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BioViotica
Simocyclinone D8
110
CHF
CHF 110.00
In stock
BVT-0290-M0011 mgCHF 110.00
| Product Details | |
|---|---|
| Product Type | Chemical |
| Properties | |
| Formula |
C46H42ClNO18 |
| MW | 932.3 |
| CAS | 301845-97-6 |
| Source/Host Chemicals | Isolated from Streptomyces antibioticus Tü 6040. |
| Purity Chemicals | ≥97% (HPLC) |
| Appearance | Yellow powder. |
| Solubility | Soluble in DMSO, methanol, acetone, dichloromethane or ethyl acetate. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by BioViotica. |
| InChi Key | PLEGMCYXNQPJNV-TYXWGSLYSA-N |
| Smiles | C[C@H]1O[C@H](C[C@@H](OC(=O)\C=C\C=C\C=C\C=C\C(=O)NC2=C(O)C3=C(OC2=O)C(Cl)=C(O)C=C3)[C@@H]1OC(C)=O)C1=C(O)C2=C(C=C1)C(=O)C13OC1(C(O)CC1(O)CC(C)=CC(=O)C31O)C2O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light when in solution. |
| Use/Stability |
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antibiotic.
- Bacterial DNA gyrase inhibitor: Staphylococcus aureus (IC50= 1.45µM), E. coli (IC50= 0.41µM).
- Human topoisomerase II (Topo II) inhibitor (IC50= 100µM).
- Antibacterial (Gram-positive).
- Antitumor compound.
Product References
- Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040. I. Taxonomy, fermentation, isolation and biological activities: J. Schimana, et al.; J. Antibiot. 53, 779 (2000)
- Biosynthesis of simocyclinone D8 in an 18O2-rich atmosphere: M. Holzenkämpfer & A. Zeeck; J. Antibiot. 55, 341 (2002)
- Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040 II. Structure elucidation and biosynthesis: M. Holzenkämpfer, et al.; J. Antibiot. 55, 301 (2002)
- Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action: R.H. Flatman, et al.; Antimicrob. Agents Chemother. 49, 1093 (2005)
- A crystal structure of the bifunctional antibiotic simocyclinone D8, bound to DNA gyrase: M.J. Edwards, et al.; Science 326, 1415 (2009)
- In vivo and in vitro patterns of the activity of simocyclinone D8, an angucyclinone antibiotic from Streptomycesantibioticus: L.M. Oppegard, et al.; Antimicrob. Agents Chemother. 53, 2110 (2009)
- 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)
- The aminocoumarins: biosynthesis and biology: L. Heide; Nat. Prod. Rep. 26, 1241 (2009) (Review)
- Anti-proliferative effects of simocyclinone D8 (SD8), a novel catalytic inhibitor of topoisomerase II: A.A. Sadiq, et al.; Invest New Drugs 28, 20 (2010)
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