{[hydroxy({[hydroxy({[(2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid

• ChemBase ID: 178599
• Molecular Formular: C10H17N2O14P3
• Molecular Mass: 482.168263
• Monoisotopic Mass: 481.98926312
• SMILES: [C@H]1(C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)O)O)O)n1c(=O)[nH]c(=O)c(c1)C)O
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)O)O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7-,8-/m1/s1
• InChIKey: NHVNXKFIZYSCEB-BWZBUEFSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({[hydroxy({[(2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: [hydroxy({hydroxy[(2R,3R,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid
• Synonyms: Thymidine 5'-(Tetrahydrogen Triphosphate) Sodium Salt; Thymidine 5'-Triphosphate Sodium Salt

Database IDs

• CAS Number: 18423-43-3
• PubChem SID: 164234509
• PubChem CID: 9934943

CALCULATED PROPERTIES

• Acid pKa: 0.8952836
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -8.763006
• LogD (pH = 7.4): -9.497667
• Log P: -2.0862167
• Molar Refractivity: 88.0307 cm^3
• Polarizability: 36.15249 Å^3
• Polar Surface Area: 238.69 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T410010

A metabolite of Thymidine (T412000). Also, a Thymidine (T412000) analogue as phosphate donor.

REFERENCES

• Lyu, B., et al.: Anal. Biochem., 220, 410 (1994)