N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide

• ChemBase ID: 146499
• Molecular Formular: C16H17N3O6
• Molecular Mass: 347.32268
• Monoisotopic Mass: 347.11173528
• SMILES: c1ccc(cc1)C(=O)Nc1ccn(c(=O)n1)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)NC(=O)c1ccccc1
• InChI: InChI=1S/C16H17N3O6/c20-8-10-12(21)13(22)15(25-10)19-7-6-11(18-16(19)24)17-14(23)9-4-2-1-3-5-9/h1-7,10,12-13,15,20-22H,8H2,(H,17,18,23,24)/t10-,12-,13-,15-/m1/s1
• InChIKey: BNXBRFDWSPXODM-BPGGGUHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}benzamide
• IUPAC Traditional name: cytidine, N-benzoyl-
• Synonyms: N4-Benzoylcytidine; N4-苯甲酰胞苷

Database IDs

• CAS Number: 13089-48-0
• MDL Number: MFCD00010572
• PubChem SID: 24859567; 162240694
• PubChem CID: 10066259

CALCULATED PROPERTIES

• Acid pKa: 12.403895
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.0119013
• LogD (pH = 7.4): -1.0119053
• Log P: -1.0119013
• Molar Refractivity: 84.6591 cm^3
• Polarizability: 32.692543 Å^3
• Polar Surface Area: 131.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 230-234 °C (dec.)(lit.)
• Optical Rotation: [α]27/D +55°, c = 0.1 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C16H17N3O6

DETAILS

Sigma Aldrich - 326151

Packaging
1 g in glass bottle