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

• ChemBase ID: 106072
• Molecular Formular: C9H14N5O15P3
• Molecular Mass: 525.153243
• Monoisotopic Mass: 524.96992466
• SMILES: OC1C(O)C(OC1COP(=O)(O)OP(=O)(O)OP(=O)(O)O)n1cc(N=[N+]=[N-])c(=O)[nH]c1=O
• Canonical SMILES: [N-]=[N+]=Nc1cn(c(=O)[nH]c1=O)C1OC(C(C1O)O)COP(=O)(OP(=O)(OP(=O)(O)O)O)O
• InChI: InChI=1S/C9H14N5O15P3/c10-13-12-3-1-14(9(18)11-7(3)17)8-6(16)5(15)4(27-8)2-26-31(22,23)29-32(24,25)28-30(19,20)21/h1,4-6,8,15-16H,2H2,(H,22,23)(H,24,25)(H,11,17,18)(H2,19,20,21)
• InChIKey: DYVGSULTDVJPTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[5-(5-azido-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[5-(5-azido-2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 5-N₃ UTP; 5-AZIDOURIDINE TRIPHOSPHATE TRIETHYLAMMONIUM SALT

Database IDs

• PubChem SID: 162105903
• PubChem CID: 44134561

CALCULATED PROPERTIES

• Acid pKa: 0.8952791
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -10.136392
• LogD (pH = 7.4): -10.879282
• Log P: -3.339184
• Molar Refractivity: 93.4442 cm^3
• Polarizability: 37.59156 Å^3
• Polar Surface Area: 288.35 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02198914

Triethylammonium salt solution in absolute methanol.
Substitutes for UTP in RNA synthesis.
λ_max =288 at pH 7.0, ε7600