A bacterial metabolite with diverse biological activities
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Streptimidone

Item No. 29984

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[(2R,5S,6E)-2-hydroxy-5,7-dimethyl-4-oxo-6,8-nonadien-1-yl]-2,6-piperidinedione
CAS Number
738-72-7
Synonyms
  • Ao58A
  • NSC 66645
Molecular Formula
C16H23NO4
Formula Weight
293.4
Purity
≥95%
Formulation (Request formulation change)
A residue
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C(CC(C[C@@H](O)CC([C@@H](C)/C=C(C)/C=C)=O)C1)NC1=O
InChi Code
InChI=1S/C16H23NO4/c1-4-10(2)5-11(3)14(19)9-13(18)6-12-7-15(20)17-16(21)8-12/h4-5,11-13,18H,1,6-9H2,2-3H3,(H,17,20,21)/b10-5+/t11-,13+/m0/s1
InChi Key
ZRYKVDWGQVQRPG-RUMBLXRPSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $208

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    2.5 mg

    $572

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    Cayman Chemical
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    Product Description

    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 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).