Introduction：Basic information about CAS 789-61-7|6-Thio-2'-Deoxyguanosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 6-Thio-2'-Deoxyguanosine |
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| CAS Number | 789-61-7 | Molecular Weight | 283.307 |
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| Density | 2.0±0.1 g/cm3 | Boiling Point | 709.1±70.0 °C at 760 mmHg |
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| Molecular Formula | C10H13N5O3S | Melting Point | / |
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| MSDS | ChineseUSA | Flash Point | 382.6±35.7 °C |
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Names
| Name | 6-thio-2'-deoxyguanosine |
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| Synonym | More Synonyms |
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6-Thio-2'-Deoxyguanosine BiologicalActivity
| Description | 6-Thio-2'-Deoxyguanosine is a nucleoside analogue that can be incorporated into de novo-synthesized telomeres by telomerase. |
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| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA SynthesisResearch Areas >>Cancer |
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| Target | DNA/RNA Synthesis[1] |
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| In Vitro | Treatment with 6-Thio-2'-Deoxyguanosine results in rapid cell death for the vast majority of the cancer cell lines tested with IC50s of between 0.7-2.9 µM[1]. |
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| In Vivo | In A549 lung cancer cell-based mouse xenograft studies, 6-Thio-2'-Deoxyguanosine causes a decrease of the tumor growth rate, superior to that observed with 6-thioguanine treatment. Additionally, 6-Thio-2'-Deoxyguanosine increases telomere dysfunction in tumor cells in vivo[1]. |
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| Cell Assay | HCT116, A549, and H2882, HCC2429, HCC827, HCC15, H2087, HCC4017, HCC515, H2009, BJ and HCEC1 cells are plated in growth media in 96 well plates. Cells are incubated for 1 week and treated with varying concentrations of 6-Thio-2'-Deoxyguanosine and 6-thioguanine or DMSO every three days. The 96 well plates are analyzed for the CellTiterGlo luminescent cell viability assay[1]. |
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| Animal Admin | Athymic NCR nu/nu female mice (6 weeks old) are used. A549 cells are inoculated subcutaneously into the left and right dorsal flanks of the nude mice in 100 µL phosphate buffered saline (PBS). When tumors reach 40 mm3 average volume, mice are randomly divided into control, 6-thio-dG and 6-thioguanine treatment groups (3 animals in each group). Animals are injected intraperitoneally every two days for 17 days at a dose of 2mg/kg in 100 µL DMSO/PBS mixture per mouse. In addition, different animals are injected intratumorally every day for 16 days at a dose of Athymic NCR nu/nu female mice2.5mg/kg in 50 µL DMSO/PBS mixture per mouse. Tumor size is measured by calipers and recorded either every day or every two days[1]. |
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| References | [1]. Mender I, et al. Induction of telomere dysfunction mediated by the telomerase substrate precursor 6-thio-2'-deoxyguanosine. Cancer Discov. 2015 Jan;5(1):82-95. |
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Chemical & Physical Properties
| Density | 2.0±0.1 g/cm3 |
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| Boiling Point | 709.1±70.0 °C at 760 mmHg |
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| Molecular Formula | C10H13N5O3S |
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| Molecular Weight | 283.307 |
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| Flash Point | 382.6±35.7 °C |
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| Exact Mass | 283.073914 |
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| PSA | 154.30000 |
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| LogP | -0.91 |
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| Vapour Pressure | 0.0±2.4 mmHg at 25°C |
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| Index of Refraction | 1.930 |
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| InChIKey | SCVJRXQHFJXZFZ-KVQBGUIXSA-N |
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| SMILES | Nc1nc(=S)c2ncn(C3CC(O)C(CO)O3)c2[nH]1 |
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| Storage condition | -20℃ |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- UP0750000
- CHEMICAL NAME :
- 9H-Purine-6(1H)-thione, 2-amino-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-
- CAS REGISTRY NUMBER :
- 789-61-7
- LAST UPDATED :
- 199707
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C10-H13-N5-O3-S
- MOLECULAR WEIGHT :
- 283.34
- WISWESSER LINE NOTATION :
- T56 BN DN FN HNJ GZ ISH D- BT5OTJ CQ DQ E1
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Safety Information
| RIDADR | NONH for all modes of transport |
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| RTECS | UP0750000 |
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Synonyms
| 9H-Purine-6(1H)-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)- |
| 6H-Purine-6-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro- |
| 2-Amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-3,9-dihydro-6H-purine-6-thione |
| 2'-deoxyribo-6-thioguanosine |
| β-THIOGUANIDINE DEOXYRIBOSIDE |
| tgdr |
| 2'-Deoxy-6-thioguanosine |
| 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purine-6-thione |
| 6H-Purine-6-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-3,9-dihydro- |
| Thiodeoxyguanosine |
