trisodium [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl (phosphonatooxy)phosphonate

• ChemBase ID: 132405
• Molecular Formular: C10H13N2Na3O11P2
• Molecular Mass: 468.133852
• Monoisotopic Mass: 467.96876535
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1C[C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])[O-])O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)([O-])[O-])[O-])n1cc(C)c(=O)[nH]c1=O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C10H16N2O11P2.3Na/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(22-8)4-21-25(19,20)23-24(16,17)18;;;/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,11,14,15)(H2,16,17,18);;;/q;3*+1/p-3/t6-,7+,8+;;;/m0.../s1
• InChIKey: HBYPEEZBYHQLDM-SPSULGLQSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl (phosphonatooxy)phosphonate
• IUPAC Traditional name: trisodium thymidine 5'-diphosphate
• Synonyms: Thymidine 5′-diphosphate sodium salt

Database IDs

• CAS Number: 108322-12-9
• EC Number: 306-019-3
• MDL Number: MFCD00084748
• PubChem SID: 24889203; 162226682; 24900593
• PubChem CID: 16218725

CALCULATED PROPERTIES

• Acid pKa: 1.7717481
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -6.06748
• LogD (pH = 7.4): -6.6995983
• Log P: -1.6644181
• Molar Refractivity: 73.7927 cm^3
• Polarizability: 30.988914 Å^3
• Polar Surface Area: 200.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H371
• GHS Precautionary statements: P260
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC); ≥96% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C10H16N2O11P2 · xNa+

DETAILS

Sigma Aldrich - 89282

Application
Thymidine ′-diphosphate (dTDP) may be used to study the distribution and kinetics of various nucleoside diphosphate kinases and dTDP specific nucleoside diphosphate kinases.