{[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine

• ChemBase ID: 132792
• Molecular Formular: C19H28N9O12P
• Molecular Mass: 605.452481
• Monoisotopic Mass: 605.15950401
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)COP(=O)(O)OC1C(OC(C1O)n1cnc2c1[nH]c(nc2=O)N)CO)O)O.N
• Canonical SMILES: OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1ccc(nc1=O)N)O)O)n1cnc2c1[nH]c(N)nc2=O.N
• InChI: InChI=1S/C19H25N8O12P.H3N/c20-8-1-2-26(19(33)23-8)16-11(30)10(29)7(38-16)4-36-40(34,35)39-13-6(3-28)37-17(12(13)31)27-5-22-9-14(27)24-18(21)25-15(9)32;/h1-2,5-7,10-13,16-17,28-31H,3-4H2,(H,34,35)(H2,20,23,33)(H3,21,24,25,32);1H3
• InChIKey: PPSONIOCBRREER-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy})phosphinic acid amine
• IUPAC Traditional name: [5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy[5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyphosphinic acid amine
• Synonyms: GpC; Guanylyl(3′→5′)cytidine ammonium salt

Database IDs

• CAS Number: 98046-67-4
• MDL Number: MFCD00058649
• PubChem SID: 162227069; 24895064
• PubChem CID: 16219391

CALCULATED PROPERTIES

• Acid pKa: 1.7663809
• H Acceptors: 16
• H Donor: 8
• LogD (pH = 5.5): -6.569266
• LogD (pH = 7.4): -6.6848087
• Log P: -5.154167
• Molar Refractivity: 125.8264 cm^3
• Polarizability: 49.392765 Å^3
• Polar Surface Area: 299.13 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - G1506

Application
Guanylyl(3′5′)cytidine is an oligonucleotide pyrimidine dimer used as a substrate to study the specificity and kinetics of various RNases such as RNase T1 and its mutations.