I100

5-Iodotubercidin

≥85%, solid

• Synonym(e): 5-Iodtubercidin
• Empirische Formel (Hill-System): C₁₁H₁₃IN₄O₄
• CAS-Nummer: 24386-93-4
• Molekulargewicht: 392.15
• MDL-Nummer: MFCD00055131
• UNSPSC-Code: 12352202
• PubChem Substanz-ID: 329815331
• NACRES: NA.77

Eigenschaften

• Assay: ≥85%
• Form: solid
• Lagertemp.: 2-8°C
• SMILES String: Nc1ncnc2n(cc(I)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
• InChI: 1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1
• InChIKey: WHSIXKUPQCKWBY-IOSLPCCCSA-N

Beschreibung

Allgemeine Beschreibung

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.

solubility: 10 mg/mL in DMSO

Anwendung

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. Wirkung

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.

5-Iodotubercidin increases fatty acid oxidation activity and glycogen synthesis in hepatocytes. 5-Iodotubercidin is also a potent inhibitor of adenosine uptake into brain.

Vorsicht

Solutions may be stored frozen. Use promptly when thawed and protect from exposure to light.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)