{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid hydrate

• ChemBase ID: 138008
• Molecular Formular: C10H16N5O8P
• Molecular Mass: 365.236501
• Monoisotopic Mass: 365.07364913
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)OP(=O)(O)O)O)N.O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N.O
• InChI: InChI=1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1
• InChIKey: HAWIDQLWSQBRQS-MCDZGGTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid hydrate
• IUPAC Traditional name: adenosine-3'-phosphate hydrate
• Synonyms: 3′-Adenylic acid; (-)-Adenosine 3′-monophosphate hydrate; 3′-腺苷酸; (-)-腺苷-3'-单磷酸 水合物

Database IDs

• CAS Number: 699012-36-7
• EC Number: 201-521-8
• MDL Number: MFCD00149358
• PubChem SID: 162232267; 24888314
• PubChem CID: 16218592

CALCULATED PROPERTIES

• Acid pKa: 0.8653417
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -4.829372
• LogD (pH = 7.4): -6.054201
• Log P: -5.274322
• Molar Refractivity: 74.0685 cm^3
• Polarizability: 29.089455 Å^3
• Polar Surface Area: 186.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210 °C (dec.)(lit.)
• Optical Rotation: [α]22/D -41.6°, c = 1 in H2O

Safety Information

• RTECS: AU7480320
• German water hazard class: 3
• Safety Statements: 22-24/25

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C10H14N5O7P · xH2O

DETAILS

Sigma Aldrich - 851949

Packaging
1 g in glass bottle