4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one

• ChemBase ID: 131471
• Molecular Formular: C10H15N3O4
• Molecular Mass: 241.2438
• Monoisotopic Mass: 241.10625598
• SMILES: Cc1cn(c(=O)nc1N)[C@H]1C[C@@H]([C@H](O1)CO)O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1cc(C)c(nc1=O)N
• InChI: InChI=1S/C10H15N3O4/c1-5-3-13(10(16)12-9(5)11)8-2-6(15)7(4-14)17-8/h3,6-8,14-15H,2,4H2,1H3,(H2,11,12,16)/t6-,7+,8+/m0/s1
• InChIKey: LUCHPKXVUGJYGU-XLPZGREQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 5-methyldeoxycytidine
• Synonyms: 5-Methyl-2′-deoxycytidine; 4-Amino-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidin-2(1H)-one; 5-甲基-2′-脱氧胞苷

Database IDs

• CAS Number: 838-07-3
• EC Number: 212-655-1
• MDL Number: MFCD00006549
• PubChem SID: 162225749
• PubChem CID: 440055

CALCULATED PROPERTIES

• Acid pKa: 13.894901
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5013329
• LogD (pH = 7.4): -1.501329
• Log P: -1.5013287
• Molar Refractivity: 57.3912 cm^3
• Polarizability: 22.602726 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 217-219 °C(lit.)
• Optical Rotation: [α]25/D +63°, c = 1 in 1 M NaOH

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: 98%; 99%
• Empirical Formula (Hill Notation): C10H15N3O4