(4aR,6S,7S,8S,8aS)-6-methoxy-2-phenyl-7-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol

• ChemBase ID: 173242
• Molecular Formular: C17H22O6
• Molecular Mass: 322.35298
• Monoisotopic Mass: 322.14163842
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]2[C@H]1OC(OC2)c1ccccc1)OC)OCC=C)O
• Canonical SMILES: C=CCO[C@@H]1[C@@H](OC)O[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C17H22O6/c1-3-9-20-15-13(18)14-12(22-17(15)19-2)10-21-16(23-14)11-7-5-4-6-8-11/h3-8,12-18H,1,9-10H2,2H3/t12-,13+,14-,15+,16?,17+/m1/s1
• InChIKey: HSOXWCQWDJWNDH-VZSUBVHGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6S,7S,8S,8aS)-6-methoxy-2-phenyl-7-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol
• IUPAC Traditional name: (4aR,6S,7S,8S,8aS)-6-methoxy-2-phenyl-7-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol
• Synonyms: Methyl 4,6-O-(Phenylmethylene)-2-O-2-propen-1-yl-α-D-mannopyranoside; Methyl 2-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside

Database IDs

• CAS Number: 82228-09-9
• PubChem SID: 164229152
• PubChem CID: 22308820

CALCULATED PROPERTIES

• Acid pKa: 12.961902
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.250043
• LogD (pH = 7.4): 2.2500417
• Log P: 2.250043
• Molar Refractivity: 81.4721 cm^3
• Polarizability: 33.00377 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

REFERENCES

• Carb. Res., 103, 15 (1982)