(2H3)methoxysulfonic acid; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-(2H3)methyl-1,2,3,4-tetrahydropyrimidin-2-one

• ChemBase ID: 173495
• Molecular Formular: C11H19N3O9S
• Molecular Mass: 369.34826
• Monoisotopic Mass: 369.0842002
• SMILES: S(=O)(=O)(O)OC.n1([C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)ccc(=N)n(c1=O)C
• Canonical SMILES: COS(=O)(=O)O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=N)n(c1=O)C
• InChI: InChI=1S/C10H15N3O5.CH4O4S/c1-12-6(11)2-3-13(10(12)17)9-8(16)7(15)5(4-14)18-9;1-5-6(2,3)4/h2-3,5,7-9,11,14-16H,4H2,1H3;1H3,(H,2,3,4)/t5-,7-,8-,9-;/m1./s1
• InChIKey: MGSZKGKDQZQWAQ-BKZSBQMKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (^2H₃)methoxysulfonic acid; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-(^2H₃)methyl-1,2,3,4-tetrahydropyrimidin-2-one
• IUPAC Traditional name: (^2H₃)methoxysulfonic acid; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-imino-3-(^2H₃)methylpyrimidin-2-one
• Synonyms: 3-(Methyl-d3)cytidine Mono(Methyl-d3 Sulfate) Salt; 3-Methyl Cytidine-d3 Methosulfate-d3

Database IDs

• PubChem SID: 164229405
• PubChem CID: 71750266

CALCULATED PROPERTIES

• Acid pKa: 12.553833
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.8446519
• LogD (pH = 7.4): -1.8173999
• Log P: -1.8170379
• Molar Refractivity: 69.9343 cm^3
• Polarizability: 23.29661 Å^3
• Polar Surface Area: 117.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 238-240°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M294672

Labelled Cytidine derivative.

REFERENCES

• Ueda, T., et al.: Chem. Pharmaceut. Bull., 22, 2377 (1974)