(4aR,7R,8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol

• ChemBase ID: 160637
• Molecular Formular: C13H16O4
• Molecular Mass: 236.26374
• Monoisotopic Mass: 236.10485899
• SMILES: O1C(O[C@@H]2[C@@H](C1)OC[C@@H](C2)O)c1ccccc1
• Canonical SMILES: O[C@H]1CO[C@H]2[C@H](C1)OC(OC2)c1ccccc1
• InChI: InChI=1S/C13H16O4/c14-10-6-11-12(15-7-10)8-16-13(17-11)9-4-2-1-3-5-9/h1-5,10-14H,6-8H2/t10-,11+,12-,13?/m1/s1
• InChIKey: JOJFKAZEBRNCFB-DAAZQVBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,7R,8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol
• IUPAC Traditional name: (4aR,7R,8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol
• Synonyms: 1,5-Anhydro-3-deoxy-4,6-O-(phenylmethylene)-D-ribo-hexitol; 1,5-Anhydro-4,6-O-benzylidene-3-deoxy-D-glucitol

Database IDs

• CAS Number: 152613-20-2
• PubChem SID: 162254772
• PubChem CID: 21765603

CALCULATED PROPERTIES

• Acid pKa: 14.377612
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2870587
• LogD (pH = 7.4): 1.2870586
• Log P: 1.2870587
• Molar Refractivity: 60.68 cm^3
• Polarizability: 24.470692 Å^3
• Polar Surface Area: 47.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 140-142°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A637625

Used in the preparation of fluorescein-containing Mannitol and Glucitol derivatives as probes for DNA hybridization.

REFERENCES

• Verheggen, I, et al.: J. Med. Chem., 36, 2033-2040 (1993)