Genomic loci for this biosynthetic pathway

Cluster Type From To
The following clusters are from record BGC0000677.1:
Cluster 1Terpene15068

BGC0000677, cyclooctatin biosynthetic gene cluster from Streptomyces melanosporofaciens. Locus 1. Full MIBiG entry.

Chemical compounds

Compound: cyclooctatin
PubChem ID: 5467942
SMILES string: Copy to clipboard
Molecular formula: C20H34O3
Average molecular mass: 322.489 Da
Molecular activity: Inhibitor
Molecular target: lysophospholipase

Class-specific details

Biosynthetic class(es):
Terpene
Terpene subclass:
Other
Terpene subclass by size:
Diterpene
Final isoprenoid precursor:
GGPP
Terpene synthase/cyclase-encoding genes:
BAI44338.1
Prenyltransferase-encoding genes:
BAI44337.1

Gene cluster description

cyclooctatin (BGC0000677). Gene Cluster 1. Biosynthetic class = Terpene. GenBank AB448947, positions 121-4940. 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, Enzymatic assays, Heterologous expression, Sequence-based prediction
MIxS-compliance:Unknown
Contact for this cluster:Tomohisa Kuzuyama (The University of Tokyo)

Literature references

1. Kim SY et al. (2009) Cloning and heterologous expression of the cyclooctatin biosynthetic gene cluster afford a diterpene cyclase and two p450 hydroxylases. Chem Biol 16(7):736-43. doi: 10.1016/j.chembiol.2009.06.007.
2. Aoyama T et al. (1992) The structure of cyclooctatin, a new inhibitor of lysophospholipase. J Antibiot (Tokyo) 45(10):1703-4.
3. Aoyagi T et al. (1992) Cyclooctatin, a new inhibitor of lysophospholipase, produced by Streptomyces melanosporofaciens MI614-43F2. Taxonomy, production, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo) 45(10):1587-91.
4. Meguro A et al. (2015) An unusual terpene cyclization mechanism involving a carbon-carbon bond rearrangement. Angew Chem Int Ed Engl 54(14):4353-6. doi: 10.1002/anie.201411923.