A nonspecific protein kinase inhibitor
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UCN-01

Item No. 18130

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,9S,10R,11R,13R)-2,3,10,11,12,13-hexahydro-3-hydroxy-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]benzodiazonin-1-one
CAS Number
112953-11-4
Synonyms
  • NSC 638850
  • ​7-hydroxy Staurosporine
Molecular Formula
C28H26N4O4
Formula Weight
482.5
Purity
≥95%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlDMSO: Sparingly soluble: 1-10 mg/mLEthanol: 1 mg/mlEthanol: Sparingly soluble: 1-10 mg/mL
SMILES
[H][C@]12N(C3=C(N([C@](O2)(C)[C@H](OC)[C@H](NC)C1)C4=C5C=CC=C4)C5=C([C@@H](O)NC6=O)C6=C37)C8=C7C=CC=C8
InChi Code
InChI=1S/C28H26N4O4/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/h4-11,15,18,25,27,29,34H,12H2,1-3H3,(H,30,33)/t15-,18-,25-,27-,28+/m1/s1
InChi Key
PBCZSGKMGDDXIJ-HQCWYSJUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $197

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    Product Description

    UCN-01 is a synthetic derivative of staurosporine (Item No. 81590) with antiproliferative activity against several in vitro and in vivo cancer models. It inhibits a variety of kinases, including Akt, protein kinase C (IC50 = 30 nM), PDK1 (IC50 = 6 nM) and cyclin-dependent kinases (IC50s = 300-600 nM for Cdk1 and Cdk2).1,2,3 UCN-01 arrests tumor cells in the G1/S phase of the cell cycle and prevents nucleotide excision repair by inhibiting the G2 checkpoint kinase Chk1 (IC50 = 7 nM), leading to apoptosis.1,4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kawabe, T. G2 checkpoint abrogators as anticancer drugs. Mol. Cancer Ther. 3(4), 513-519 (2004).

    2. Peifer, C., and Alessi, D.R. Small-molecule inhibitors of PDK1. ChemMedChem 3(12), 1810-1838 (2008).

    3. Senderowicz, A.M., and Sausville, E.A. Preclinical and clinical development of cyclin-dependent kinase modulators. J. Natl. Cancer Inst. 92(5), 376-387 (2000).

    4. Wang, Q., Fan, S., Eastman, A., et al. UCN-01: A potent abrogator of G2 checkpoint function in cancer cells with disrupted p53. J. Natl. Cancer Inst. 88(14), 956-965 (1996).

    5. Yamauchi, T., Keating, M.J., and Plunkett, W. UCN-01 (7-hydroxystaurosporine) inhibits DNA repair and increases cytotoxicity in normal lymphocytes and chronic lymphocytic leukemia lymphocytes. Mol. Cancer Ther. 1, 287-294 (2002).

    6. Facchinetti, M.M., De Siervi, A., Toskos, D., et al. UCN-01-induced cell cycle arrest requires the transcriptional induction of p21waf1/cip1 by activation of mitogen-activated protein/extracellular signal-regulated kinase kinase/extracellular signal-regulated kinase pathway. Cancer Res. 64, 3629-3637 (2004).