(1R,2S,3R,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol

• ChemBase ID: 131490
• Molecular Formular: C11H15N5O3
• Molecular Mass: 265.2685
• Monoisotopic Mass: 265.11748937
• SMILES: c1nc(c2c(n1)n(cn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)CO)N
• Canonical SMILES: OC[C@H]1C[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1
• InChIKey: UGRNVLGKAGREKS-GCXDCGAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,5R)-3-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• IUPAC Traditional name: (1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• Synonyms: 9-(2,3-Dihydroxy-4-[hydroxymethyl]cyclopentyl)adenine; Aristeromycin

Database IDs

• CAS Number: 19186-33-5
• MDL Number: MFCD00078836
• PubChem SID: 162225768; 24890470
• PubChem CID: 65269

CALCULATED PROPERTIES

• Acid pKa: 13.336654
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.278642
• LogD (pH = 7.4): -2.134781
• Log P: -2.132591
• Molar Refractivity: 66.9337 cm^3
• Polarizability: 25.541426 Å^3
• Polar Surface Area: 130.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: GY4250000
• 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 ... ADORA2B(136)rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Product Information

• Purity: ~95%