2-amino-8-bromo-9-[(2R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

• ChemBase ID: 131080
• Molecular Formular: C10H12BrN5O5
• Molecular Mass: 362.13678
• Monoisotopic Mass: 361.00218051
• SMILES: C(C1C(C([C@@H](O1)n1c2c(c(=O)[nH]c(n2)N)nc1Br)O)O)O
• Canonical SMILES: OCC1O[C@H](C(C1O)O)n1c(Br)nc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H12BrN5O5/c11-9-13-3-6(14-10(12)15-7(3)20)16(9)8-5(19)4(18)2(1-17)21-8/h2,4-5,8,17-19H,1H2,(H3,12,14,15,20)/t2?,4?,5?,8-/m1/s1
• InChIKey: ASUCSHXLTWZYBA-RMAPPFHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-8-bromo-9-[(2R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-8-bromo-9-[(2R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• Synonyms: 2-Amino-8-bromo-6-hydroxypurine riboside; 8-Bromoguanosine

Database IDs

• CAS Number: 4016-63-1
• EC Number: 223-677-6
• MDL Number: MFCD00037985
• PubChem SID: 24891618; 162225358
• PubChem CID: 16219012

CALCULATED PROPERTIES

• Acid pKa: 10.114233
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.6421795
• LogD (pH = 7.4): -1.642893
• Log P: -1.6421511
• Molar Refractivity: 72.2459 cm^3
• Polarizability: 27.512737 Å^3
• Polar Surface Area: 155.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99% (TLC)