01890

Adenosine

• Sinônimo(s): 9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
• Fórmula empírica (Notação de Hill): C₁₀H₁₃N₅O₄
• Número CAS: 58-61-7
• Peso molecular: 267.24
• Beilstein: 93029
• Número CE: 200-389-9
• Número MDL: MFCD00005752
• Código UNSPSC: 12352200
• eCl@ss: 32160413
• ID de substância PubChem: 329747369
• NACRES: NA.77

Propriedades

• Formulário: powder
• Nível de qualidade: 200
• atividade óptica: [α]20/D −70±3°, c = 2% in 5% NaOH
• resíduo de ignição: ≤0.1% (as SO₄)
• pf: 234-236 °C (lit.)
• traços de cátion: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; Mg: ≤20 mg/kg; Mn: ≤5 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
• InChI: 1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
• chave InChI: OIRDTQYFTABQOQ-KQYNXXCUSA-N
• Informações sobre genes: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

Descrição

Descrição geral

Adenosine is a purine nucleoside base. It consists of adenine bound to a ribose sugar molecule via a glycosidic bond. Adenosine is found intracellularly and extracellularly in living cells. It acts as a precursor and as a metabolite of adenine nucleotides. In all living organisms, adenosine acts as an essential structural factor for adenosinetriphosphate (ATP), adenosine diphosphate (ADP), and cyclic adenosine monophosphate (cAMP), thereby playing an important role in energy transfer. Adenosine plays a crucial role in the central nervous system, endocrine system, inflammatory and immune response, and cardiovascular system. It is an important endogenous modulator of kidney function, lung function, pain, and sleep via the activation of adenosine receptors.

Aplicação

Adenosine has been used as a standard to determine the adenosine content in whole heart samples from mice.

Ações bioquímicas/fisiológicas

Endogenous neurotransmitter at adenosine receptors. Cardioprotective effects may relate to activation of A₁ adenosine receptors. The antiplatelet and anti−inflammatory actions of adenosine appear to be mediated via the A₂ adenosine receptor. In contrast, adenosine appears to be a pro-inflammatory mediator in asthma and chronic obstructive pulmonary disease (COPD).

Outras notas

Substrate for the assay of adenosine deaminase

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)