Inhibitor of yeast Sir2p
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Splitomicin

Item No. 13168

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dihydro-3H-naphtho[2,1-b]pyran-3-one
CAS Number
5690-03-9
Synonyms
  • 1-Naphthalenepropanoic Acid
Molecular Formula
C13H10O2
Formula Weight
198.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/mlEthanol: 15 mg/ml
SMILES
O=C1CCc2c(ccc3ccccc23)O1
InChi Code
InChI=1S/C13H10O2/c14-13-8-6-11-10-4-2-1-3-9(10)5-7-12(11)15-13/h1-5,7H,6,8H2
InChi Key
ISFPDBUKMJDAJH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $70

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    10 mg

    $120

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    25 mg

    $294

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    Product Description

    Splitomicin is a small molecule inhibitor of Sir2p histone deacetylase activity, displaying higher activity in vivo (minimal inhibitory concentration = 0.49 µM) than in vitro (IC50 = 60 µM).1,2,3 It less effectively inhibits yeast Hst1, a paralog of Sir2p.2 Splitomicin has diverse effects on mammalian cells.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bedalov, A., Gatbonton, T., Irvine, W.P., et al. Identification of a small molecule inhibitor of Sir2p. Proc. Natl. Acad. Sci. USA 98(26), 15113-15118 (2001).

    2. Hirao, M., Posakony, J., Nelson, M., et al. Identification of selective inhibitors of NAD+-dependent deacetylases using phenotypic screens in yeast. The Journal of Biological Chemisty 278(52), 52773-52782 (2003).

    3. Posakony, J., Hirao, M., Stevens, S., et al. Inhibitors of Sir2: Evaluation of splitomicin analogues. J. Med. Chem. 47, 2635-2644 (2004).

    4. Biacsi, R., Kumari, D., and Usdin, K. SIRT1 inhibition alleviates gene silencing in Fragile X mental retardation syndrome. PLoS Genet. 4(3), (2008).

    5. Liu, F.C., Liao, C.H., Chang, Y.W., et al. Splitomicin suppresses human platelet aggregation via inhibition of cyclic AMP phosphodiesterase and intracellular Ca++ release. Thromb. Res. 124, 199-207 (2009).

    6. Kang, M.R., Lee, S.W., Um, E., et al. Reciprocal roles of SIRT1 and SKIP in the regulation of RAR activity: Implication in the retinoic acid-induced neuronal differentiation of P19 cells. Nucleic Acids Res. 38(3), 822-831 (2010).