trisodium dihydrate [(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (phosphonatooxy)phosphonate

• ChemBase ID: 156745
• Molecular Formular: C9H16N3Na3O13P2
• Molecular Mass: 505.152472
• Monoisotopic Mass: 504.98514369
• SMILES: c1cn(c(=O)nc1N)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])[O-])O)O.O.O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)([O-])[O-])[O-])O[C@H]([C@@H]1O)n1ccc(nc1=O)N.O.O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C9H15N3O11P2.3Na.2H2O/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18;;;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H2,10,11,15)(H2,16,17,18);;;;2*1H2/q;3*+1;;/p-3/t4-,6-,7-,8-;;;;;/m1...../s1
• InChIKey: YVNWRXHUNCCFOR-GTIFRNKBSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium dihydrate [(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (phosphonatooxy)phosphonate
• IUPAC Traditional name: trisodium dihydrate cytidine 5'-diphosphate
• Synonyms: Cytidine 5′-diphosphate trisodium salt dihydrate

Database IDs

• EC Number: 251-990-8
• MDL Number: MFCD00150999
• PubChem SID: 162250882
• PubChem CID: 71312356

CALCULATED PROPERTIES

• Acid pKa: 1.7790669
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -7.7458944
• LogD (pH = 7.4): -8.376884
• Log P: -3.3428817
• Molar Refractivity: 72.9255 cm^3
• Polarizability: 30.505592 Å^3
• Polar Surface Area: 230.16 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +13±2°, c = 1% in 0.5 M Na2HPO4

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: ≥95.0% (HPLC)
• Linear Formula: CDP-Na3