E7034

EX-527

≥98% (HPLC)

• Synonym(s): 6-Chloro-2,3,4,9-tetrahydro-1H-Carbazole-1-carboxamide
• Empirical Formula (Hill Notation): C₁₃H₁₃ClN₂O
• CAS Number: 49843-98-3
• Molecular Weight: 248.71
• MDL number: MFCD03009471
• UNSPSC Code: 12352200
• PubChem Substance ID: 329799003
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: >20 mg/mL
• storage temp.: 2-8°C
• SMILES string: NC(=O)C1CCCc2c1[nH]c3ccc(Cl)cc23
• InChI: 1S/C13H13ClN2O/c14-7-4-5-11-10(6-7)8-2-1-3-9(13(15)17)12(8)16-11/h4-6,9,16H,1-3H2,(H2,15,17)
• InChI key: FUZYTVDVLBBXDL-UHFFFAOYSA-N

Description

Application

EX-527 has been used:

• in 1% dimethyl sulfoxide, 30%, polyethylene glycol-400 and 1% Tween 80 for treating C57BL/6 N mice to study its effect on intestinal morphological changes and crypt cell apoptosis[1]
• as a an inhibitor of sirtuin 1, in treating human cancer lines MCF-7 (Michigan cancer foundation-7) and HCT116 (colon cancer cell line) incubated in Dulbecco′s modified Eagle′s medium, to study its effect on mitochondrial ATP (adenosine triphosphate) production[2]
• Intracerebroventricularly infused in rat model of epileptogenesis, to access kainic acid–induced status epilepticus stimulated sirtuin 1 activity[3]

Biochem/physiol Actions

EX-527 is a potent and selective sirtuin 1 (SIRT1) inhibitor (IC50 38 nM) identified from a high throughput screen. EX-527 is more selective (200-500-fold) for SIRT1 than for SIRT2 or SIRT3 and has been shown to be a potent SIRT6 inhibitor using H3K56 deacetylation site based substrate. EX-527 does not inhibit class I/II HDAC activity at concentrations up to 100uM. Enhances p53 acetylation in response to DNA damaging agents. EX-527 is racemic; the active isomer (EX-243) gives similar results and potency whereas the other isomer (designated EX-242) is inactive.

Potent SIRT1 and SIRT6 inhibitor.

Features and Benefits

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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3