SirtinolCAS: 410536-97-9
MF: C26H22N2O2
MW: 394.47
An inhibitor of Sir2, SIRT1, and SIRT2, but not HDAC1.

Sirtinol (CAS 410536-97-9)

Sirtinol | CAS 410536-97-9 is rated 5.0 out of 5 by 1.
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Synonym: Sir Two Inhibitor Naphthol; 2-[(2-Hydroxynaphthalen-1-yl-methylene)amino]-N-(1-phenethyl)benzamide
Application: An inhibitor of Sir2, SIRT1, and SIRT2, but not HDAC1
CAS Number: 410536-97-9
Purity: ≥97%
Molecular Weight: 394.47
Molecular Formula: C26H22N2O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Sirtinol is a cell-permeable, specific inhibitor of sirtuin NAD-dependant histone deacetylases. Sirtinol has been shown to inhibit yeast Sir2 (IC50 = 70 μM), human SIRT2 (IC50 = 40 μM), and human SIRT1 (IC50 = 131 μM), yet has shown no effect on human HDAC1. In Arabidopsis, sirtinol strongly affected root and vascular tissue development by activating the auxin signaling pathway. Sirtinol has also been shown to induce senescence-like growth arrest in human breast cancer MCF-7 and lung cancer H1299 cells by impaired activation of MAPK.


References

1. Grozinger, C.M., et al. 2001. J. Biol. Chem. 276: 38837-38843. PMID: 11483616
2. Koering, C.E., et al. 2002. EMBO Rep. 3: 1055-1061. PMID: 12393752
3. Heltweg, B., et al. 2003. Anal. Biochem. 319: 42-48. PMID: 12842105
4. Mai, A., et al. 2005. J. Med. Chem. 48: 7789-7795. PMID: 16302818
5. Ota, H., et al. 2006. Oncogene. 25: 176-185. PMID: 16170353

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in DMSO (100 mM), 100% ethanol, and DMF. Insoluble in water.
Storage :
Store at -20° C
Melting Point :
265.37° C (Predicted)
Boiling Point :
~659.18° C at 760 mmHg (Predicted)
Density :
~1.2 g/cm3 (Predicted)
Refractive Index :
n20D 1.62 (Predicted)
IC50 :
Sir2p transcriptional silencing activity: IC50 = 25 µM; recombinant yeast hSIRT2: IC50 = 40 µM; ySir2: IC50 = 48 µM; hSIRT2: IC50 = 58 µM; hSIRT1: IC50 = 60 µM
pK Values :
pKa: 8.2 (Predicted), pKb: 2.78 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5717148
MDL Number :
MFCD00810186
SMILES :
CC(C1=CC=CC=C1)NC(=O)C2=CC=CC=C2N/C=C/3\\C(=O)C=CC4=CC=CC=C43

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Certificate of Analysis

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Sirtinol  Product Citations

See how others have used Sirtinol. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 11 total

PMID: # 27000151  Feng, J. et al. 2016. Apoptosis. 21: 532-45.

PMID: # 27171144  Wen, LL. et al. 2016. PloS one. 11: e0155190.

PMID: # 26639783  Miao, Y. et al. 2016. Brain research bulletin. 121: 9-15.

PMID: # 26450947  Sin, TK. et al. 2016. The journals of gerontology. Series A, Biological sciences and medical sciences. 71: 730-9.

PMID: # 26718407  Lee, SH. et al. 2016. Biochemical and biophysical research communications. 469: 884-90.

PMID: # 25469857  Sacconnay, L. et al. 2015. Planta medica. 81: 517-24.

PMID: # 25159133  Guo, P. et al. 2014. Toxicological sciences : an official journal of the Society of Toxicology. 142: 182-95.

PMID: # 25197782  Zhao, LR. et al. 2014. Int. J. Mol. Med. 34: 1025-31.

PMID: # 23726949  Cheng, Y. et al. 2013. Eur. J. Pharmacol. 715: 219-29.

PMID: # 23880291  Yang, Y. et al. 2013. Free Radic. Biol. Med. 65: 667-79.

Citations 1 to 10 of 11 total
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Rated 5 out of 5 by from Lee Lee, M. et al. (PubMed 26342525) found that SIRT1 transgenic mice had increased polyp burden when exposed to Sirtinol, a SIRT1 inhibitor. -SCBT Publication Review
Date published: 2015-03-21
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