disodium 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-({[hydroxy({[hydroxy(phosphonatooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 165886
• Molecular Formular: C9H14N3Na2O13P3
• Molecular Mass: 511.120583
• Monoisotopic Mass: 510.95348598
• SMILES: [C@@H]1(C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)([O-])[O-])O)O)n1c(=O)nc(cc1)N)O.[Na+].[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)([O-])[O-])O)O)n1ccc(nc1=O)N.[Na+].[Na+]
• InChI: InChI=1S/C9H16N3O13P3.2Na/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17;;/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17);;/q;2*+1/p-2/t5-,6+,8+;;/m0../s1
• InChIKey: ABWVCNMFYVEBIB-CDNBRZBRSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-({[hydroxy({[hydroxy(phosphonatooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: disodium 4-amino-1-[(2R,4S,5R)-4-hydroxy-5-[({hydroxy[hydroxy(phosphonatooxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-2-yl]pyrimidin-2-one
• Synonyms: 2'-Deoxycytidine 5'-(Tetrahydrogen Triphosphate) Disodium Salt; 2'-DeoxyCTP Disodium; 2'-Deoxycytidine 5'-Triphosphate Disodium; 5'-DCTP Disodium; Deoxy-5'-CTP Disodium; Deoxy-CTP Disodium; Deoxycytidine 5'-Triphosphate Disodium; Deoxycytidine Triphosphate Sodium; dCTP Disodium; 2'-Deoxycytidine 5'-Triphosphate Disodium Salt

Database IDs

• CAS Number: 102783-51-7
• PubChem SID: 162260019
• PubChem CID: 71315439

CALCULATED PROPERTIES

• Acid pKa: 0.9959305
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -9.540732
• LogD (pH = 7.4): -10.274312
• Log P: -3.2952244
• Molar Refractivity: 83.4094 cm^3
• Polarizability: 34.69325 Å^3
• Polar Surface Area: 253.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D232640

A metabolite of 2’-Deoxycytidine. A nucleoside triphosphate that is used whenever DNA is synthesized, such as in the polymerase chain reaction.

REFERENCES

• Guittet, O., et al.: J. Biol. Chem., 276, 40647 (2001)
• Hakansson, P., et al.: J. Biol. Chem., 281, 7834 (2001)
• Rampazzo, C., et al.: Mutat. Res., 703, 2 (2001)