(4aS,5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one

• ChemBase ID: 305406
• Molecular Formular: C16H22O9
• Molecular Mass: 358.34048
• Monoisotopic Mass: 358.12638228
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OCC2)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C=C
• Canonical SMILES: C=C[C@H]1[C@@H](OC=C2[C@H]1CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
• InChIKey: VSJGJMKGNMDJCI-ZASXJUAOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aS,5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one
• IUPAC Traditional name: (4aS,5R,6S)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3H,4H,4aH,5H,6H-pyrano[3,4-c]pyran-1-one
• Synonyms: Sweroside

Database IDs

• CAS Number: 14215-86-2

CALCULATED PROPERTIES

• Acid pKa: 12.207016
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.1291949
• LogD (pH = 7.4): -1.1292015
• Log P: -1.1291947
• Molar Refractivity: 81.448 cm^3
• Polarizability: 33.110672 Å^3
• Polar Surface Area: 134.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.5