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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).

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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