CAS 50868-58-1

N-(2-hydroxybenzyl)adenosine

Description:

N-(2-hydroxybenzyl)adenosine, with the CAS number 50868-58-1, is a chemical compound that features a purine nucleoside structure, specifically derived from adenosine. This compound is characterized by the presence of a 2-hydroxybenzyl group attached to the nitrogen atom of the adenine moiety. It exhibits properties typical of nucleosides, including potential roles in biochemical processes such as signaling and cellular regulation. The hydroxyl group on the benzyl ring may contribute to its solubility and reactivity, influencing its interactions with biological targets. N-(2-hydroxybenzyl)adenosine may also exhibit antioxidant properties due to the presence of the aromatic hydroxyl group. Its structural features suggest potential applications in pharmacology and biochemistry, particularly in studies related to adenosine receptors and their physiological effects. However, detailed studies on its biological activity, pharmacokinetics, and toxicity are essential for understanding its full potential and safety profile in therapeutic contexts.

Formula: C₁₇H₁₉N₅O₅

InChI: InChI=1S/C17H19N5O5/c23-6-11-13(25)14(26)17(27-11)22-8-21-12-15(19-7-20-16(12)22)18-5-9-3-1-2-4-10(9)24/h1-4,7-8,11,13-14,17,23-26H,5-6H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1

InChI key: InChIKey=URVCVGNFSZHAOA-LSCFUAHRSA-N

SMILES: c1ccc(c(c1)CNc1c2c(ncn1)n(cn2)[C@H]1[C@@H]([C@@H]([C@@H](CO)O1)O)O)O

Synonyms:

• (o-Hydroxybenzyl)adenine riboside
• 6-(2-Hydroxybenzyl)adenosine
• 6-(2-Hydroxybenzyl)aminopurine riboside
• 6-(2-hydroxybenzylamino)-9-beta-D-ribofuranosylpurine
• 6-(o-Hydroxybenzylamino)-9-β-<span class="text-smallcaps">D</span>-ribofuranosylpurine
• Adenosine, N-[(2-hydroxyphenyl)methyl]-
• Cytokinin R
• N-[(2-Hydroxyphenyl)methyl]adenosine
• N⁶-(o-Hydroxybenzyl)adenosine
• Ortho-Topolinα Riboside
• Ortho-topolin riboside

ortho-Topolin Riboside

Controlled Product

CAS: 50868-58-1

Applications ortho-Topolin Riboside can be utilized in biological study where antagonistic roles of abscisic acid and cytokinin including meta-Topolin 9-Glucoside are significantly involved in response to nitrogen depletion which enhances biomass and biofuel productivity.
References Lu, Y., et al.: Plant J., 80, 52-68 (2014)

Formula: C₁₇H₁₉N₅O₅

Color and Shape: Neat

Molecular weight: 373.36

Ref: TR-T540285

o-Topolin riboside

CAS: 50868-58-1

o-Topolin riboside is a hydroxy derivative that can be found in Helleborus niger. It has been shown to have hormone-like effects on the body, and is an endogenous compound that can be found in human blood plasma. The dry weight of H. niger leaves was increased by o-topolin riboside, and it also increased the photosynthetic activity of isolated chloroplasts from wheat leaves. The enzyme immunoassays showed that o-topolin riboside binds to both apical and basal surfaces of excised chloroplasts. This binding inhibits the decomposition of pyridine nucleotides, which are necessary for photosynthesis. The binding also inhibits the degradation of starch and glycogen, leading to an increase in carbon dioxide fixation rates.

Formula: C₁₇H₁₉N₅O₅

Purity: Min. 95%

Color and Shape: White to off-white solid.

Molecular weight: 373.36 g/mol

Ref: 3D-NT30288