CAS 19286-37-4

6-Amino-5-beta-D-glucopyranosyloxyuracil

Description:

6-Amino-5-beta-D-glucopyranosyloxyuracil, with the CAS number 19286-37-4, is a nucleoside analog that features a uracil base linked to a glucopyranosyl moiety through an ether bond. This compound is characterized by the presence of an amino group at the 6-position of the uracil ring, which enhances its biological activity. The glucopyranosyl group contributes to its solubility and stability in biological systems. This compound is of interest in medicinal chemistry and biochemistry due to its potential applications in antiviral and anticancer therapies, as it may interfere with nucleic acid synthesis. Its structural features allow it to mimic natural nucleosides, which can lead to incorporation into RNA or DNA, potentially disrupting normal cellular processes. The compound's properties, such as solubility, stability, and reactivity, are influenced by its functional groups and the presence of the sugar moiety, making it a subject of study for drug development and therapeutic applications.

Formula: C₁₀H₁₅N₃O₈

InChI: InChI=1/C10H15N3O8/c11-7-6(8(18)13-10(19)12-7)21-9-5(17)4(16)3(15)2(1-14)20-9/h2-5,9,14-17H,1H2,(H4,11,12,13,18,19)/t2-,3-,4+,5-,9+/m1/s1

InChI key: InChIKey=JJWYIMQKLTVAGZ-SYCVNHKBSA-N

SMILES: O(C1=C(N)NC(=O)NC1=O)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O

Synonyms:

• 2,4(1H,3H)-Pyrimidinedione, 6-amino-5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-
• 6-Amino-5-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-2,4(1H,3H)-pyrimidinedione
• 6-amino-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl beta-D-glucopyranoside
• Convicine
• 2,4(1H,3H)-Pyrimidinedione, 6-amino-5-(β-D-glucopyranosyloxy)-
• 6-Amino-5-(β-D-glucopyranosyloxy)-2,4(1H,3H)-pyrimidinedione
• 6-Amino-5-(β-D-glucopyranosyloxy)-2,4-1H,3H-pyrimidinedione
• 6-Amino-5-beta-D-glucopyranosyloxyuracil

Convicine

CAS: 19286-37-4

Formula: C₁₀H₁₅N₃O₈

Molecular weight: 305.24

Ref: 4Z-C-465001

Convicine-15N2,13C

CAS: 19286-37-4

Stability Hygroscopic
Applications Convicine 15N,13C is an isotope labelled form of Convicine (C685095).
References Rizzello, C. G., et al.: Sci. Rep., 6, 32452 (2016); Pulkkinen, M., et al.: Food Chem., 212, 10-19 (2016); McNulty, J., et al.: Bioorg. Med. Chem. Lett., 24, 4586 (2014)

Formula: CC₉H₁₅₁₅N₂NO₈

Color and Shape: Light Brown

Molecular weight: 308.221

Ref: TR-C685097

Convicine

CAS: 19286-37-4

Formula: C₁₀H₁₅N₃O₈

Color and Shape: Light Brown

Molecular weight: 305.24

Ref: TR-C685095

Convicine

CAS: 19286-37-4

Convicine is a research tool that is used to study the interactions between ligands and receptors. It inhibits ion channels, which are membrane proteins that allow ions to pass through cell membranes. Convicine inhibits the extracellular calcium-activated chloride channel (ClC-2) by binding to the extracellular domain of ClC-2 and blocking its activity. This inhibition prevents the release of chloride ions, which leads to an increase in intracellular calcium levels.

Formula: C₁₀H₁₅N₃O₈

Purity: Min. 95%

Molecular weight: 305.24 g/mol

Ref: 3D-UAA28637