VH298
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MedKoo CAT#: 530908

CAS#: 2097381-85-4

Description: VH-298 is a potent VHL inhibitor that stabilizes HIF-α and elicits a hypoxic response via a different mechanism, that is the blockade of the VHL:HIF-α protein-protein interaction downstream of HIF-α hydroxylation by PHD enzymes. VH298 represents a high-quality chemical probe of the HIF signalling cascade and an attractive starting point to the development of potential new therapeutics targeting hypoxia signalling.


Price and Availability

Size
Price

100mg
USD 1950
Size
Price

200mg
USD 2950
Size
Price

500mg
USD 3650

VH-298, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530908
Name: VH298
CAS#: 2097381-85-4
Chemical Formula: C27H33N5O4S
Exact Mass: 523.2253
Molecular Weight: 523.652
Elemental Analysis: C, 61.93; H, 6.35; N, 13.37; O, 12.22; S, 6.12


Synonym: VH-298; VH 298; VH298.

IUPAC/Chemical 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

InChi Key: NDVQUNZCNAMROD-RZUBCFFCSA-N

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

SMILES Code: O=C([C@H]1N(C([C@@H](NC(C2(CC2)C#N)=O)C(C)(C)C)=O)C[C@H](O)C1)NCC3=CC=C(C4=C(C)N=CS4)C=C3


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Soares P, Gadd MS, Frost J, Galdeano C, Ellis LCJ, Epemolu O, Rocha S, Read
KD, Ciulli A. Group-based optimization of potent and cell-active inhibitors of
the von Hippel-Lindau (VHL) E3 ubiquitin ligase: structure-activity relationships
leading to the chemical probe
(2S,4R)-1-((S)-2-(1-cyanocyclopropanecarboxamido)-3,3-dimethylbutanoyl)-4-hydroxy
-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (VH298). J Med Chem.
2017 Aug 30. doi: 10.1021/acs.jmedchem.7b00675. [Epub ahead of print] PubMed
PMID: 28853884.

2: Frost J, Galdeano C, Soares P, Gadd MS, Grzes KM, Ellis L, Epemolu O,
Shimamura S, Bantscheff M, Grandi P, Read KD, Cantrell DA, Rocha S, Ciulli A.
Potent and selective chemical probe of hypoxic signalling downstream of HIF-α
hydroxylation via VHL inhibition. Nat Commun. 2016 Nov 4;7:13312. doi:
10.1038/ncomms13312. PubMed PMID: 27811928; PubMed Central PMCID: PMC5097156.