SB-3CT

Alias: SB3CT; SB3-CT; SB-3CT
Cat No.:V0740 Purity: ≥98%
SB-3CT (SB 3CT) is a non-selective and covalent inhibitor of gelatinases/matrix metalloproteinase (MMP) with potential antineoplastic activity.
SB-3CT Chemical Structure CAS No.: 292605-14-2
Product category: MMP
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

SB-3CT (SB 3CT) is a non-selective and covalent inhibitor of gelatinases and matrix metalloproteinase (MMP) that may have anti-tumor effects. With a Ki of 13.9 nM and 600 nM, respectively, it inhibits the activity of gelatinases A (MMP-2) and B (MMP-9). Gelatinases A and B, which hydrolyze extracellular matrix, have a role in angiogenesis and tumor metastasis.

Biological Activity I Assay Protocols (From Reference)
Targets
MMP-2 (Ki = 13.9 nM); MMP-9 (Ki = 600 nM)
ln Vitro
(R)-MG-132, the stereoisomer of MG-132, is being investigated as a possible inhibitor of the proteasome's ability to hydrolyze peptidylglutamyl peptide, trypsin, and chymotrypsin-like activities[1]. The effects of MG-132 and (R)-MG-132 on the inhibition of trypsin-like (TL), peptidylglutamyl peptide hydrolyzing (PGPH), and ChTL of purified 20S proteasomes isolated from human erythrocytes are being studied. MG-132 has IC₅₀ values of 0.89 μM, 104.43 μM, and 5.7 μM for ChTL, TL, and PGPH, in that order. The IC₅₀ values for ChTL, TL, and PGPH of (R)-MG-132 are 0.22 μM, 34.4 μM, and 2.95 μM, respectively[1].
ln Vivo
SB-3CT (i.p.; 50 mg/kg; every other day; five weeks) prevents the intraosseous growth of human PC3 cells in the marrow of human fetal femur fragments that have been implanted in SCID mice[3].
Enzyme Assay
The fluorescence quenched substrate MOCAcPLGLA2pr(Dnp)-AR-NH2 is used to measure the enzymatic activity of MMP-2, MMP-9, and MMP-7. Using a PTI spectrofluorometer, fluorescence is measured. The temperature of the cuvette compartment is set to 25 °C.
Cell Assay
The drug was applied to the cells for a full day at the specified concentration.
Animal Protocol
Five-week-old male C.B.-17.SCID mice[3]
50 mg/kg
IP; every other day; five weeks
References

[1]. Water-Soluble MMP-9 Inhibitor Reduces Lesion Volume after Severe Traumatic Brain Injury. ACS Chem Neurosci. 2015 Oct 21;6(10):1658-64.

[2]. Potent and Selective Mechanism-Based Inhibition of GelatinasesJ. Am. Chem. Soc.2000122286799-6800

[3]. Inhibition of human prostate cancer growth, osteolysis and angiogenesis in a bone metastasis model by a novel mechanism-based selective gelatinase inhibitor. Int J Cancer. 2006, 118(11), 2721-2726.

[4]. Inhibition of MMP-9 by a selective gelatinase inhibitor protects neurovasculature from embolic focal cerebral ischemia. Mol Neurodegener. 2012, 15, 7-21.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H14O3S2
Molecular Weight
306.40
Exact Mass
306.04
Elemental Analysis
C, 58.80; H, 4.61; O, 15.67; S, 20.93
CAS #
292605-14-2
Related CAS #
292605-14-2
Appearance
Solid powder
SMILES
C1C(S1)CS(=O)(=O)C2=CC=C(C=C2)OC3=CC=CC=C3
InChi Key
LSONWRHLFZYHIN-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14O3S2/c16-20(17,11-14-10-19-14)15-8-6-13(7-9-15)18-12-4-2-1-3-5-12/h1-9,14H,10-11H2
Chemical Name
2-[(4-phenoxyphenyl)sulfonylmethyl]thiirane
Synonyms
SB3CT; SB3-CT; SB-3CT
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: ~61 mg/mL (~199.1 mM)
Water: <1 mg/mL
Ethanol: ~10 mg/mL(~32.6 mM)
Solubility (In Vivo)
4% DMSO+corn oil: 10mg/mL
 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2637 mL 16.3185 mL 32.6371 mL
5 mM 0.6527 mL 3.2637 mL 6.5274 mL
10 mM 0.3264 mL 1.6319 mL 3.2637 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.

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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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
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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
  • SB-3CT

    Inhibition of T-cell lymphoma liver metastasis by SB-3CT.Cancer Res.2005 May 1;65(9):3523-6.
  • SB-3CT

    Morphologic appearance and size of T-cell lymphoma metastatic foci of livers from SB-3CT–treated and control mice.Cancer Res.2005 May 1;65(9):3523-6.
  • SB-3CT

    In situ zymography with DQ gelatin.Cancer Res.2005 May 1;65(9):3523-6.
  • SB-3CT

    Survival of control and SB-3CT–treated mice.Cancer Res.2005 May 1;65(9):3523-6.
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