| Identification | Back Directory | [Name]
JGB1741 | [CAS]
1256375-38-8 | [Synonyms]
JGB1741
CRTIXRJWHKMWCH-STBIYBPSSA-N
Benzo[b]thiophene-3-carboxamide, 4,5,6,7-tetrahydro-2-[(E)-[(2-hydroxy-1-naphthalenyl)methylene]amino]-N-(phenylmethyl)- | [Molecular Formula]
C27H24N2O2S | [MOL File]
1256375-38-8.mol | [Molecular Weight]
440.56 |
| Chemical Properties | Back Directory | [Melting point ]
242-243 °C | [Boiling point ]
700.2±60.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
≤0.2mg/ml in DMSO;0.14mg/ml in dimethyl formamide | [form ]
crystalline solid | [pka]
8.00±0.50(Predicted) | [color ]
Light yellow to yellow |
| Hazard Information | Back Directory | [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. JGB1741 is a small molecule inhibitor of SIRT1 with an IC50 value of 15 μM in a cell-free assay. 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. | [Uses]
JGB1741 (ILS-JGB-1741) is a potent and specific SIRT1 activity inhibitor with an IC50 of ～15 μM. JGB1741 is a weak SIRT2 and SIRT3 inhibitor with an all IC50>100 μM. JGB1741 increases the acetylated p53 levels leading to p53-mediated apoptosis with modulation of Bax/Bcl2 ratio, cytochrome c release and PARP cleavage. JGB1741 has the potential for breast cancer research[1]. | [in vitro]
jgb1741 potently inhibited the proliferation of human metastatic breast cancer cells, mda-mb 231. jgb1741 showed antitumor effects on three different cancer cell lines, k562, hepg2 and mda-mb 231 with an ic50 of 1, 10 and 0.5 μm, respectively. jgb1741-induced apoptosis has been associated with increase in cytochrome c release, modulation in bax/bcl2 ratio and cleavage of parp [1]. | [IC 50]
SIRT1: ～15 μM (IC50); SIRT2: >100 μM (IC50); SIRT3: >100 μM (IC50) | [storage]
Store at -20°C | [References]
[1] kalle a m, mallika a, badiger j, et al. inhibition of sirt1 by a small molecule induces apoptosis in breast cancer cells[j]. biochemical and biophysical research communications, 2010, 401(1): 13-19.
[2] yamamoto h, schoonjans k, auwerx j. sirtuin functions in health and disease[j]. molecular endocrinology, 2007, 21(8): 1745-1755. |
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