aclacinomycin
naturalproductmech:mibig-c3a853f63e MINTED SEEDED cytotoxic
Structure
| Standard InChIKey | USZYSDMBJDPRIF-XCKHQVGJSA-N |
|---|---|
| SMILES | CC[C@]1(C[C@@H](C2=C([C@H]1C(=O)OC)C=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CCC(=O)C(O7)C)O)N(C)C)O |
| Stereochemistry | undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers |
| Cross-references | pubchem:308141 |
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 3
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 galilaeus NCBITaxon:33899 |
SOURCE_ASSERTION | mibig:BGC0000191 | PMID:12399480 |
| Streptomyces galilaeus NCBITaxon:33899 |
SOURCE_ASSERTION | mibig:BGC0000192 | PMID:12137949 |
| Streptomyces galilaeus NCBITaxon:33899 |
SOURCE_ASSERTION | mibig:BGC0000193 | PMID:11016846 |
Occurrences 0
None cited.
Biosynthetic gene clusters 3
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0000191 | Streptomyces galilaeus NCBITaxon:33899 |
CLUSTER_UNSTATED | genbank:AB008466.1 |
| mibig:BGC0000192 | Streptomyces galilaeus NCBITaxon:33899 |
CLUSTER_UNSTATED | genbank:AF257324.2 |
| mibig:BGC0000193 | Streptomyces galilaeus NCBITaxon:33899 |
CLUSTER_UNSTATED | genbank:AF264025.1 |
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
| Assay | Result | Reference |
|---|---|---|
| A screen for compounds that inhibit processive DNA synthesis of vaccinia virus | ACTIVE | pubchem.aid:493162 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model B16 Melanoma (intraperitoneal) in B6C3F1 mice | ACTIVE | pubchem.aid:200 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model B16 Melanoma (intraperitoneal) in B6D2F1 (BDF1) mice | ACTIVE | pubchem.aid:192 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia (intraperitoneal) in B6D2F1 (BDF1) mice | ACTIVE | pubchem.aid:328 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia (intraperitoneal) in CD2F1 (CDF1) mice | ACTIVE | pubchem.aid:330 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia resistant to AMSA; NSC 249992 (intraperitoneal) in CD2F1 (CDF1) mice | ACTIVE | pubchem.aid:324 |
| NCI In Vivo Anticancer Drug Screen. Data for tumor model P388 Leukemia resistant to Dihydroxy Anthracenedione; NSC 299195 (intraperitoneal) in CD2F1 (CDF1) mice | ACTIVE | pubchem.aid:326 |
| NCI Yeast Anticancer Drug Screen. Data for the bub3 strain | ACTIVE | pubchem.aid:167 |
| NCI Yeast Anticancer Drug Screen. Data for the cln2 rad14 strain | ACTIVE | pubchem.aid:165 |
| NCI Yeast Anticancer Drug Screen. Data for the mec2-1 strain | ACTIVE | pubchem.aid:157 |
| NCI Yeast Anticancer Drug Screen. Data for the mlh1 rad18 strain | ACTIVE | pubchem.aid:175 |
| NCI Yeast Anticancer Drug Screen. Data for the rad50 strain | ACTIVE | pubchem.aid:155 |
| NCI Yeast Anticancer Drug Screen. Data for the sgs1 mgt1 strain | ACTIVE | pubchem.aid:161 |
| NCI human tumor cell line growth inhibition assay. Data for the 786-0 Renal cell line | ACTIVE | pubchem.aid:137 |
| NCI human tumor cell line growth inhibition assay. Data for the A498 Renal cell line | ACTIVE | pubchem.aid:129 |
| NCI human tumor cell line growth inhibition assay. Data for the A549/ATCC Non-Small Cell Lung cell line | ACTIVE | pubchem.aid:19 |
| NCI human tumor cell line growth inhibition assay. Data for the ACHN Renal cell line | ACTIVE | pubchem.aid:139 |
| NCI human tumor cell line growth inhibition assay. Data for the BT-549 Breast cell line | ACTIVE | pubchem.aid:89 |
| NCI human tumor cell line growth inhibition assay. Data for the CAKI-1 Renal cell line | ACTIVE | pubchem.aid:131 |
| NCI human tumor cell line growth inhibition assay. Data for the CCRF-CEM Leukemia cell line | ACTIVE | pubchem.aid:119 |
| NCI human tumor cell line growth inhibition assay. Data for the COLO 205 Colon cell line | ACTIVE | pubchem.aid:67 |
| NCI human tumor cell line growth inhibition assay. Data for the DLD-1 Colon cell line | ACTIVE | pubchem.aid:69 |
| NCI human tumor cell line growth inhibition assay. Data for the DMS 114 Small Cell Lung cell line | ACTIVE | pubchem.aid:63 |
| NCI human tumor cell line growth inhibition assay. Data for the DMS 273 Small Cell Lung cell line | ACTIVE | pubchem.aid:61 |
| NCI human tumor cell line growth inhibition assay. Data for the DU-145 Prostate cell line | ACTIVE | pubchem.aid:43 |
Open questions 1
shared-structure — This structure is reported by more than one MIBiG entry: BGC0000191, BGC0000192, BGC0000193. Confirm they describe the same compound rather than an upstream cross-reference error.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0000191 | MIBIG | 5 |
| BGC0000192 | MIBIG | 3 |
| BGC0000193 | MIBIG | 3 |
This page is generated from data/natural_products/polyketides/aclacinomycin.yaml, which is generated from the committed inventories. Neither is edited by hand.