1-[(3aR,5R,6R)-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

• ChemBase ID: 302202
• Molecular Formular: C9H16O6
• Molecular Mass: 220.21974
• Monoisotopic Mass: 220.09468823
• SMILES: CC1(O[C@@H]2C(O1)[C@@H]([C@H](O2)C(CO)O)O)C
• Canonical SMILES: OCC([C@H]1O[C@H]2C([C@@H]1O)OC(O2)(C)C)O
• InChI: InChI=1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3/t4?,5-,6-,7?,8-/m1/s1
• InChIKey: BGGCXQKYCBBHAH-DJSSTOROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3aR,5R,6R)-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• IUPAC Traditional name: 1-[(3aR,5R,6R)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• Synonyms: Monoacetoneglucose; 1,2-O-Isopropylidene-alpha-D-glucofuranose; 1,2-O-异亚丙基-α-D-呋喃葡萄糖

Database IDs

• CAS Number: 18549-40-1
• EC Number: 242-420-9
• MDL Number: MFCD00063244
• Beilstein Number: 82670

CALCULATED PROPERTIES

• Acid pKa: 12.800016
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.2301146
• LogD (pH = 7.4): -1.2301164
• Log P: -1.2301146
• Molar Refractivity: 48.1304 cm^3
• Polarizability: 20.00014 Å^3
• Polar Surface Area: 88.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 159-160°C
• Optical Rotation: -13 (c=1 in water)

Safety Information

• TSCA Listed: 是