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

• ChemBase ID: 102872
• Molecular Formular: C19H25N8O12P
• Molecular Mass: 588.421961
• Monoisotopic Mass: 588.13295491
• SMILES: Nc1nc(=O)n(cc1)C1OC(CO)C(OP(=O)(O)OCC2OC(C(O)C2O)n2cnc3c2[nH]c(=N)[nH]c3=O)C1O
• Canonical SMILES: OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1cnc2c1[nH]c(=N)[nH]c2=O)O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C19H25N8O12P/c20-8-1-2-26(19(33)23-8)17-12(31)13(6(3-28)37-17)39-40(34,35)36-4-7-10(29)11(30)16(38-7)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)
• InChIKey: CTMZLDSMFCVUNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}({[3,4-dihydroxy-5-(2-imino-6-oxo-2,3,6,9-tetrahydro-1H-purin-9-yl)oxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: [5-(4-amino-2-oxopyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy[3,4-dihydroxy-5-(2-imino-6-oxo-1,3-dihydropurin-9-yl)oxolan-2-yl]methoxyphosphinic acid
• Synonyms: CpG; CYTIDYLYL-(3'→5')-GUANOSINE

Database IDs

• CAS Number: 2382-65-2
• EC Number: 219-186-1
• PubChem SID: 162088299
• PubChem CID: 4109090

CALCULATED PROPERTIES

• Acid pKa: 1.7900795
• H Acceptors: 15
• H Donor: 9
• LogD (pH = 5.5): -6.171953
• LogD (pH = 7.4): -6.194815
• Log P: -4.3797526
• Molar Refractivity: 136.3192 cm^3
• Polarizability: 49.222797 Å^3
• Polar Surface Area: 296.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: ~97%

DETAILS

MP Biomedicals - 02104854

Purity: ~97%