(2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol

• ChemBase ID: 102201
• Molecular Formular: C12H18N6O3
• Molecular Mass: 294.30972
• Monoisotopic Mass: 294.14403847
• SMILES: n1c2c(ncnc2N(C)C)n(c1)[C@@H]1O[C@@H]([C@@H](N)[C@H]1O)CO
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1N)O)n1cnc2c1ncnc2N(C)C
• InChI: InChI=1S/C12H18N6O3/c1-17(2)10-8-11(15-4-14-10)18(5-16-8)12-9(20)7(13)6(3-19)21-12/h4-7,9,12,19-20H,3,13H2,1-2H3/t6-,7-,9-,12-/m1/s1
• InChIKey: RYSMHWILUNYBFW-GRIPGOBMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S)-4-amino-2-[6-(dimethylamino)-9H-purin-9-yl]-5-(hydroxymethyl)oxolan-3-ol
• IUPAC Traditional name: aminonucleoside
• Synonyms: 6-Dimethylamino-9-[3'-amino-3'deoxyribosyl]-purine; 3'-Amino-3'-deoxy-N^6,N^6-dimethyladenosine; PUROMYCIN AMINONUCLEOSIDE

Database IDs

• CAS Number: 58-60-6
• EC Number: 200-388-3
• PubChem SID: 162088085
• PubChem CID: 6020

CALCULATED PROPERTIES

• Acid pKa: 12.978685
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -4.241937
• LogD (pH = 7.4): -2.7511704
• Log P: -1.2608758
• Molar Refractivity: 74.5813 cm^3
• Polarizability: 29.03953 Å^3
• Polar Surface Area: 122.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 223°C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: AU7337000

DETAILS

MP Biomedicals - 02100553

Crystalline