell line growth inhibition assay. Data for the DMS 273 Small Cell Lung cell lineACTIVEpubchem.aid:61
NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell lineACTIVEpubchem.aid:43
NCI human tumor cell line growth inhibition assay. Data for the EKVX Non-Small Cell Lung cell lineACTIVEpubchem.aid:21
NCI human tumor cell line growth inhibition assay. Data for the HCC-2998 Colon cell lineACTIVEpubchem.aid:77
NCI human tumor cell line growth inhibition assay. Data for the HCT-116 Colon cell lineACTIVEpubchem.aid:79
NCI human tumor cell line growth inhibition assay. Data for the HL-60(TB) Leukemia cell lineACTIVEpubchem.aid:125
NCI human tumor cell line growth inhibition assay. Data for the HOP-18 Non-Small Cell Lung cell lineACTIVEpubchem.aid:11
NCI human tumor cell line growth inhibition assay. Data for the HOP-62 Non-Small Cell Lung cell lineACTIVEpubchem.aid:9
NCI human tumor cell line growth inhibition assay. Data for the HOP-92 Non-Small Cell Lung cell lineACTIVEpubchem.aid:13
NCI human tumor cell line growth inhibition assay. Data for the HS 578T Breast cell lineACTIVEpubchem.aid:97

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.