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

• ChemBase ID: 153478
• Molecular Formular: C28H37N11O18P2
• Molecular Mass: 877.603802
• Monoisotopic Mass: 877.17932666
• SMILES: c1cn(c(=O)nc1N)C1C(C(C(O1)COP(=O)(O)OC1C(OC(C1O)n1ccc(nc1=O)N)COP(=O)(O)OC1C(OC(C1O)n1cnc2c1ncnc2N)CO)O)O
• Canonical SMILES: OCC1OC(C(C1OP(=O)(OCC1OC(C(C1OP(=O)(OCC1OC(C(C1O)O)n1ccc(nc1=O)N)O)O)n1ccc(nc1=O)N)O)O)n1cnc2c1ncnc2N
• InChI: InChI=1S/C28H37N11O18P2/c29-13-1-3-37(27(45)35-13)24-17(42)16(41)11(54-24)6-51-58(47,48)57-21-12(55-25(19(21)44)38-4-2-14(30)36-28(38)46)7-52-59(49,50)56-20-10(5-40)53-26(18(20)43)39-9-34-15-22(31)32-8-33-23(15)39/h1-4,8-12,16-21,24-26,40-44H,5-7H2,(H,47,48)(H,49,50)(H2,29,35,45)(H2,30,36,46)(H2,31,32,33)
• InChIKey: VZJYWZRAHCUTCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-{[({[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxy}({[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy})phosphinic acid
• IUPAC Traditional name: [5-(4-amino-2-oxopyrimidin-1-yl)-2-[({[5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy(hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy[5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxyphosphinic acid
• Synonyms: ApCpC; Adenylyl(3′→5′)cytidylyl(3′→5′)cytidine

Database IDs

• CAS Number: 3128-37-8
• EC Number: 221-513-8
• MDL Number: MFCD00078893
• PubChem SID: 162247617
• PubChem CID: 4487132

CALCULATED PROPERTIES

• Acid pKa: 1.5436065
• H Acceptors: 22
• H Donor: 10
• LogD (pH = 5.5): -10.944717
• LogD (pH = 7.4): -10.8937
• Log P: -8.801569
• Molar Refractivity: 186.473 cm^3
• Polarizability: 74.275406 Å^3
• Polar Surface Area: 427.36 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥95%
• Empirical Formula (Hill Notation): C28H37N11O18P2

DETAILS

Sigma Aldrich - A5927

Unit Definition
One unit will yield an A260 of 1.0 in 1.0 ml of water (1 cm light path).