Cell-permeable inhibitor of SIRT1 and SIRT2
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SIRT1/2 Inhibitor IV

Item No. 14407

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-pyrimidinone
CAS Number
14513-15-6
Synonyms
  • Cambinol
  • NSC 112546
  • SIRT1 Inhibitor II
  • SIRT2 Inhibitor VI
Molecular Formula
C21H16N2O2S
Formula Weight
360.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/mlEthanol: 0.33 mg/ml
λmax
228, 281 nm
SMILES
S=C1NC(C(CC2=C(C=CC=C3)C3=CC=C2O)=C(C4=CC=CC=C4)N1)=O
InChi Code
InChI=1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)
InChi Key
RVNSQVIUFZVNAU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    SIRT1/2 inhibitor IV is a cell-permeable inhibitor of SIRT1 (IC50 = 56 µM) and SIRT2 (IC50 = 59 µM), blocking NAD+-dependent deacetylase activity in a substrate competitive manner.1 It less effectively inhibits SIRT5 (IC50 >300 µM) and has no effect on class I and II histone deacetylases.1 By inhibiting SIRT1, SIRT1/2 inhibitor IV sensitizes H460 lung cancer cells to etoposide and paclitaxel and enhances etoposide-induced G2 arrest.1 It also blocks a SIRT1-dependent hypoxic response in vivo, suppressing HIF-1α protein accumulation as well as EPO and VEGF expression in HepG2 tumors in mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heltweg, B., Gatbonton, T., Schuler, A.D., et al. Antitumor activity of a small-molecule inhibitor of human silent information regulator 2 enzymes. Cancer Res. 66(8), 4368-4377 (2006).

    2. Laemmle, A., Lechleiter, A., Roh, V., et al. Inhibition of SIRT1 impairs the accumulation and transcriptional activity of HIF-1α protein under hypoxic conditions. PLoS One 7(3), (2012).