(4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl benzoate

• ChemBase ID: 173362
• Molecular Formular: C21H22O7
• Molecular Mass: 386.39518
• Monoisotopic Mass: 386.13655304
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]2[C@H]1OC(OC2)c1ccccc1)OC)OC(=O)c1ccccc1)O
• Canonical SMILES: CO[C@H]1O[C@@H]2COC(O[C@H]2[C@@H]([C@@H]1OC(=O)c1ccccc1)O)c1ccccc1
• InChI: InChI=1S/C21H22O7/c1-24-21-18(27-19(23)13-8-4-2-5-9-13)16(22)17-15(26-21)12-25-20(28-17)14-10-6-3-7-11-14/h2-11,15-18,20-22H,12H2,1H3/t15-,16+,17-,18-,20?,21+/m1/s1
• InChIKey: WHKUKOCUXSRSAR-QUJSNMKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl benzoate
• IUPAC Traditional name: (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl benzoate
• Synonyms: Methyl 4,6-O-(Phenylmethylene)-α-D-glucopyranoside 2-Benzoate; Methyl 2-O-Benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside

Database IDs

• CAS Number: 28642-64-0
• PubChem SID: 164229272
• PubChem CID: 14131156

CALCULATED PROPERTIES

• Acid pKa: 12.937795
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.3709664
• LogD (pH = 7.4): 3.3709652
• Log P: 3.3709664
• Molar Refractivity: 97.3802 cm^3
• Polarizability: 39.207726 Å^3
• Polar Surface Area: 83.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 168-170°C