01890

Adenosine

• Synonym(s): 9-β-D-Ribofuranosyladenine, Adenine riboside, Adenine-9-β-D-ribofuranoside
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₄
• CAS Number: 58-61-7
• Molecular Weight: 267.24
• Beilstein: 93029
• EC Number: 200-389-9
• MDL number: MFCD00005752
• eCl@ss: 32160413
• PubChem Substance ID: 329747369
• NACRES: NA.77

Properties

• form: powder
• Quality Level: 200
• optical activity: [α]20/D −70±3°, c = 2% in 5% NaOH
• ign. residue: ≤0.1% (as SO₄)
• mp: 234-236 °C (lit.)
• cation traces: 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
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: OIRDTQYFTABQOQ-KQYNXXCUSA-N
• Gene Information: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

Description

Biochem/physiol Actions

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).

Other Notes

Substrate for the assay of adenosine deaminase

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves