Size | Price | Stock | Qty |
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2mg |
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5mg |
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10mg |
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25mg |
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50mg |
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100mg |
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250mg |
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Other Sizes |
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Purity: ≥98%
SMART is a highly potent tubulin inhibitor with IC50 in the nanomolar range (20-30 nM) in a number various cancer cell lines including prostate cancer and melanoma cells. It is discovered by Dr. Duane D Miller's group in the University of Tennessee Health Science Center based on the structure of 2-aryl-thiazolidine-4-carboxylic acid amides (ATCAA), a chemical scaffold designed from lysophosphatidic acid (LPA) with a lipid chain in order to inhibit guanine-binding protein-coupled receptor (GPCR) signaling, which was involved in proliferation and survival of prostate cancer. SMART exerts the anticancer activity by binding to the colchicine binding site of tubulin and inhibiting the polymerization of microtubules, thereby resulting in the inhibition of cell division.
ln Vitro |
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ln Vivo |
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Animal Protocol |
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References |
J Med Chem.2009 Mar 26;52(6):1701-11;J Med Chem.2011 Jul 14;54(13):4678-93.
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Molecular Formula |
C19H17NO4S
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Molecular Weight |
355.408
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Exact Mass |
355.087
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CAS # |
1135797-91-9
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Related CAS # |
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PubChem CID |
25227430
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Appearance |
Typically exists as solid at room temperature
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LogP |
4.2
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Hydrogen Bond Donor Count |
0
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Hydrogen Bond Acceptor Count |
6
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Rotatable Bond Count |
6
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Heavy Atom Count |
25
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Complexity |
429
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Defined Atom Stereocenter Count |
0
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SMILES |
S1C=C(C(C2C=C(C(=C(C=2)OC)OC)OC)=O)N=C1C1C=CC=CC=1
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InChi Key |
WZEMDWPKLKAUOH-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C19H17NO4S/c1-22-15-9-13(10-16(23-2)18(15)24-3)17(21)14-11-25-19(20-14)12-7-5-4-6-8-12/h4-11H,1-3H3
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Chemical Name |
(2-phenyl-1,3-thiazol-4-yl)-(3,4,5-trimethoxyphenyl)methanone
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Synonyms |
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
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Solubility (In Vivo) |
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Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.8137 mL | 14.0683 mL | 28.1365 mL | |
5 mM | 0.5627 mL | 2.8137 mL | 5.6273 mL | |
10 mM | 0.2814 mL | 1.4068 mL | 2.8137 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.
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.
Structures ofLPA, ATCAAandSMART.J Med Chem.2009 Mar 26;52(6):1701-11. th> |
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Effect of8fon tubulin assembly.J Med Chem.2009 Mar 26;52(6):1701-11. td> |
SAR relationship of the SMART molecules.J Med Chem.2009 Mar 26;52(6):1701-11. td> |