5-Iodotubercidin
SIGMA/I100 - ≥85%, solid
Synonym: 4-Amino-5-iodo-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine; 5-Iodotubericidin; 7-
CAS Number: 24386-93-4
Empirical Formula (Hill Notation): C11H13IN4O4
Molecular Weight: 392.15
MDL Number: MFCD00055131
Linear Formula: C11H13IN4O4
Product Type: Chemical
| assay | ≥85% |
| form | solid |
| InChI | 1S/C11H13IN4O4/c12-4-1-16 |
| InChI key | WHSIXKUPQCKWBY-IOSLPCCCSA |
| Quality Level | 100  |
| SMILES string | Nc1ncnc2n(cc(I)c12)[C@@H] |
| storage temp. | 2-8°C |
| Application: | 5-Iodotubercidin has been used for the inhibition of retinoblastoma cells, astroglial cultures and for the inhibition of adenosine kinase in human umbilical vein endothelial cells (HUVECs). |
| Biochem/physiol Actions: | 5-Iodotubercidin increases fatty acid oxidation activity and glycogen synthesis in hepatocytes. 5-Iodotubercidin is also a potent inhibitor of adenosine uptake into brain. |
| Biochem/physiol Actions: | Potent inhibitor of adenosine uptake into brain, and of adenosine kinase and subsequent metabolism of adenine nucleotides. In cultured rat hepatocytes, 5-iodotubercidin inhibits both acetyl-CoA carboxylase and de novo synthesis of fatty acids and cholesterol. |
| Disclaimer: | Solutions may be stored frozen. Use promptly when thawed and protect from exposure to light. |
| General description: | 5-Iodotubercidin is a purine and modulates cellular adenosine levels by inhibiting the functionality of adenosine kinase. It is an activator for p53 and favors tumor suppression and may serve as a potential chemotherapeutic agent. 5-Iodotubercidin mediated blockade of adenosine to adenosine monophosphate (AMP) conversion results in alleviating antinociceptive effect of AMP. 5-Iodotubercidin is under clinical trial testing for treating epilepsy. |
| General description: | solubility: 10 mg/mL in DMSO |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥85% |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352202 |