(2R,3R,4S,5R)-2-[6-(cyclohexylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 103974
• Molecular Formular: C16H23N5O4
• Molecular Mass: 349.38492
• Monoisotopic Mass: 349.17500424
• SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c1ncnc2NC1CCCCC1
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NC1CCCCC1
• InChI: InChI=1S/C16H23N5O4/c22-6-10-12(23)13(24)16(25-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-1-3-5-9/h7-10,12-13,16,22-24H,1-6H2,(H,17,18,20)/t10-,12-,13-,16-/m1/s1
• InChIKey: SZBULDQSDUXAPJ-XNIJJKJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-[6-(cyclohexylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-[6-(cyclohexylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: N6-Cyclohexyladenosine; CHA; N^6-CYCLOHEXYLADENOSINE; (2R,3R,4S,5R)-2-(6-(Cyclohexylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Database IDs

• CAS Number: 36396-99-3
• MDL Number: MFCD00036808
• PubChem SID: 162090737; 24278351
• PubChem CID: 9841284

CALCULATED PROPERTIES

• Acid pKa: 12.45399
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.07666293
• LogD (pH = 7.4): 0.00879816
• Log P: 0.010010742
• Molar Refractivity: 89.7032 cm^3
• Polarizability: 34.77832 Å^3
• Polar Surface Area: 125.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADORA1(134)rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Product Information

• Purity: 95+%

DETAILS

Sigma Aldrich - C9901

Biochem/physiol Actions
Selective A1 adenosine receptor agonist.