2-amino-9-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-6,9-dihydro-3H-purin-6-one

• ChemBase ID: 102547
• Molecular Formular: C13H17N5O5
• Molecular Mass: 323.30458
• Monoisotopic Mass: 323.12296867
• SMILES: CC1(C)OC2C(CO)OC(C2O1)n1cnc2c1[nH]c(N)nc2=O
• Canonical SMILES: OCC1OC(C2C1OC(O2)(C)C)n1cnc2c1[nH]c(N)nc2=O
• InChI: InChI=1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)
• InChIKey: XKPDAYWPKILAMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-9-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-6,9-dihydro-3H-purin-6-one
• IUPAC Traditional name: 2-amino-9-[6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-3H-purin-6-one
• Synonyms: 2',3'-O-ISOPROPYLIDENE-GUANOSINE; 2′,3′-O-Isopropylideneguanosine

Database IDs

• CAS Number: 362-76-5
• EC Number: 206-651-9
• MDL Number: MFCD00057081
• PubChem SID: 162088698; 24896054
• PubChem CID: 358307

CALCULATED PROPERTIES

• Acid pKa: 7.981861
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -0.48818305
• LogD (pH = 7.4): -0.5817441
• Log P: -0.48618278
• Molar Refractivity: 76.3947 cm^3
• Polarizability: 29.376078 Å^3
• Polar Surface Area: 133.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C13H17N5O5

DETAILS

MP Biomedicals - 02102099

Crystalline

Sigma Aldrich - I4377

Application
2′,3′-O-Isopropylideneguanosine derivatives may be used as cap analogs.