{[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl]oxy}phosphonic acid amine hydrate

• ChemBase ID: 131724
• Molecular Formular: C10H20N3O9P
• Molecular Mass: 357.254261
• Monoisotopic Mass: 357.09371587
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1C[C@@H]([C@H](O1)CO)OP(=O)(O)O.N.O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1OP(=O)(O)O)n1cc(C)c(=O)[nH]c1=O.N.O
• InChI: InChI=1S/C10H15N2O8P.H3N.H2O/c1-5-3-12(10(15)11-9(5)14)8-2-6(7(4-13)19-8)20-21(16,17)18;;/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18);1H3;1H2/t6-,7+,8+;;/m0../s1
• InChIKey: AWIYUQSEPILHQT-ZJWYQBPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-3-yl]oxy}phosphonic acid amine hydrate
• IUPAC Traditional name: amine hydrate thymidine 3'-monophosphate
• Synonyms: Thymidine 3′-monophosphate ammonium salt hydrate

Database IDs

• CAS Number: 2642-43-5
• MDL Number: MFCD11045950
• PubChem SID: 162226001; 24900491
• PubChem CID: 16220054

CALCULATED PROPERTIES

• Acid pKa: 1.093422
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -3.707486
• LogD (pH = 7.4): -4.8867335
• Log P: -1.2426196
• Molar Refractivity: 66.2849 cm^3
• Polarizability: 26.567314 Å^3
• Polar Surface Area: 145.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ~99% (HPLC)

DETAILS

Sigma Aldrich - T8018

Preparation Note
Enzymatically prepared.