SRT2183

Alias:
Cat No.:V1188 Purity: ≥98%
SRT2183 (SRT 2183; SRT-2183) is a novel and potent small-molecule activator of the sirtuin subtype1-(SIRT1, EC50 =0.36 μM) developed by Sirtris Pharmaceuticals as therapeutics for the treatment of type 2 diabetes and potentially leukemia as well.
SRT2183 Chemical Structure CAS No.: 1001908-89-9
Product category: PARP
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
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10mg
25mg
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100mg
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

SRT2183 (SRT 2183; SRT-2183) is a novel and potent small-molecule activator of the sirtuin subtype1-(SIRT1, EC50 =0.36 μM) developed by Sirtris Pharmaceuticals as therapeutics for the treatment of type 2 diabetes and potentially leukemia as well. SRT2183 resembles resveratrol in potency but functions similarly in the body to another SIRT1 activator, SRT1720. It has been observed in animal studies to enhance insulin sensitivity, decrease liver, muscle, and fat tissue's plasma glucose levels, and boost mitochondrial and metabolic activity. The assertion that SRT2183 activates SIRT1 has been contested and then reaffirmed, though.

Biological Activity I Assay Protocols (From Reference)
Targets
SIRT1 ( EC1.5 = 0.36 μM )
ln Vitro

SRT2183 exhibits potency as it can induce apoptosis and growth arrest at doses between 1 and 20 μM. Growth arrest, DNA damage response, and pro-apoptosis genes all have higher mRNA levels after treatment with SRT2183[2]. Multiple off-target activities against receptors, enzymes, transporters, and ion channels are demonstrated by SRT1720, SRT2183, SRT1460, and resveratrol. They do not activate SIRT1 directly. When using native full-length substrates, SRT2183 has little to no effect on SIRT1 deacetylating activity[3]. SRT2183 inhibits RANKL-induced osteoclast generation and resorptive capacity in bone marrow macrophages, activates AMPK, increases Sirt1 expression, and decreases RelA/p65 lysine310 acetylation, which is essential for NF-κB activation and an established Sirt1 target[4].

ln Vivo

Cell Assay
BMMs are harvested, plated, and 24-hour later, non-adherent cells were replated in α-MEM/15% FBS/5% M-CSF at a density of 20,000 cells/well. In order to assess cell proliferation, 72 hours after plating, cells are treated with SRT2183 or a vehicle. Then, 48 hours after SRT2183 or vehicle administration, BrdU reagent is added in accordance with manufacturer's instructions to assess cell proliferation three days after plating.
Animal Protocol


References

[1]. Nature . 2007 Nov 29;450(7170):712-6.

[2]. Blood (2009) 114 (22): 3083.

[3]. J Biol Chem . 2010 Mar 12;285(11):8340-51.

[4]. J Biol Chem . 2010 Mar 12;285(11):8340-51.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H24N4O2S
Molecular Weight
468.57
Exact Mass
468.16
Elemental Analysis
C, 69.21; H, 5.16; N, 11.96; O, 6.83; S, 6.84
CAS #
1001908-89-9
Related CAS #
1001908-89-9
Appearance
White solid powder
SMILES
C1CN(C[C@@H]1O)CC2=CSC3=NC(=CN23)C4=CC=CC=C4NC(=O)C5=CC6=CC=CC=C6C=C5
InChi Key
MUFSINOSQBMSLE-JOCHJYFZSA-N
InChi Code
InChI=1S/C27H24N4O2S/c32-22-11-12-30(15-22)14-21-17-34-27-29-25(16-31(21)27)23-7-3-4-8-24(23)28-26(33)20-10-9-18-5-1-2-6-19(18)13-20/h1-10,13,16-17,22,32H,11-12,14-15H2,(H,28,33)/t22-/m1/s1
Chemical Name
N-[2-[3-[[(3R)-3-hydroxypyrrolidin-1-yl]methyl]imidazo[2,1-b][1,3]thiazol-6-yl]phenyl]naphthalene-2-carboxamide
Synonyms

SRT 2183; SRT2183; SRT-2183

HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 93~250 mg/mL (198.5~533.5 mM)
Water: <1 mg/mL
Ethanol: ~3 mg/mL (~6.4 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1342 mL 10.6708 mL 21.3415 mL
5 mM 0.4268 mL 2.1342 mL 4.2683 mL
10 mM 0.2134 mL 1.0671 mL 2.1342 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • SRT2183
    Identification of potent SIRT1 activators unrelated to resveratrol. Nature. 2007 Nov 29;450(7170):712-6.
  • SRT2183
    In vitro characterization of activators of human SIRT1. Nature. 2007 Nov 29;450(7170):712-6.
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