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

• ChemBase ID: 133338
• Molecular Formular: C9H14N3Na2O13P3
• Molecular Mass: 511.120583
• Monoisotopic Mass: 510.95348598
• SMILES: c1cn(c(=O)nc1N)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)OP(=O)([O-])OP(=O)(O)[O-])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 {[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl (hydrogen phosphonatooxy)phosphonate
• IUPAC Traditional name: disodium [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl hydrogen phosphonatooxyphosphonate
• Synonyms: dCTP-Na2; 2′-Deoxycytidine 5′-triphosphate disodium salt; 2′-脱氧胞苷 5′-三磷酸 二钠盐

Database IDs

• CAS Number: 102783-51-7
• MDL Number: MFCD00084683
• PubChem SID: 24893907; 162227615; 24893889
• PubChem CID: 16219251

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

PROPERTIES

Safety Information

• German water hazard class: 1; 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90.0% (HPLC); ≥95%; ≥99%
• Concentration: 100 mM (pH 7)
• Foreign Activity: DNase, RNase, none detected
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C9H14N3Na2O13P3

DETAILS

Sigma Aldrich - D4635

Application
2′-Deoxycytidine 5′-triphosphate (dCTP) is used to synthesize DNA via various DNA polymerases or reverse transcriptases. dCTP is used in studies of nucleotide pools, nucleotide selectivity and enzyme specificity studies, such as the preferred incorporation of dCTP by Rev1, a γ-family DNA polymerase.
2′-Deoxycytidine 5′-triphosphate disodium salt is one of the nucleoside triphosphates used for DNA polymerase driven reactions such as polymerase chain reaction, DNA sequencing and other molecular biology methods.

Sigma Aldrich - D4913

Application
2′-Deoxycytidine 5′-triphosphate disodium salt is one of the nucleoside triphosphates used for DNA polymerase driven reactions such as polymerase chain reaction, DNA sequencing and other molecular biology methods.
Biochem/physiol Actions
dCTP is utilized by cells for DNA polymerase catalyzed synthesis of DNA.

Sigma Aldrich - 31035

Other Notes
Substrate for DNA polymerase for studying the mechanism of DNA replication1
Application
2′-Deoxycytidine 5′-triphosphate disodium salt is one of the nucleoside triphosphates used for DNA polymerase driven reactions such as polymerase chain reaction, DNA sequencing and other molecular biology methods.