2-[(1Z,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-2-en-1-ylidene]acetonitrile

• ChemBase ID: 305455
• Molecular Formular: C14H19NO8
• Molecular Mass: 329.30256
• Monoisotopic Mass: 329.11106657
• SMILES: C1=C/C(=C/C#N)/[C@@H]([C@@H]([C@@H]1O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: N#C/C=C\1/C=C[C@H]([C@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
• InChI: InChI=1S/C14H19NO8/c15-4-3-6-1-2-7(17)9(18)13(6)23-14-12(21)11(20)10(19)8(5-16)22-14/h1-3,7-14,16-21H,5H2/b6-3-/t7-,8-,9-,10-,11+,12-,13+,14+/m1/s1
• InChIKey: WIIDBJNWXCWLKF-SSRKEPSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1Z,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-2-en-1-ylidene]acetonitrile
• IUPAC Traditional name: 2-[(1Z,4R,5R,6S)-4,5-dihydroxy-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohex-2-en-1-ylidene]acetonitrile
• Synonyms: 5-Epilithospermoside

Database IDs

• CAS Number: 84799-31-5

CALCULATED PROPERTIES

• Acid pKa: 12.143169
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.099929
• LogD (pH = 7.4): -3.0999367
• Log P: -3.0999289
• Molar Refractivity: 75.8414 cm^3
• Polarizability: 29.806347 Å^3
• Polar Surface Area: 163.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder