Sirtinol

• CAT Number: I003494
• CAS Number: 410536-97-9
• Molecular Formula: C₂₆H₂₂N₂O₂
• Molecular Weight: 394.47
• Purity: ≥95%
• Synonyms: 2-[[(Z)-(2-oxonaphthalen-1-ylidene)methyl]amino]-N-(1-phenylethyl)benzamide
• Target: Sirtuin
• Solubility: DMSO ＜ 5.6 mg/mL
• Storage: -20°C
• IC50: 48.6 μM (24 h), 43.5 μM (48 h) [1]
• IUPAC Name: 2-[(2-hydroxynaphthalen-1-yl)methylideneamino]-N-(1-phenylethyl)benzamide
• InChI: InChI=1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,29H,1H3,(H,28,30)
• InChIKey: UXJFDYIHRJGPFS-UHFFFAOYSA-N
• SMILES: CC(C1=CC=CC=C1)NC(=O)C2=CC=CC=C2N=CC3=C(C=CC4=CC=CC=C43)O

Sirtinol (Cat No.:I003494) is a small molecule compound that acts as an inhibitor of Sirtuin enzymes, particularly SIRT1 and SIRT2. These enzymes are involved in regulating cellular processes such as gene expression and metabolism. By inhibiting Sirtuins, Sirtinol disrupts their normal functions, potentially affecting various biological pathways. It has garnered interest for its potential therapeutic applications in diseases like cancer and neurodegenerative disorders.

Reference

1:Sirtinol, a Sir2 protein inhibitor, affects stem cell maintenance and root development in Arabidopsis thaliana by modulating auxin-cytokinin signaling components. Singh S, Singh A, Yadav S, Gautam V, Singh A, Sarkar AK.Sci Rep. 2017 Feb 14;7:42450. doi: 10.1038/srep42450. PMID: 28195159 Free PMC Article2:Sirtinol promotes PEPCK1 degradation and inhibits gluconeogenesis by inhibiting deacetylase SIRT2. Zhang M, Pan Y, Dorfman RG, Yin Y, Zhou Q, Huang S, Liu J, Zhao S.Sci Rep. 2017 Dec;7(1):7. doi: 10.1038/s41598-017-00035-9. Epub 2017 Jan 31. PMID: 28127057 Free PMC Article3:Sirtinol abrogates late phase of cardiac ischemia preconditioning in rats. Safari F, Shekarforoosh S, Hashemi T, Namvar Aghdash S, Fekri A, Safari F.J Physiol Sci. 2016 Sep 27. [Epub ahead of print] PMID: 27677982 4:Suppressive effects of sirtinol on human cytomegalovirus (hCMV) infection and hCMV-induced activation of molecular mechanisms of senescence and production of reactive oxygen species. Mao G, Li H, Ding X, Meng X, Wang G, Leng SX.Mech Ageing Dev. 2016 Sep;158:62-9. doi: 10.1016/j.mad.2015.12.005. Epub 2016 Jan 4. PMID: 26763147 5:CBX8 antagonizes the effect of Sirtinol on premature senescence through the AKT-RB-E2F1 pathway in K562 leukemia cells. Lee SH, Um SJ, Kim EJ.Biochem Biophys Res Commun. 2016 Jan 22;469(4):884-90. doi: 10.1016/j.bbrc.2015.12.070. Epub 2015 Dec 21. PMID: 26718407 6:The sirtuin inhibitor sirtinol inhibits hepatitis A virus (HAV) replication by inhibiting HAV internal ribosomal entry site activity. Kanda T, Sasaki R, Nakamoto S, Haga Y, Nakamura M, Shirasawa H, Okamoto H, Yokosuka O.Biochem Biophys Res Commun. 2015 Oct 23;466(3):567-71. doi: 10.1016/j.bbrc.2015.09.083. Epub 2015 Sep 24. PMID: 26388050 7:Sirtuin inhibitor sirtinol is an intracellular iron chelator. Gautam R, Akam EA, Astashkin AV, Loughrey JJ, Tomat E.Chem Commun (Camb). 2015 Mar 25;51(24):5104-7. doi: 10.1039/c5cc00829h. PMID: 25715179 Free PMC Article8:Sirtinol inhibits neutrophil elastase activity and attenuates lipopolysaccharide-mediated acute lung injury in mice. Tsai YF, Yu HP, Chang WY, Liu FC, Huang ZC, Hwang TL.Sci Rep. 2015 Feb 10;5:8347. doi: 10.1038/srep08347. PMID: 25666548 Free PMC Article9:The antiproliferative and apoptotic effects of sirtinol, a sirtuin inhibitor on human lung cancer cells by modulating Akt/β-catenin-Foxo3a axis. Fong Y, Lin YC, Wu CY, Wang HM, Lin LL, Chou HL, Teng YN, Yuan SS, Chiu CC.ScientificWorldJournal. 2014;2014:937051. doi: 10.1155/2014/937051. Epub 2014 Aug 12. PMID: 25184156 Free PMC Article10:SIRT1 inhibition by sirtinol aggravates brain edema after experimental subarachnoid hemorrhage. Zhou XM, Zhang X, Zhang XS, Zhuang Z, Li W, Sun Q, Li T, Wang CX, Zhu L, Shi JX, Zhou ML.J Neurosci Res. 2014 Jun;92(6):714-22. doi: 10.1002/jnr.23359. Epub 2014 Jan 31. PMID: 24482345