(2R,3R,4S,5R)-2-(2-amino-6-sulfanyl-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol hydrate

• ChemBase ID: 146813
• Molecular Formular: C10H15N5O5S
• Molecular Mass: 317.3216
• Monoisotopic Mass: 317.07938961
• SMILES: c1nc2c(n1[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)nc(nc2S)N.O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(N)nc2S.O
• InChI: InChI=1S/C10H13N5O4S.H2O/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9;/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20);1H2/t3-,5-,6-,9-;/m1./s1
• InChIKey: CEMWFPKZUAKCRS-GWTDSMLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(2-amino-6-sulfanyl-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol hydrate
• IUPAC Traditional name: (2R,3R,4S,5R)-2-(2-amino-6-sulfanylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol hydrate
• Synonyms: Thioguanosine; (-)-2-Amino-6-mercaptopurine riboside hydrate; 6-硫基鸟嘌呤; 6-巯基鸟嘌呤核苷 水合物

Database IDs

• CAS Number: 345909-25-3
• EC Number: 201-597-2
• MDL Number: MFCD00149353
• PubChem SID: 24888462; 162241005
• PubChem CID: 6419960

CALCULATED PROPERTIES

• Acid pKa: 7.4658365
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.3234788
• LogD (pH = 7.4): -1.574565
• Log P: -1.3189707
• Molar Refractivity: 71.1514 cm^3
• Polarizability: 27.609694 Å^3
• Polar Surface Area: 139.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 230-231 °C (dec.)(lit.)
• Optical Rotation: [α]22/D -69.9°, c = 1.3 in 0.1 M NaOH

Safety Information

• RTECS: UP0200000
• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C10H13N5O4S · xH2O

DETAILS

Sigma Aldrich - 858412

Packaging
1 g in glass bottle
250 mg in glass bottle