A cell-permeant inhibitor of VHL
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Product Categories

Product Type

Biochemicals

Research Area

Cell Biology

VH 298

Item No. 21133

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,4R)-1-((S)-2-(1-cyanocyclopropane-1-carboxamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide
CAS Number
2097381-85-4
Molecular Formula
C27H33N5O4S
Formula Weight
523.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:9): 0.1 mg/ml
λmax
271 nm
SMILES
O[C@H]1CN(C([C@@H](NC(C2(C#N)CC2)=O)C(C)(C)C)=O)[C@H](C(NCC3=CC=C(C4=C(C)N=CS4)C=C3)=O)C1
InChi Code
InChI=1S/C27H33N5O4S/c1-16-21(37-15-30-16)18-7-5-17(6-8-18)12-29-23(34)20-11-19(33)13-32(20)24(35)22(26(2,3)4)31-25(36)27(14-28)9-10-27/h5-8,15,19-20,22,33H,9-13H2,1-4H3,(H,29,34)(H,31,36)/t19-,20+,22-/m1/s1
InChi Key
NDVQUNZCNAMROD-RZUBCFFCSA-N
License
Sold under license from The University of Dundee
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $108

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    10 mg

    $196

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    25 mg

    $437

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    Product Description

    VH 298 is a cell-permeant inhibitor of von Hippel-Lindau disease tumor suppressor (VHL; Kd = 90 nM by isothermal titration calorimetry).1 VHL is a component of the complex that polyubiquitinates hydroxylated hypoxia-inducible factor-α (HIF-α) isoforms leading to proteasomal degradation. Through its effects on VHL, VH 298 promotes the accumulation of HIF-α in a concentration- and time-dependent manner, resulting in the upregulation of HIF-target genes.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Frost, J.M., Galdeano, C., Soares, P., et al. Potent and selective chemical probe of hypoxic signalling downstream of HIF-α hydroxylation via VHL inhibition. Nat. Commun. 7, 13312 (2016).