sodium [(2R,3S,5R)-3-{[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy}-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate

• ChemBase ID: 132565
• Molecular Formular: C20H27N4NaO15P2
• Molecular Mass: 648.383472
• Monoisotopic Mass: 648.08458373
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)[O-])n1cc(c(=O)[nH]c1=O)C)O.[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)[O-])n1cc(C)c(=O)[nH]c1=O)O)n1cc(C)c(=O)[nH]c1=O.[Na+]
• InChI: InChI=1S/C20H28N4O15P2.Na/c1-9-5-23(19(28)21-17(9)26)15-3-11(25)13(37-15)7-36-41(33,34)39-12-4-16(38-14(12)8-35-40(30,31)32)24-6-10(2)18(27)22-20(24)29;/h5-6,11-16,25H,3-4,7-8H2,1-2H3,(H,33,34)(H,21,26,28)(H,22,27,29)(H2,30,31,32);/q;+1/p-1/t11-,12-,13+,14+,15+,16+;/m0./s1
• InChIKey: DHARCCXVEUOMEO-JQQQFMHGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium [(2R,3S,5R)-3-{[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy}-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate
• IUPAC Traditional name: sodium [(2R,3S,5R)-3-({hydroxy[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy)-5-(5-methyl-2,4-dioxo-3H-pyrimidin-1-yl)oxolan-2-yl]methyl hydrogen phosphate
• Synonyms: d(pT)2; Oligothymidylic acid d(pT)2 sodium salt

Database IDs

• CAS Number: 159002-33-2
• MDL Number: MFCD00284028
• PubChem SID: 24898010; 162226842
• PubChem CID: 23702144

CALCULATED PROPERTIES

• Acid pKa: 1.1374998
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -6.3832197
• LogD (pH = 7.4): -7.4936466
• Log P: -1.5887015
• Molar Refractivity: 127.6691 cm^3
• Polarizability: 51.833733 Å^3
• Polar Surface Area: 262.86 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)

DETAILS

Sigma Aldrich - O5133

Unit Definition
One A265 unit = approx. 20 μg oligonucleotide