2-amino(4,5-13C2,7-15N)-9H-purine-6-thiol

• ChemBase ID: 160223
• Molecular Formular: C5H5N5S
• Molecular Mass: 170.17041857
• Monoisotopic Mass: 170.03031075
• SMILES: c1(nc([13c]2[13c](n1)[nH]c[15n]2)S)N
• Canonical SMILES: Nc1nc(S)[13c]2[13c](n1)[nH]c[15n]2
• InChI: InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)/i2+1,3+1,7+1
• InChIKey: WYWHKKSPHMUBEB-QZTPXDJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino(4,5-^1^3C₂,7-^1^5N)-9H-purine-6-thiol
• IUPAC Traditional name: 2-amino(4,5-^1^3C₂,7-^1^5N)-9H-purine-6-thiol
• Synonyms: 2-Amino-1,7(9)-dihydro-purine-6-thione-13C2,15N; Tioguanine-13C2,15N; 6-Thioguanine-13C2,15N; 2-Amino-9H-purine-6-thiol-13C2,15N; 2-Amino-6-mercaptopurine-13C2,15N

Database IDs

• PubChem SID: 162254358
• PubChem CID: 71313288

CALCULATED PROPERTIES

• Acid pKa: 7.43406
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.23611006
• LogD (pH = 7.4): -0.028956495
• Log P: 0.24098048
• Molar Refractivity: 44.5551 cm^3
• Polarizability: 16.427376 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Tan Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A611832

A labelled Tioguanine. The compound produced dose-dependent inhibition of stimulated expression of TRAIL protein.

REFERENCES

• Thomas, C.W., et al.: J. Pharmacol. Exp. Ther., 312, 537 (2005)