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Merck

S8825

Sigma-Aldrich

Salermide

≥98% (HPLC)

Synonym(s):

N-{3-[(2-Hydroxy-naphthalen-1-ylmethylene)-amino]-phenyl}-2-phenyl-propionamide

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About This Item

Empirical Formula (Hill Notation):
C26H22N2O2
CAS Number:
1105698-15-4
Molecular Weight:
394.47
MDL number:
MFCD12912446
UNSPSC Code:
12352200
PubChem Substance ID:
329824611
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

CC(C(=O)Nc1cccc(c1)\N=C\c2c(O)ccc3ccccc23)c4ccccc4

InChI

1S/C26H22N2O2/c1-18(19-8-3-2-4-9-19)26(30)28-22-12-7-11-21(16-22)27-17-24-23-13-6-5-10-20(23)14-15-25(24)29/h2-18,29H,1H3,(H,28,30)/b27-17+

InChI key

HQSSEGBEYORUBY-WPWMEQJKSA-N

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Application

Salermide was used to treat human pulmonary artery smooth muscle cells to study the effect of SIRT1 inhibition on expression of atrogin by qPCR.1

Biochem/physiol Actions

Salermide is a novel Sirtuin 1 (Sirt1) and Sirtuin 2 (Sirt2) inhibitor (III histone deacetylases inhibitor). In vitro Salermide has a stronger inhibitory effect on Sirt2 than on Sirt1. Salermide induces massive apoptosis in tumor cells. The activity was ascribed to effect of Salermide to the reactivation of proapoptotic genes epigenetically repressed exclusively in cancer cells by Sirt1. Salermide is a stronger Sirtuin inhibitor than sirtinol (Cat. No.S7942).
Salermide is a novel Sirtuin 1 (Sirt1) and Sirtuin 2 (Sirt2) inhibitor. Salermide reactivates proapoptotic genes epigenetically repressed exclusively in cancer cells by Sirt1.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
114M4612V
049K46082
049K46081
049K4608

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Julien Lancelot et al.
PLoS neglected tropical diseases, 7(9), e2428-e2428 (2013-09-27)
The chemotherapy of schistosomiasis currently depends on the use of a single drug, praziquantel. In order to develop novel chemotherapeutic agents we are investigating enzymes involved in the epigenetic modification of chromatin. Sirtuins are NAD+ dependent lysine deacetylases that are
Mohammad Reza Salahshoor et al.
International journal of preventive medicine, 4(12), 1402-1413 (2014-02-06)
Sirtuin1 is an enzyme that deacetylates histones and several non-histone proteins including P53 during the stress. P300 is a member of the histone acetyl transferase family and enzyme that acetylates histones. Hereby, this study describes the potency combination of Salermide
M Nikbakht Dastjerdi et al.
Research in pharmaceutical sciences, 8(2), 79-89 (2013-09-11)
Sirtuin1 (SIRT1) is an enzyme that deacetylates histones and several nonhistone proteins including p53 during stress and plays an important role in the survival of tumor cells. Hereby, this study describes the potency of salermide as a SIRT1 inhibitor to
Qi Zhang et al.
EMBO molecular medicine, 4(4), 298-312 (2012-02-15)
Although ∼50% of all types of human cancers harbour wild-type TP53, this p53 tumour suppressor is often deactivated through a concerted action by its abnormally elevated suppressors, MDM2, MDMX or SIRT1. Here, we report a novel small molecule Inauhzin (INZ)
Shan Huang et al.
Translational oncology, 10(6), 917-927 (2017-10-11)
Hepatocellular carcinoma (HCC) is one of the most common neoplasms, and metastasis is the most important feature for HCC-related deaths. Mounting evidence implies the dynamic regulatory role of SIRT2, a histone deacetylase, in cancer cells. Unfortunately, the role of SIRT2
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