| Identification | Back Directory | [Name]
4-[(2R,5S,6E)-2-hydroxy-5,7-dimethyl-4-oxo-nona-6,8-dienyl]piperidine- 2,6-dione | [CAS]
738-72-7 | [Synonyms]
S-632A1
Protomycin
Streptimidon
streptimidone
Streptoimidone
4-[(2R,5S,6E)-2-Hydroxy-5,7-dimethyl-4-oxo-6,8-nonadienyl]-2,6-piperidinedione
4-[(2R,5S,6E)-2-hydroxy-5,7-dimethyl-4-oxo-nona-6,8-dienyl]piperidine- 2,6-dione
2,6-Piperidinedione, 4-[(2R,5S,6E)-2-hydroxy-5,7-dimethyl-4-oxo-6,8-nonadien-1-yl]- | [Molecular Formula]
C16H23NO4 | [MDL Number]
MFCD01700805 | [MOL File]
738-72-7.mol | [Molecular Weight]
293.36 |
| Hazard Information | Back Directory | [Uses]
Streptimidone (Ao58A) is a bacterial metabolite found in Streptomyces. Streptimidone has antitumor activity[1][2]. | [Definition]
ChEBI: Streptimidone is a tetrahydropyridine. | [Biological Activity]
Streptimidone is a bacterial metabolite that has been found in Streptomyces and has diverse biological activities.1,2,3 It inhibits protein synthesis in a cell-free assay when used at a concentration of 50 μg/ml.2 Streptimidone (20 and 100 μg/disc) inhibits the growth of S. cerevisiae and the plant pathogenic fungus C. miyabeanus in a disc diffusion assay.1 It reduces tumor growth in H.S. No. 1 human sarcoma and H.Ep. No. 3 human epidermoid carcinoma rat xenograft models when administered at doses of 12.5 and 25 mg/kg per day.3 | [storage]
Store at -20°C, protect from light | [References]
|1. Kondo, H., Oritani, T., and Kiyota, H. Synthesis and antifungal activity of the four stereoisomers of streptimidone, a glutarimide antibiotic from Streptomyces rimosus forma paromomycinus. Eur. J. Org. Chem. (20), 3459-3462 (2000).|2. Bennett, L.L., Ward, V.L., and Brockman, R.W. Inhibition of protein synthesis in vitro by cycloheximide and related glutarimide antibiotics. Biochim. Biophys. Acta. 103(3), 478-485 (1965).|3. Teller, M.N. Antibiotics in experimental cancer chemotherapy. Trans. N. Y. Acad. Sc. 24, 158-166 (1961). |
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