disodium hydrate {[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate

• ChemBase ID: 137984
• Molecular Formular: C9H16N3Na2O15P3
• Molecular Mass: 545.135263
• Monoisotopic Mass: 544.95896528
• SMILES: c1cn(c(=O)nc1N)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)([O-])OP(=O)(O)[O-])O)O.O.[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)[O-])[O-])O)O[C@H]([C@@H]1O)n1ccc(nc1=O)N.O.[Na+].[Na+]
• InChI: InChI=1S/C9H16N3O14P3.2Na.H2O/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18);;;1H2/q;2*+1;/p-2/t4-,6-,7-,8-;;;/m1.../s1
• InChIKey: IJMSOWKYYIROGP-LLWADOMFSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate {[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate
• IUPAC Traditional name: disodium hydrate [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl hydrogen phosphonatooxyphosphonate
• Synonyms: 5-CTP-Na2; CTP; Cytidine 5′-triphosphate disodium salt hydrate

Database IDs

• CAS Number: 652154-13-7
• MDL Number: MFCD00150809
• Beilstein Number: 3582735
• PubChem SID: 24858304; 162232243; 24888315
• PubChem CID: 16211931

CALCULATED PROPERTIES

• Polarizability: 35.437332 Å^3
• Polar Surface Area: 273.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false
• Acid pKa: 0.9455692
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -10.441421
• LogD (pH = 7.4): -11.174953
• Log P: -4.10738
• Molar Refractivity: 84.9201 cm^3

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless
• Flash Point: 113 °C; 235.4 °F

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: ≥90.0% (HPLC)
• Impurities: ≤12% water; ≤4% solvents of crystallization
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C9H14N3Na2O14P3 · xH2O

DETAILS

Sigma Aldrich - 30320

Packaging
100, 500 mg in poly bottle
Application
Cytidine 5γ-triphosphate (CTP) is used to synthesize RNA by various RNA polymerases. Cytidine 5γ-triphosphate (CTP) is a substrate for CMP-neuNAc synthetase(s) which produce CMP-neuNAc used in sialylation reactions. As a substrate of CTP:phosphocholine cytidylyltransferase(s) (CT), CTP supports the formation of phosphatidylcholine via the formation of CDP-choline.