trilithium(1+) ion (hydrogen phosphonatooxy)({[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl phosphonato}oxy)phosphinate

• ChemBase ID: 131904
• Molecular Formular: C10H14Li3N2O13P3
• Molecular Mass: 483.968043
• Monoisotopic Mass: 484.01888706
• SMILES: [Li+].[Li+].[Li+].Cc1cn(c(=O)[nH]c1=O)[C@H]1CC[C@H](O1)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-]
• Canonical SMILES: O=c1[nH]c(=O)n(cc1C)[C@H]1CC[C@H](O1)COP(=O)(OP(=O)(OP(=O)(O)[O-])[O-])[O-].[Li+].[Li+].[Li+]
• InChI: InChI=1S/C10H17N2O13P3.3Li/c1-6-4-12(10(14)11-9(6)13)8-3-2-7(23-8)5-22-27(18,19)25-28(20,21)24-26(15,16)17;;;/h4,7-8H,2-3,5H2,1H3,(H,18,19)(H,20,21)(H,11,13,14)(H2,15,16,17);;;/q;3*+1/p-3/t7-,8+;;;/m0.../s1
• InChIKey: FBBUAOHRFHGJHY-WCZHJHOJSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trilithium(1+) ion (hydrogen phosphonatooxy)({[(2S,5R)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl phosphonato}oxy)phosphinate
• IUPAC Traditional name: trilithium(1+) ion hydrogen phosphonatooxy({[(2S,5R)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methyl phosphonato}oxy)phosphinate
• Synonyms: 2′,3′-Dideoxythymidine 5′-triphosphate trilithium salt; dTTP Li3; ddTTP-Li3; 3′-Deoxythymidine 5′-triphosphate trilithium salt

Database IDs

• CAS Number: 93939-78-7
• EC Number: 300-368-5
• MDL Number: MFCD00066542
• PubChem SID: 24893936; 162226181
• PubChem CID: 16219256

CALCULATED PROPERTIES

• Acid pKa: 0.89533997
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -8.054086
• LogD (pH = 7.4): -8.789008
• Log P: -1.3775638
• Molar Refractivity: 83.8717 cm^3
• Polarizability: 35.051598 Å^3
• Polar Surface Area: 226.95 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Storage Temperature: -20°C

Product Information

• Shipped in: dry ice

DETAILS

Sigma Aldrich - D5288

Biochem/physiol Actions
Inhibitor of DNA polymerase I - catalyzed chain elongation