A SIRT1 inhibitor
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JGB1741

Item No. 10641

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,5,6,7-tetrahydro-2-[(E)-[(2-hydroxy-1-naphthalenyl)methylene]amino]-N-(phenylmethyl)-benzo[b]thiophene-3-carboxamide
CAS Number
1256375-38-8
Synonyms
  • ILS-JGB-1741
Molecular Formula
C27H24N2O2S
Formula Weight
440.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.14 mg/mlDMSO: 0.2 mg/ml
λmax
212, 419 nm
SMILES
OC1=C(/C=N/C2=C(C(NCC3=CC=CC=C3)=O)C(CCCC4)=C4S2)C(C=CC=C5)=C5C=C1
InChi Code
InChI=1S/C27H24N2O2S/c30-23-15-14-19-10-4-5-11-20(19)22(23)17-29-27-25(21-12-6-7-13-24(21)32-27)26(31)28-16-18-8-2-1-3-9-18/h1-5,8-11,14-15,17,30H,6-7,12-13,16H2,(H,28,31)/b29-17+
InChi Key
CRTIXRJWHKMWCH-STBIYBPSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $65

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    5 mg

    $228

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    10 mg

    $390

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    25 mg

    $812

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    Cayman Chemical
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    Product Description

    The sirtuins (SIRTs) are a family of NAD+-dependent histone deacetylases involved in gene regulation that is relevant to longevity, cancer, gene regulation, energy homeostasis, and apoptosis.1,2 JGB1741 is a small molecule inhibitor of SIRT1 with an IC50 value of 15 μM in a cell-free assay.3 It shows relatively weak inhibition for SIRT2 and SIRT3 with IC50 values greater than 100 μM. JGB1741 inhibits metastatic breast cancer MDA-MB 231 cell proliferation with an IC50 value of 512 nM in a cell-based assay and dose-dependently increases p53 acetylation and p53-mediated apoptosis in these cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamoto, H., Schoonjans, K., and Auwerx, J. Sirtuin functions in health and disease. Mol. Endocrinol. 21(8), 1745-1755 (2007).

    2. Milne, J.C., and Denu, J.M. The sirtuin family: Therapeutic targets to treat diseases of aging. Curr. Opin. Chem. Biol. 12(1), 11-17 (2008).

    3. Kalle, A.M., Mallika, A., Badiger, J., et al. Inhibition of SIRT1 by a small molecule induces apoptosis in breast cancer cells. Biochem. Biophys. Res. Commun. 401(1), 13-19 (2010).