(4aR,6S,7R,8R,8aS)-6-phenoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol

• ChemBase ID: 148230
• Molecular Formular: C19H20O6
• Molecular Mass: 344.3585
• Monoisotopic Mass: 344.12598836
• SMILES: c1ccc(cc1)C1OC[C@@H]2[C@@H](O1)[C@@H]([C@H]([C@@H](O2)Oc1ccccc1)O)O
• Canonical SMILES: O[C@H]1[C@H](Oc2ccccc2)O[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C19H20O6/c20-15-16(21)19(23-13-9-5-2-6-10-13)24-14-11-22-18(25-17(14)15)12-7-3-1-4-8-12/h1-10,14-21H,11H2/t14-,15-,16-,17-,18?,19-/m1/s1
• InChIKey: VEVONSHXUHYXKX-HIQCEYAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6S,7R,8R,8aS)-6-phenoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol
• IUPAC Traditional name: (4aR,6S,7R,8R,8aS)-6-phenoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine-7,8-diol
• Synonyms: (-)-(4,6-O-Benzylidene)phenyl-β-D-glucopyranoside; (-)-(4,6-O-亚苄基)苯基-β-D-吡喃葡萄糖苷

Database IDs

• CAS Number: 75829-66-2
• MDL Number: MFCD00136366
• PubChem SID: 24867493; 162242406
• PubChem CID: 16212869

CALCULATED PROPERTIES

• Acid pKa: 12.26347
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.5666916
• LogD (pH = 7.4): 2.5666857
• Log P: 2.5666916
• Molar Refractivity: 87.0669 cm^3
• Polarizability: 35.371468 Å^3
• Polar Surface Area: 77.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 194-196 °C (dec.)(lit.)
• Optical Rotation: [α]21/D -56°, c = 2 in acetone

Safety Information

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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C19H20O6

DETAILS

Sigma Aldrich - 439258

Packaging
1 g in glass bottle