(3S,4aS,5R,6S)-5-ethenyl-3-methoxy-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: 305246
• Molecular Formular: C17H24O10
• Molecular Mass: 388.36646
• Monoisotopic Mass: 388.13694697
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)O[C@@H](C2)OC)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]1C[C@@H](OC)OC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C17H24O10/c1-3-7-8-4-11(23-2)26-15(22)9(8)6-24-16(7)27-17-14(21)13(20)12(19)10(5-18)25-17/h3,6-8,10-14,16-21H,1,4-5H2,2H3/t7-,8+,10-,11+,12-,13+,14-,16+,17+/m1/s1
• InChIKey: RAYZRCGMIDUTKS-RJFLBQOQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4aS,5R,6S)-5-ethenyl-3-methoxy-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: (3S,4aS,5R,6S)-5-ethenyl-3-methoxy-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: Epivogeloside

Database IDs

• CAS Number: 118627-52-4

CALCULATED PROPERTIES

• Acid pKa: 12.207016
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): -1.0789937
• LogD (pH = 7.4): -1.0790004
• Log P: -1.0789937
• Molar Refractivity: 87.3395 cm^3
• Polarizability: 35.686153 Å^3
• Polar Surface Area: 144.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder