4-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 295154
• Molecular Formular: C9H13N3O5
• Molecular Mass: 243.21662
• Monoisotopic Mass: 243.08552053
• SMILES: c1cn(c(=O)nc1N)[C@H]1C(C([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H](C(C1O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6?,7?,8-/m1/s1
• InChIKey: UHDGCWIWMRVCDJ-AYZDMWBASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 4-amino-1-[(2R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• Synonyms: Cytidine; 胞嘧啶核苷

Database IDs

• CAS Number: 65-46-3
• EC Number: 200-610-9
• MDL Number: MFCD00006545
• Beilstein Number: 89173
• Merck Index: 142786
• PubChem SID: 180680685
• PubChem CID: 24729357

CALCULATED PROPERTIES

• Acid pKa: 12.553241
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.7975185
• LogD (pH = 7.4): -2.7975204
• Log P: -2.7975173
• Molar Refractivity: 54.5448 cm^3
• Polarizability: 21.48729 Å^3
• Polar Surface Area: 128.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 215°C dec.
• Optical Rotation: +29 (c=9 in water)

Safety Information

• Storage Warning: Hygroscopic
• RTECS: UW7370000
• TSCA Listed: 是

Product Information

• Purity: 99%