An antibiotic with diverse biological activities
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7-oxo Staurosporine

Item No. 23346

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9S,10R,11R,13R)-10,11,12,13-tetrahydro-10-methoxy-9-methyl-11-(methylamino)-9,13-epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonine-1,3(2H)-dione
CAS Number
125035-83-8
Synonyms
  • BMY 41950
  • RK-1409
Molecular Formula
C28H24N4O4
Formula Weight
480.5
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
[H][C@]12N(C3=C(N([C@](O2)(C)[C@H](OC)[C@H](NC)C1)C4=C5C=CC=C4)C5=C(C(NC6=O)=O)C6=C37)C8=C7C=CC=C8
InChi Code
InChI=1S/C28H24N4O4/c1-28-25(35-3)15(29-2)12-18(36-28)31-16-10-6-4-8-13(16)19-21-22(27(34)30-26(21)33)20-14-9-5-7-11-17(14)32(28)24(20)23(19)31/h4-11,15,18,25,29H,12H2,1-3H3,(H,30,33,34)/t15-,18-,25-,28+/m1/s1
InChi Key
POTTVLREWUNNRO-UGZRAAABSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    7-oxo Staurosporine is an antibiotic originally isolated from S. platensis with diverse biological activites.1,2,3,4 It inhibits PKC, PKA, phosphorylase kinase, EGFR, and c-Src in vitro (IC50s = 9, 26, 5, 200, and 800 nM, respectively).2 7-oxo Staurosporine induces cell cycle arrest in the G2/M phase in human leukemia K562 cells with a minimal effective dose (MED) of 30 ng/ml.1 It is cytotoxic to P388 mouse leukemia cells that are resistant and susceptible to doxorubicin (Item No. 15007; IC50s = 27 and 45 nM, respectively).3 7-oxo Staurosporine inhibits growth of the mycelial, but not yeast form of C. albicans, C. krusei, C. tropicalis, and C. lusitaniae (MICs = 3.1-25 μg/ml).5 It increases sphingomyelin synthesis in CHO-K1 cells when used at a concentration of 50 nM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Osada, H., Koshino, H., Kudo, T., et al. A new inhibitor of protein kinase C, RK-1409 (7-oxostaurosporine). I. Taxonomy and biological activity. J. Antibiot. (Tokyo) 45(2), 189-194 (1992).

    2. Caravatti, G., Meyer, T., Fredenhagen, A., et al. Inhibitory activity and selectivity of staurosporine derivatives towards protein kinase C. Bioorg. Med. Chem. Lett. 4(3), 399-404 (1994).

    3. Wakusawa, S., Inoko, K., Miyamoto, K.-I., et al. Staurosporine derivatives reverse multidrug resistance without correlation with their protein kinase inhibitory activities. J. Antibiot. (Tokyo) 46(2), 353-355 (1993).

    4. Maekawa, M., Lee, M., Wei, K., et al. Staurosporines decrease ORMDL proteins and enhance sphingomyelin synthesis resulting in depletion of plasmalemmal phosphatidylserine. Sci. Rep. 6:35762, (2016).

    5. Hwang, E.-I., Yun, B.-S., Lee, S.-H., et al. 7-oxostaurosporine selectively inhibits the mycelial form of Candida albicans. J. Microbiol. Biotechnol. 14(5), 1067-1070 (2004).