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

• ChemBase ID: 295198
• Molecular Formular: C10H13N5O5
• Molecular Mass: 283.24072
• Monoisotopic Mass: 283.09166854
• SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]1C(C([C@H](O1)CO)O)O)N
• Canonical SMILES: OC[C@H]1O[C@H](C(C1O)O)n1cnc2c1nc(N)[nH]c2=O
• InChI: InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5?,6?,9-/m1/s1
• InChIKey: NYHBQMYGNKIUIF-VKJDSPIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
• IUPAC Traditional name: 2-amino-9-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• Synonyms: Guanosine; 鸟苷

Database IDs

• CAS Number: 118-00-3
• EC Number: 204-227-8
• MDL Number: MFCD00010182
• Beilstein Number: 625911
• Merck Index: 144566
• PubChem SID: 180680729
• PubChem CID: 49773820

CALCULATED PROPERTIES

• Polar Surface Area: 155.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 10.155725
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.7063062
• LogD (pH = 7.4): -2.7068908
• Log P: -2.7062182
• Molar Refractivity: 64.6211 cm^3
• Polarizability: 24.328236 Å^3

PROPERTIES

Physical Property

• Melting Point: ca 250°C dec.
• Optical Rotation: -72 (c=1.5 in 0.1N NaOH)

Safety Information

• RTECS: MF8750000
• TSCA Listed: 是

Product Information

• Purity: 98+%