![5'-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine structure, CAS 1134156-31-2](/structures/210000/189356_1_1134156_31_2.png)
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1134156-31-2 |
| Catalog No. | 2A-2188000 |
| Chinese Name | VER155008 |
| Synonyms | 5'-O-(4-Cyanobenzyl)-8-[(3,4-dichlorobenzyl)amino]adenosine; VER-155008 |
| Molecular Formula | C25H23Cl2N7O4 |
| Molecular Weight | 556.40 |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 856.3±75.0 °C at 760 mmHg |
| Appearance | powder |
| Storage Condition | -20℃ |
| Application | VER-155008 is an inhibitor of Hsp70. The IC50 values for Hsp70, Hsc70 and Grp7 are 0.5 μM, 2.6 μM and 2.6 μM respectively. The Kd value for Hsp70 is 0.3 μM. |
| HTC | 2934999090 |
| PubChem ID | 329825279 |
| MDL Number | MFCD18086892 |
| SMILES | N#Cc1ccc(COCC2OC(n3c(NCc4ccc(Cl)c(Cl)c4)nc4c(N)ncnc43)C(O)C2O)cc1 |
| InChI | 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 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| Bioactivity | VER-155008 is an inhibitor of Hsp70, with IC50s of 0.5 μM, 2.6 μM, and 2.6 μM for Hsp70, Hsc70 and Grp7, respectively, and with a Kd of 0.3 μM for Hsp70. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> HSP Signaling Pathways >> Metabolic Enzyme/Protease >> HSP Research Areas >> Neurological Disease Target HSP70:0.5 μM (IC50) HSC70:2.6 μM (IC50) Grp78:2.6 μM (IC50) In Vitro VER-155008 is an inhibitor of Hsc70 and Hsp70, with IC50s of 0.5 μM, 2.6 μM, and 2.6 μM for Hsp70, Hsc70 and Grp7, respectively, a with a Kd of 0.3 μM for Hsp70, but shows no activities against Hsp90, with an IC50 of >200 μM. VER-155008 inhibits the proliferation of a variety of human colon and breast tumor cell lines, such as BT474, MB-468, HCT116 and HT29 cells, with GI50s of 10.4 μM, 14.4 μM, 5.3 μM, and 12.8 μM, respectively. VER-155008 (5-40 μM) induces client protein degradation in HCT116 and BT474 carcinoma cells. VER-155008 also induces apoptosis in human tumor cell lines[1]. VER-155008 (0.05-5 μM) reverses Aβ-induced axonal degeneration in cultured neurons[2]. VER-155008 (10 μM or 25 μM) inhibits Hsp70 and suppresses the proliferation of LNCaP95 cells. VER-155008 also reduces full-length androgen receptor (AR-FL) and androgen receptor splice variant 7 (AR-V7) protein expression[3]. In Vivo VER-155008 (25 mg/kg, i.v.) exhibits plasma clearance in naive female BALB/c mice. VER-155008 (40 mg/kg, i.v.) also shows rapid plasma clearance, and reduces the tumor levels in the HCT116 tumor bearing nude BALB/c mice[1]. VER-155008 (10 μmol/kg/day, i.p.) rescues memory deficits, and reduces axonal swelling associated with amyloid plaques in 5XFAD mice. VER-155008 (89.9 μmol/kg/day, i.p.) penetrates into the brain after administration in 5XFAD mice. VER-155008 also decreases amyloid plaques and PHF-tau associated with amyloid plaques in 5XFAD mice[2]. Cell Assay Embryos are removed from a pregnant ddY mouse at 14 days of gestation. Cells are treated with or without 10 μM Aβ25-35 for 3 days, followed by the addition of 0.05, 0.5, or 5 μM VER-155008 or vehicle solution (0.1% DMSO) for 4 days. The Aβ25-35 is incubated at 37°C for 4 days prior to treatment to facilitate aggregation. The cells are fixed with 4% paraformaldehyde and immunostained at 4°C for 24 h with antibodies against the axonal marker, mouse phosphorylated neurofilament heavy subunit, and against the neuronal marker, rabbit microtubule-associated protein 2. Alexa Fluor 488-conjugated goat anti-mouse IgG (1:400) and Alexa Fluor 568-conjugated goat anti-rabbit IgG (1:400) are used as secondary antibodies. Fluorescence images (864.98 μm × 645.62 μm) are captured using a fluorescence microscopy system. The lengths of the pNF-H-positive axons are measured using MetaMorph version 7.8[2]. Animal Admin Female BALB/c mice are dosed intravenously with 25 mg/kg VER-155008 into the lateral tail vein as a solution in 10% DMSO/5% Tween 80/85% saline (v/v/v). Animals are sacrificed at 5, 15 and 30 min, 1, 2, 4 and 6 h post dose[1]. References [1]. Massey AJ, et al. A novel, small molecule inhibitor of Hsc70/Hsp70 potentiates Hsp90 inhibitor induced apoptosis in HCT116 colon carcinoma cells. Cancer Chemother Pharmacol. 2010 Aug;66(3):535-45. [2]. Yang X, et al. Heat Shock Cognate 70 Inhibitor, VER-155008, Reduces Memory Deficits and Axonal Degeneration in a Mouse Model of Alzheimer's Disease. Front Pharmacol. 2018 Jan 30;9:48. [3]. Kita K, et al. Heat shock protein 70 inhibitors suppress androgen receptor expression in LNCaP95 prostate cancer cells. Cancer Sci. 2017 Sep;108(9):1820-1827. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 856.3±75.0 °C at 760 mmHg Molecular Formula C25H23Cl2N7O4 Molecular Weight 556.401 Flash Point 471.7±37.1 °C Exact Mass 555.118835 PSA 164.36000 LogP 2.71 Vapour Pressure 0.0±0.3 mmHg at 25°C Index of Refraction 1.748 InChIKey ZXGGCBQORXDVTE-UMCMBGNQSA-N SMILES N#Cc1ccc(COCC2OC(n3c(NCc4ccc(Cl)c(Cl)c4)nc4c(N)ncnc43)C(O)C2O)cc1 Storage condition -20℃ |
| Use of | VER-155008 is an inhibitor of Hsp70, with IC50s of 0.5 μM, 2.6 μM, and 2.6 μM for Hsp70, Hsc70 and Grp7, respectively, and with a Kd of 0.3 μM for Hsp70. Properties Name 5'-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine Synonym More Synonyms VER-155008 Biological Activity Description VER-155008 is an inhibitor of Hsp70, with IC50s of 0.5 μM, 2.6 μM, and 2.6 μM for Hsp70, Hsc70 and Grp7, respectively, and with a Kd of 0.3 μM for Hsp70. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> HSP Signaling Pathways >> Metabolic Enzyme/Protease >> HSP Research Areas >> Neurological Disease HSP70:0.5 μM (IC50) HSC70:2.6 μM (IC50) Grp78:2.6 μM (IC50) References [2]. Yang X, et al. Heat Shock Cognate 70 Inhibitor, VER-155008, Reduces Memory Deficits and Axonal Degeneration in a Mouse Model of Alzheimer's Disease. Front Pharmacol. 2018 Jan 30;9:48. [3]. Kita K, et al. Heat shock protein 70 inhibitors suppress androgen receptor expression in LNCaP95 prostate cancer cells. Cancer Sci. 2017 Sep;108(9):1820-1827. Chemical & Physical Properties Exact Mass 555.118835 PSA 164.36000 Index of Refraction 1.748 InChIKey ZXGGCBQORXDVTE-UMCMBGNQSA-N Storage condition -20℃ |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
| Related Products in Biotechnology & Diagnostics | ||
|---|---|---|
| FMOC-TRANS-4-FLUORO-PRO-OH | 203866-20-0 | 2A-2187247 |
| NUCLEOSIDE PHOSPHORYLASE BACTERIAL | 9059-37-4 | 2A-2187467 |
| CY3 NHS ESTER | 146368-16-3 | 2A-2187508 |
| Fmoc-Glu(OBzl)-OH | 132639-61-2 | 2A-2187778 |
| CAINDEXNAME:URIDINE,3'-DEOXY-3'-FLUORO | 57944-13-5 | 2A-2187997 |
| 4-THIOURIDINE | 13957-31-8 | 2A-2188005 |
| 1-(Fmoc-aminomethyl)-beta-D-galacturonic acid | 655246-28-9 | 2A-2188010 |
| 2',3'-O-ISOPROPYLIDENEURIDINE | 362-43-6 | 2A-2188019 |
| 2-(DIMETHYLAMINO)GUANOSINE | 2140-67-2 | 2A-2188028 |
| POLY(ETHYLENE GLYCOL) BIS(CARBOXYMETHYL) ETHER | 39927-08-7 | 2A-2188140 |
| Browse all Biotechnology & Diagnostics products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS