SIRTINOL
- CAS No.
- 410536-97-9
- Chemical Name:
- SIRTINOL
- Synonyms
- SIRTINOL;SIRTINOL USP/EP/BP;Sirtinol, 10 mM in DMSO;SIR TWO INHIBITOR NAPHTHOL;Sirtinol - CAS 410536-97-9 - Calbiochem;2-{[(2-hydroxy-1-naphthyl)methylene]amino}-N-(1-phenylethyl)benzamide;2-[(2-HYDROXYNAPHTHALEN-1-YLMETHYLENE)AMINO]-N-(1-PHENETHYL)BENZAMIDE;2-[[(2-Hydroxy-1-naphthalenyl)methylene]amino]-N-(1-phenylethyl)benzamide;2-(((2-Hydroxynaphthalen-1-yl)methylene)amino)-N-(1-phenylethyl)benzamide;2-{[(2-hydroxynaphthalen-1-yl)Methylidene]aMino}-N-(2-phenylethyl)benzaMide
- CBNumber:
- CB7748565
- Molecular Formula:
- C26H22N2O2
- Molecular Weight:
- 394.47
- MDL Number:
- MFCD00810186
- MOL File:
- 410536-97-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 119-120℃ |
|---|---|
| Boiling point | 659.2±50.0 °C(Predicted) |
| Density | 1.16 |
| storage temp. | -20°C |
| solubility | Soluble in DMSO (up to 30 mg/ml). |
| form | Yellow solid |
| pka | 7.85±0.50(Predicted) |
| color | Pale yellow |
| Water Solubility | Soluble in water, DMSO and methanol |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. |
| 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 | C(NC(C1=CC=CC=C1)C)(=O)C1=CC=CC=C1N=CC1=C2C(C=CC=C2)=CC=C1O |
| UNSPSC Code | 12352203 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
SIRTINOL price More Price(82)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | S7942 | Sirtinol ≥95% (HPLC) | 410536-97-9 | 1mg | $117 | 2026-04-30 | Buy |
| Sigma-Aldrich | S7942 | Sirtinol ≥95% (HPLC) | 410536-97-9 | 5mg | $417 | 2026-04-30 | Buy |
| Sigma-Aldrich | 566320 | Sirtinol | 410536-97-9 | 5mg | $319 | 2026-04-30 | Buy |
| Sigma-Aldrich | 566321 | Sirtinol InSolution, ≥97%, inhibitor of sirtuin class of histone deacetylase (HDAC) activity | 1mg | $98.6 | 2025-07-31 | Buy | |
| Cayman Chemical | 10523 | Sirtinol ≥98% | 410536-97-9 | 5mg | $75 | 2026-04-30 | Buy |
SIRTINOL Chemical Properties,Uses,Production
Description
Sirtinol (410536-97-9) is an inhibitor of sirtuin family enzymes including human SIRT1 (IC50=60 μM), human SIRT2 (IC50=58 μM), and yeast Sir2 (IC50=48 μM) with no inhibition of human HDAC1. Active in vivo and in purified enzyme studies. Cell permeable.
Uses
Sirtinol is a known inhibitor of the NAD+-Dependent Protein Desuccinylase and Demalonylase Sirt5 and exhibits anticancer properties.
Uses
Sirtinol is a cell permeable specific inhibitor of sirtuin NAD-dependant deacetylases
Definition
ChEBI: Sirtinol is a benzamide obtained by formal condensation of the carboxy group of 2-{[(2-hydroxy-1-naphthyl)methylene]amino}benzoic acid with the amino group of 1-phenylethylamine. It has a role as an anti-inflammatory agent, an EC 3.5.1.98 (histone deacetylase) inhibitor and a Sir2 inhibitor. It is a member of benzamides, an aldimine and a member of naphthols. It is functionally related to an anthranilic acid.
General Description
A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1 (IC50 = 48 μM, 131 μM and 58 μM for ySir2, hSIRT1 and hSIRT2, respectively). Reported to inhibit Sir2p transcriptional silencing activity in vivo (IC50 = 25 μM), and NAD-dependent histone deacetylase activity of purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 70 μM and 40 μM, respectively). A 10 mM (1 mg/254 μl) solution of Sirtinol (Cat. No. 566321) in DMSO is also available.
Biological Activity
Cell-permeable, selective sirtuin deacetylase inhibitor (IC 50 values are 38, 68 and 131 μ M at SIRT2, Sir2p and SIRT1 respectively) that has no effect on HDAC1 activity. Significantly decreases growth and viability of PCa and HEK293T cells in vitro .
Biochem/physiol Actions
Cell permeable: yes
storage
Store at -20°C
Background
Sirtinol is a cell-permeable inhibitor of sirtuin NAD+-dependent histone deacetylases. It inhibits yeast sirtuin Sir2p with an IC50 value of 68 μM, and inhibits human SIRT1 and SIRT2 with IC50 values of 131 μM and 38 μM, respectively. Sirtinol does not inhibit human HDAC1 activity. It elevates endogenous levels of reactive oxygen species to induce apoptosis in cancer cells. Sirtinol inhibits proliferation of non-small cell lung cancer cells and suppresses inflammatory activity in human dermal microvascular endothelial cells. Sirtinol also activates the auxin signaling transduction pathway in Arabidopsis, altering plant growth and development.
References
[1] H OTA. Sirt1 inhibitor, Sirtinol, induces senescence-like growth arrest with attenuated Ras-MAPK signaling in human cancer cells.[J]. Oncogene, 2006, 25 2: 176-185. DOI:10.1038/sj.onc.1209049
[2] ANTONELLO MAI. Design, Synthesis, and Biological Evaluation of Sirtinol Analogues as Class III Histone/Protein Deacetylase (Sirtuin) Inhibitors[J]. Journal of Medicinal Chemistry, 2005, 48 24: 7789-7795. DOI:10.1021/jm050100l
[3] C. GROZINGER. Identification of a Class of Small Molecule Inhibitors of the Sirtuin Family of NAD-dependent Deacetylases by Phenotypic Screening*[J]. The Journal of Biological Chemistry, 2001, 48 17: 38837-38843. DOI:10.1074/jbc.m106779200
[4] CATHERINE ELAINE KOERING. Human telomeric position effect is determined by chromosomal context and telomeric chromatin integrity.[J]. EMBO Reports, 2002, 3 11: 1055-1061. DOI:10.1093/embo-reports/kvf215
SIRTINOL Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Angel Pharmatech, Ltd. | 17317130613 | 3358272972@qq.com | China | 3307 | 58 |
| Shanghai jerryxing Biomedical Technology Co., Ltd | 17521512546 17721492509 | 460170712@qq.com | China | 4965 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| VDM Biochemicals | 0330-2528181 | sales@vdmbio.com | United States | 510 | 64 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
| Shanghai Tauto Biotech Co., Ltd. | 021-51320588 | tauto@tautobiotech.com | China | 3984 | 66 |
| ApexBio Technology LLC | +1-832-696-8203 | info@apexbt.com | United States | 477 | 60 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
