disodium methane [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl phosphate

• ChemBase ID: 178605
• Molecular Formular: C11H17N2Na2O8P
• Molecular Mass: 382.214581
• Monoisotopic Mass: 382.05179071
• SMILES: C.[C@@H]1(C[C@@H](O[C@@H]1COP(=O)([O-])[O-])n1c(=O)[nH]c(=O)c(c1)C)O.[Na+].[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)([O-])[O-])n1cc(C)c(=O)[nH]c1=O.C.[Na+].[Na+]
• InChI: InChI=1S/C10H15N2O8P.CH4.2Na/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18;;;/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18);1H4;;/q;;2*+1/p-2/t6-,7+,8+;;;/m0.../s1
• InChIKey: QLNMXYJOWVPHLI-SPSULGLQSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium methane [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium methane thymidine 5'-monophosphate
• Synonyms: 5'-Thymidylic Acid Disodium Salt Hydrate; Disodium 5'-dTMP Hydrate; Disodium TMP Hydrate; Thymidine 5'-Monophosphate Disodium Salt Hydrate

Database IDs

• PubChem SID: 164234515
• PubChem CID: 71752553

CALCULATED PROPERTIES

• Acid pKa: 1.2327578
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -3.682989
• LogD (pH = 7.4): -4.7672625
• Log P: -1.2426196
• Molar Refractivity: 64.0415 cm^3
• Polarizability: 26.3301 Å^3
• Polar Surface Area: 151.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T412015

A nucleoside monophosphate derived from phosphorylation of Thymidine (T412000). It is converted to Thymidine diphosphate by Thymidylate kinase (TMPK), a nucleoside monophosphate kinase. A constituent of Deoxyribonucleic Acid.

REFERENCES

• Van de Vorst, A. et al.: Biochim. Biophys. Acta Nucleic Acids Protein Synth., 238, 417 (1971)