SIRTINOL
- Product Name
- SIRTINOL
- CAS No.
- 410536-97-9
- Chemical Name
- SIRTINOL
- Synonyms
- SIRTINOL;SIRTINOL USP/EP/BP;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;(E)-2-((2-hydroxynaphthalen-1-yl)methyleneamino)-N-(1-phenylethyl)benzamide
- CBNumber
- CB7748565
- Molecular Formula
- C26H22N2O2
- Formula Weight
- 394.47
- MOL File
- 410536-97-9.mol
SIRTINOL Property
- 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.
Safety
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- S7942
- Product name
- Sirtinol
- Purity
- ≥95% (HPLC)
- Packaging
- 1mg
- Price
- $106
- Updated
- 2024/03/01
- Product number
- S7942
- Product name
- Sirtinol
- Purity
- ≥95% (HPLC)
- Packaging
- 5mg
- Price
- $144
- Updated
- 2024/03/01
- Product number
- 566320
- Product name
- Sirtinol
- Packaging
- 5mg
- Price
- $289
- Updated
- 2024/03/01
- Product number
- J64486
- Product name
- Sirtinol
- Packaging
- 10mg
- Price
- $202
- Updated
- 2023/06/20
- Product number
- 10523
- Product name
- Sirtinol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $68
- Updated
- 2024/03/01
SIRTINOL Chemical Properties,Usage,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 cell permeable specific inhibitor of sirtuin NAD-dependant deacetylases
Uses
Sirtinol is a known inhibitor of the NAD+-Dependent Protein Desuccinylase and Demalonylase Sirt5 and exhibits anticancer properties.
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
References
1) Ota et al. (2006) SIRT1 inhibitor, Sirtinol, induces senescence-like growth arrest with attenuated Ras-MAPK signaling in human cancer cells; Oncogene, 25 176 2) Mai et al. (2005) Design, synthesis and biological evaluation of sirtinol analogues as class III histone/protein deacetylase (Sirtuin) inhibitors; J. Med. Chem. 48 7789 3) Grozinger et al. (2001) Identification of a class of small molecule inhibitors of the sirtuin family of NAD-dependent deacetylases by phenotypic screening; J. Biol. Chem. 276 38837 4) Koering et al. (2002) Human telomeric position effect is determined by chromosomal context and telomeric chromatin integrity; EMBO Rep. 3 1055
SIRTINOL Preparation Products And Raw materials
Raw materials
Preparation Products
SIRTINOL Suppliers
- Tel
- --
- Fax
- --
- aronis@aronis.ru
- Country
- Russia
- ProdList
- 6592
- Advantage
- 60