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

• ChemBase ID: 151729
• Molecular Formular: C9H15N3O5
• Molecular Mass: 245.2325
• Monoisotopic Mass: 245.1011706
• SMILES: c1cn(c(=O)nc1N)[C@H]1C[C@@H]([C@H](O1)CO)O.O
• Canonical SMILES: OC[C@H]1O[C@H](C[C@@H]1O)n1ccc(nc1=O)N.O
• InChI: InChI=1S/C9H13N3O4.H2O/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8;/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15);1H2/t5-,6+,8+;/m0./s1
• InChIKey: HXBGOHZLZCFWLH-OERIEOFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one hydrate
• IUPAC Traditional name: 2'-deoxycytidine hydrate
• Synonyms: 2′-Deoxycytidine hydrate; 2′-脱氧胞苷 水合物

Database IDs

• CAS Number: 652157-52-3
• EC Number: 213-454-1
• MDL Number: MFCD00149429
• Beilstein Number: 87567
• PubChem SID: 24888364; 162245879
• PubChem CID: 2724355

CALCULATED PROPERTIES

• Acid pKa: 13.894901
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.896882
• LogD (pH = 7.4): -1.8968794
• Log P: -1.8968792
• Molar Refractivity: 53.0341 cm^3
• Polarizability: 20.786694 Å^3
• Polar Surface Area: 108.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 209-211 °C(lit.)
• Optical Rotation: [α]25/D +54°, c = 2 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99%
• Empirical Formula (Hill Notation): C9H13N3O4 · xH2O

DETAILS

Sigma Aldrich - 854980

Packaging
1, 5 g in glass bottle