SML4012
VHL Binder 30
≥97% (HPLC)
Synonym(s):
(2S,4R)-1-((S)-2-(1-Fluorocyclopropane-1-carboxamido)-3,3-di-methylbutanoyl)-4-hydroxy-N-((S)-1-(2-methyl-4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide, VHL Binder Compound 30, von Hippel−Lindau (VHL) Inhibitor Compound 30
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About This Item
Quality Segment
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
SMILES string
C[C@H](NC([C@@H]1C[C@@H](O)CN1C([C@@H](NC(C2(F)CC2)=O)C(C)(C)C)=O)=O)C3=C(C=C(C=C3)C4=C(N=CS4)C)C
InChI
1S/C28H37FN4O4S/c1-15-11-18(22-17(3)30-14-38-22)7-8-20(15)16(2)31-24(35)21-12-19(34)13-33(21)25(36)23(27(4,5)6)32-26(37)28(29)9-10-28/h7-8,11,14,16,19,21,23,34H,9-10,12-13H2,1-6H3,(H,31,35)(H,32,37)/t16-,19+,21-,23+/m0/s1
InChI key
NBHYPBDUODSQHJ-DTPUHQDNSA-N
Biochem/physiol Actions
VHL Binder 30 (VHL Binder, Compound 30) is a highly potent, efficacious von Hippel−Lindau (VHL) E3 ubiquitin ligase binder with greater cell permeability, higher binding affinity (Kd = 37 & 25 nM by fluorescence polarization and surface plasmon resonance, respectively) and superior ability to induce Hypoxia-inducible factor-1α (HIF-1α) transcriptional activity (% of HIF-1α stabilization levels at 50 µM for 2 hr = 182 & 224 in HeLa & HEK293 cells; HIF-1α-OH stabilization at 50 µM for 2 hr = 263, 208 in HeLa & HEK293 cells, respectively; VH298 as the reference ligand VH298).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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