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Safety Information

566320

Sigma-Aldrich

Sirtinol

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.

Synonym(s):

Sirtinol, 2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl)benzamide, Sir Two Inhibitor Naphthol, SIRT1 Inhibitor I, SIRT1/2 Inhibitor I, SIRT2 Inhibitor III

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About This Item

Empirical Formula (Hill Notation):
C26H22N2O2
CAS Number:
Molecular Weight:
394.47
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

DMSO: 1 mg/mL

shipped in

ambient

storage temp.

−20°C

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/h2-18,27H,1H3,(H,28,30)/b23-17-/t18-/m0/s1

InChI key

YUGODMKHHCZZOI-ZVTCDHROSA-N

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.
A cell-permeable 2-hydroxy-1-napthaldehyde derivative that acts as a specific and a direct inhibitor of sirtuin class of histone deacetylase (HDAC) activity. Does not affect human HDAC1. Reported to block Sir2p transcriptional silencing activity in vivo (IC50 = 25 µM) and NAD-dependent HDAC activity in purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 68 µM and 38 µM, respectively).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Human HDAC1
Product does not compete with ATP.
Reversible: no
Target IC50: 48 µM, 131 µM and 58 µM for ySir2, hSIRT1 and hSIRT2

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Mai, A., et al. 2005. J. Med. Chem.48, 7789.
Grozinger, C.M., et al. 2001. J. Biol. Chem.276, 38837.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

566320-MG:
566320-5MG:
566320-1.1ML:


Certificates of Analysis (COA)

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Esther Vorovich et al.
Aging, 1(1), 58-67 (2008-01-01)
P53 homolog p63 was shown to play a role in premature ageing phenotype found in mouse models through regulation of the replicative senescence. We previously showed that the forced DeltaNp63alpha expression decreased the SIRT1 protein levels, and induced the replicative

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