Technical Data

207403
CAS Number
301845-97-6
Grade
Highly Purified
Molecular Formula
C46H42ClNO18
Molecular Weight
932.3
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
Simocyclinone D8

Antibiotic. Bacterial DNA gyrase inhibitor: Staphylococcus aureus (IC50=1.45uM), E. coli (IC50=0.41uM). Human topoisomerase II (Topo II) inhibitor (IC50=100uM). Antibacterial (Gram-positive). Antitumor compound.

CAS Number
301845-97-6
Source
Streptomyces antibioticus Tü 6040
Formula
C46H42ClNO18
Purity
≥97% (HPLC)
Form
Supplied as a yellow powder.
Solubility
DMSO, methanol, acetone, dichloromethane or ethyl acetate.
Molecular Weight
932.3
Storage and Stability
Store at -20°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040. I. Taxonomy, fermentation, isolation and biological activities: J. Schimana, et al.; J. Antibiot. 53: 779 (2000). 2. Biosynthesis of simocyclinone D8 in an 18O2-rich atmosphere: M. Holzenkämpfer & A. Zeeck; J. Antibiot. 55: 341 (2002). 3. Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040 II. Structure elucidation and biosynthesis: M. Holzenkämpfer, et al.; J. Antibiot. 55: 301 (2002). 4. Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action: R.H. Flatman, et al.; Antimicrob. Agents Chemother. 49: 1093 (2005). 5. A crystal structure of the bifunctional antibiotic simocyclinone D8, bound to DNA gyrase: M.J. Edwards, et al.; Science 326: 1415 (2009). 6. In vivo and in vitro patterns of the activity of simocyclinone D8, an angucyclinone antibiotic from Strepto- mycesantibioticus: L.M. Oppegard, et al.; Antimicrob. Agents Chemother. 53: 2110 (2009). 7. Mapping simocyclinone D8 interaction with DNA gyrase: evidence for a new binding site on GyrB: C. Sissi, et al.;Antimicrob. Agents Chemother. 54: 213 (2009). 8. The aminocoumarins: biosynthesis and biology: L. Heide; Nat. Prod. Rep. 26: 1241 (2009) (Review) 9. A.A.Sadiq, et al.; Invest New Drugs 28: 20 (2010)
USBio References
No references available
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