9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purine-6-thione

• ChemBase ID: 172787
• Molecular Formular: C10H12N4O4S
• Molecular Mass: 284.29168
• Monoisotopic Mass: 284.05792588
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(=S)nc[nH]2)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1[nH]cnc2=S
• InChI: InChI=1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6?,7+,10-/m1/s1
• InChIKey: NKGPJODWTZCHGF-HMEJCUHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purine-6-thione
• IUPAC Traditional name: 9-[(2R,3S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
• Synonyms: 6-Thio-9-β-D-ribofuranoside6-Thioinosine; 6-Mercaptopurine-9-β-D-ribofuranoside

Database IDs

• CAS Number: 574-25-4
• PubChem SID: 164228697
• PubChem CID: 71750017

CALCULATED PROPERTIES

• LogD (pH = 5.5): -1.727786
• LogD (pH = 7.4): -1.8198678
• Log P: -1.7210577
• Molar Refractivity: 68.8893 cm^3
• Polarizability: 26.570948 Å^3
• Polar Surface Area: 112.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 7.971426
• H Acceptors: 7
• H Donor: 4

PROPERTIES

Physical Property

• Solubility: DMSO; Hot Ethanol; Hot Water
• Apperance: Crystalline Solid
• Melting Point: 221-223°C dec.

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Store in Cool Dry Place

DETAILS

Toronto Research Chemicals - M257125

A substrate for adenosine deaminase.

REFERENCES

• Mol. Pharmacol., 2, 574 (1966)