Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000204.1:
Cluster 1Polyketide117480

BGC0000204, benastatin biosynthetic gene cluster from Streptomyces sp. A2991200. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: Benastatin A
PubChem ID: 126408
ChemSpider ID: 170880
SMILES string: Copy to clipboard
Molecular formula: C30H28O7
Average molecular mass: 500.547 Da
Molecular activity: Antibacterial, Inhibitor, Other
Molecular target: Glutathion S-transferase

Class-specific details

Biosynthetic class(es):
Polyketide
Polyketide subclass:
Angucycline (cyclic)
Polyketide synthase subclass:
Type II
Starter unit:
Hexanoyl-ACP
Polyketide synthase / ketosynthase-encoding genes:
CAM58798.1
Genes involved in folding/cyclization:
CAM58796.1, CAM58797.1, CAM58801.1

Gene cluster description

benastatin (BGC0000204). Gene Cluster 1. Biosynthetic class = Polyketide. GenBank AM501485. Click on genes for more information.

Legend:

biosynthetic genes
transport-related genes
regulatory genes
other genes

Homologous known gene clusters

General MIBiG information on this cluster

Complete gene cluster sequence?complete
Evidence for cluster-compound connection:Knock-out studies, Heterologous expression
MIxS-compliance:Unknown
Contact for this cluster:Keishi Ishida (Leipniz Institute for Natural Product Research and Infection Biology)

Literature references

1. Xu Z et al. (2009) Ketosynthase III as a gateway to engineering the biosynthesis of antitumoral benastatin derivatives. J Biotechnol 140(1-2):107-13. doi: 10.1016/j.jbiotec.2008.10.013.
2. Schenk A et al. (2007 TI) Geminal bismethylation prevents polyketide oxidation and dimerization in the benastatin pathway. Angew Chem Int Ed Engl 46(37):7035-8. doi: 10.1002/anie.200702033.
3. Lackner G et al. (2007) Biosynthesis of pentangular polyphenols: deductions from the benastatin and griseorhodin pathways. J Am Chem Soc 129(30):9306-12. doi: 10.1021/ja0718624. Epub 2007 Jul
4. Xu Z et al. (2007) Molecular analysis of the benastatin biosynthetic pathway and genetic engineering of altered fatty acid-polyketide hybrids. J Am Chem Soc 129(18):6022-30. doi: 10.1021/ja069045b. Epub 2007 Apr
5. Aoyagi T et al. (1992) Benastatins A and B, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. I. Taxonomy, production, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo) 45(9):1385-90.
6. Aoyama T et al. (1992) Benastatins A and B, new inhibitors of glutathione S-transferase, produced by Streptomyces sp. MI384-DF12. II. Structure determination of benastatins A and B. J Antibiot (Tokyo) 45(9):1391-6.
7. Aoyama T et al. (1992) Biosynthesis of benastatin A. J Antibiot (Tokyo) 45(11):1767-72.
8. Kakizaki I et al. (2000) Induction of apoptosis and cell cycle arrest in mouse colon 26 cells by benastatin A. Jpn J Cancer Res 91(11):1161-8.