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SML0271

Sigma-Aldrich

VER-155008

≥98% (HPLC)

Synonym(s):

5′-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine

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About This Item

Empirical Formula (Hill Notation):
C25H23Cl2N7O4
CAS Number:
1134156-31-2
Molecular Weight:
556.40
MDL number:
MFCD18086892
UNSPSC Code:
12352200
PubChem Substance ID:
329825279
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to light brown

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

Nc1ncnc2n([C@@H]3O[C@H](COCc4ccc(cc4)C#N)[C@@H](O)[C@H]3O)c(NCc5ccc(Cl)c(Cl)c5)nc12

InChI

1S/C25H23Cl2N7O4/c26-16-6-5-15(7-17(16)27)9-30-25-33-19-22(29)31-12-32-23(19)34(25)24-21(36)20(35)18(38-24)11-37-10-14-3-1-13(8-28)2-4-14/h1-7,12,18,20-21,24,35-36H,9-11H2,(H,30,33)(H2,29,31,32)/t18-,20-,21-,24-/m1/s1

InChI key

ZXGGCBQORXDVTE-UMCMBGNQSA-N

Application

VER-155008 has been used as a heat shock protein 70 (HSP70) inhibitor:
  • to study its effects on human embryonic kidney 293 (HEK293T) cells
  • to study its effects on viral mRNA synthesis and protein expression in Vero E6 cells
  • to determine its effects on the attenuation of seizures in rats

Biochem/physiol Actions

VER-155002 is a small molecule, ATP-derivative inhibitor of HSP70 (IC50 = 500 nM). The compound inhibits proliferation of several colon and breast cancer cell lines, induces caspase dependent apoptosis in BT474 cells and down regulates expression of Her2 and Raf-1 in HCT116 cells.
VER‐155008 positively promotes memory recovery and axonal regrowth. It is also involved in inhibiting cell cycle progression and proliferation in non-small-cell lung cancer (NSCLC).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Wen-Jing Zhang et al.
Virology, 553, 70-80 (2020-11-27)
Many viruses utilize molecular chaperone heat shock protein 90 (Hsp90) for protein folding and stabilization, however, the role of Hsp90 in herpesvirus lifecycle is obscure. Here, we provide evidence that Hsp90 participates in pseudorabies virus (PRV) replication. Viral growth kinetics
Wei Wen et al.
Experimental biology and medicine (Maywood, N.J.), 239(5), 638-645 (2014-03-29)
Lung cancer is the most common malignancy and exhibits significant morbidity and mortality worldwide. Among all lung cancer subtypes, non-small-cell lung cancer (NSCLC) accounts for the majority of all lung cancer cases. Although there have been intensive investigations on the
Ximeng Yang et al.
Frontiers in pharmacology, 9, 48-48 (2018-02-15)
Alzheimer's disease (AD) is a progressive neurodegenerative disorder resulting in structural brain changes and memory impairment. We hypothesized that reconstructing neural networks is essential for memory recovery in AD. Heat shock cognate 70 (HSC70), a member of the heat shock
Miriam Schäfer et al.
FEBS letters, 591(21), 3567-3587 (2017-09-28)
The shedding of ectodomains is a crucial mechanism in many physiological and pathological events. A disintegrin and metalloprotease-17 (ADAM17) is a key sheddase involved in essential processes, such as development, regeneration, and immune defense. ADAM17 exists in two conformations which
Eunmi Lee et al.
Oncogene, 38(4), 469-482 (2018-09-01)
TNFα is a pleiotropic cytokine which fuels tumor cell growth, invasion, and metastasis in some malignancies, while in others it induces cytotoxic cell death. However, the molecular mechanism by which TNFα exerts its diverse effects on breast cancer subtypes remains
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