[(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol

• ChemBase ID: 69968
• Molecular Formular: C13H17N5O4
• Molecular Mass: 307.30518
• Monoisotopic Mass: 307.12805405
• SMILES: OC[C@@H]1[C@H]2OC(O[C@H]2[C@@H](O1)n1cnc2c(N)ncnc12)(C)C
• Canonical SMILES: OC[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc2c1ncnc2N
• InChI: InChI=1S/C13H17N5O4/c1-13(2)21-8-6(3-19)20-12(9(8)22-13)18-5-17-7-10(14)15-4-16-11(7)18/h4-6,8-9,12,19H,3H2,1-2H3,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1
• InChIKey: LCCLUOXEZAHUNS-WOUKDFQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol
• IUPAC Traditional name: [(3aR,4R,6R,6aR)-6-(6-aminopurin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]methanol
• Synonyms: ((3aR,4R,6R,6aR)-6-(6-Amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol; 2′,3′-O-Isopropylideneadenosine; 2',3'-ISOPROPYLIDENE-ADENOSINE; 2',3'-O-Isopropylideneadenosine; 2',3'-ISOPROPYLIDENE ADENOSINE; 2′,3′-O-异亚丙基腺苷

Database IDs

• CAS Number: 21138-44-3; 362-75-4
• EC Number: 206-650-3
• MDL Number: MFCD00005756
• Beilstein Number: 43435
• PubChem SID: 162035693; 24881506; 24895967
• PubChem CID: 2723654

CALCULATED PROPERTIES

• Acid pKa: 14.58375
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.5036791
• LogD (pH = 7.4): -0.39020118
• Log P: -0.38853925
• Molar Refractivity: 75.4026 cm^3
• Polarizability: 29.437391 Å^3
• Polar Surface Area: 117.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220-222 °C; 221-222 °C(lit.)
• Optical Rotation: [α]20/D -104±2°, c = 1% in dioxane; [α]20/D -98.5°, c = 1 in dioxane

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC); 95+%; 98%
• Grade: puriss.
• Empirical Formula (Hill Notation): C13H17N5O4

DETAILS

MP Biomedicals - 02102098

Crystalline

MP Biomedicals - 05213791

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I22404

Packaging
25 g in poly bottle
5 g in glass bottle