{[2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-({[hydroxy({hydroxy[(2,3,4-trihydroxy-5-oxopentyl)oxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

• ChemBase ID: 131408
• Molecular Formular: C15H24N5O17P3
• Molecular Mass: 639.295643
• Monoisotopic Mass: 639.03800422
• SMILES: c1nc(c2c(n1)n(cn2)C1C(C(C(O1)COP(=O)(O)OP(=O)(O)OCC(C(C(C=O)O)O)O)O)OP(=O)(O)O)N
• Canonical SMILES: O=CC(C(C(COP(=O)(OP(=O)(OCC1OC(C(C1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O)O)O)O
• InChI: InChI=1S/C15H24N5O17P3/c16-13-9-14(18-4-17-13)20(5-19-9)15-12(36-38(26,27)28)11(25)8(35-15)3-34-40(31,32)37-39(29,30)33-2-7(23)10(24)6(22)1-21/h1,4-8,10-12,15,22-25H,2-3H2,(H,29,30)(H,31,32)(H2,16,17,18)(H2,26,27,28)
• InChIKey: BMXYKOARLSJJEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-({[hydroxy({hydroxy[(2,3,4-trihydroxy-5-oxopentyl)oxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
• IUPAC Traditional name: [2-(6-aminopurin-9-yl)-4-hydroxy-5-[({hydroxy[hydroxy(2,3,4-trihydroxy-5-oxopentyl)oxyphosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid
• Synonyms: ATP-Ribose; 2′-Monophosphoadenosine 5′-diphosphoribose sodium salt

Database IDs

• CAS Number: 53595-18-9
• MDL Number: MFCD00056997
• PubChem SID: 162225686
• PubChem CID: 5045307

CALCULATED PROPERTIES

• Acid pKa: 0.6552709
• H Acceptors: 17
• H Donor: 9
• LogD (pH = 5.5): -11.836791
• LogD (pH = 7.4): -13.536343
• Log P: -7.2650733
• Molar Refractivity: 123.4184 cm^3
• Polarizability: 50.02537 Å^3
• Polar Surface Area: 345.89 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/38
• Safety Statements: 24-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H332
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C