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Merck

S7942

Sirtinol

≥95% (HPLC)

Synonyme(s) :

2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl)benzamide

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A propos de cet article

Formule empirique (notation de Hill) :
C26H22N2O2
Numéro CAS:
Poids moléculaire :
394.47
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352203
MDL number:
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Service technique
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Quality Level

assay

≥95% (HPLC)

form

solid

solubility

DMSO: soluble

storage temp.

−20°C

SMILES string

CC(NC(=O)c1ccccc1\N=C\c2c(O)ccc3ccccc23)c4ccccc4

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)/b27-17+

InChI key

UXJFDYIHRJGPFS-WPWMEQJKSA-N

Gene Information

Application

HUVEC were treated with sirtinol to study the effect on induction of transcription factor Krüppel-like factor 2.4 Sirtinol was used to treat human embryonic kidney cells to study the effect on the expression on Werner syndrome protein.5

Biochem/physiol Actions

Sirtinol inhibits yeast Sir2p transcriptional silencing activity in vivo, yeast Sir2p and human SIRT2 deacetylase activity in vitro. It inhibits the physiological regulators of platelet aggregation such as thrombin and collagen, attenuates intracellular Ca2+ release and formation thromboxane B2. It may increase levels of cAMP by inhibition of cAMP phosphodiesterase and inhibit the aggregation of platelets.2 Sirtinol reduces inflammatory responses of human dermal microvascular endothelial cells to TNF-α and IL-1β.3
Sirtinol inhibits yeast Sir2p transcriptional silencing activity in vivo, yeast Sir2p, and human SIRT2 deacetylase activity in vitro.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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H Mutoh et al.
The American journal of physiology, 261(1 Pt 1), G65-G70 (1991-07-01)
We examined the role of reduced glutathione as a defense mechanism against acid-induced gastric mucosal cell damage in vitro. Cellular stores of reduced glutathione were depleted by reaction with diethyl maleate (DEM) or 1-chloro-2,4-dinitrobenzene (CDNB) and increased by reaction with
Angela Orecchia et al.
PloS one, 6(9), e24307-e24307 (2011-09-21)
Histone deacetylases (HDAC) are key enzymes in the epigenetic control of gene expression. Recently, inhibitors of class I and class II HDAC have been successfully employed for the treatment of different inflammatory diseases such as rheumatoid arthritis, colitis, airway inflammation
Na-Young Song et al.
Biochemical pharmacology, 153, 282-291 (2018-02-11)
Leptin, a representative adipokine secreted from the white adipose tissue, is considered as a potential linker between obesity and cancer. SIRT1 is an NAD+-dependent histone/protein deacetylase speculated to function as an oncogene. In the present study, we found that leptin