STF-31

For research use only, not for therapeutic use.

  • CAT Number: I004698
  • CAS Number: 724741-75-7
  • Molecular Formula: C₂₃H₂₅N₃O₃S
  • Molecular Weight: 423.53
  • Purity: ≥95%
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STF-31 (Cat.No:I004698) is a chemical compound known for its role as a selective inhibitor of glucose transporter 1 (GLUT1). It interferes with glucose uptake in cancer cells, specifically those with elevated levels of GLUT1. STF-31 has shown promise in preclinical studies as a potential therapeutic approach for targeting GLUT1-dependent tumors.


Catalog Number I004698
CAS Number 724741-75-7
Synonyms

4-((4-(tert-butyl)phenylsulfonamido)methyl)-N-(pyridin-3-yl)benzamide

Molecular Formula C₂₃H₂₅N₃O₃S
Purity ≥95%
Target Glucose Transporters
Solubility DMSO: ≥ 34 mg/mL
Storage Store at RT
IC50 1 μM
IUPAC Name 4-[[(4-tert-butylphenyl)sulfonylamino]methyl]-N-pyridin-3-ylbenzamide
InChI InChI=1S/C23H25N3O3S/c1-23(2,3)19-10-12-21(13-11-19)30(28,29)25-15-17-6-8-18(9-7-17)22(27)26-20-5-4-14-24-16-20/h4-14,16,25H,15H2,1-3H3,(H,26,27)
InChIKey NGQPRVWTFNBUHA-UHFFFAOYSA-N
SMILES CC(C)(C)C1=CC=C(C=C1)S(=O)(=O)NCC2=CC=C(C=C2)C(=O)NC3=CN=CC=C3
Reference

1:ACS Chem Biol. 2014 Oct 17;9(10):2247-54. doi: 10.1021/cb500347p. Epub 2014 Aug 7. NAMPT is the cellular target of STF-31-like small-molecule probes.Adams DJ,Ito D,Rees MG,Seashore-Ludlow B,Puyang X,Ramos AH,Cheah JH,Clemons PA,Warmuth M,Zhu P,Shamji AF,Schreiber SL, PMID: 25058389 PMCID: PMC4201331 DOI: 10.1021/cb500347p </br><span>Abstract:</span> The small-molecule probes STF-31 and its analogue compound 146 were discovered while searching for compounds that kill VHL-deficient renal cell carcinoma cell lines selectively and have been reported to act via direct inhibition of the glucose transporter GLUT1. We profiled the sensitivity of 679 cancer cell lines to STF-31 and found that the pattern of response is tightly correlated with sensitivity to three different inhibitors of nicotinamide phosphoribosyltransferase (NAMPT). We also performed whole-exome next-generation sequencing of compound 146-resistant HCT116 clones and identified a recurrent NAMPT-H191R mutation. Ectopic expression of NAMPT-H191R conferred resistance to both STF-31 and compound 146 in cell lines. We further demonstrated that both STF-31 and compound 146 inhibit the enzymatic activity of NAMPT in a biochemical assay in vitro. Together, our cancer-cell profiling and genomic approaches identify NAMPT inhibition as a critical mechanism by which STF-31-like compounds inhibit cancer cells.

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