(2E)-2-(hydroxymethyl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile

• ChemBase ID: 304394
• Molecular Formular: C11H17NO7
• Molecular Mass: 275.25518
• Monoisotopic Mass: 275.10050189
• SMILES: O(C/C=C(/CO)\C#N)[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](OC/C=C(\C#N)/CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C11H17NO7/c12-3-6(4-13)1-2-18-11-10(17)9(16)8(15)7(5-14)19-11/h1,7-11,13-17H,2,4-5H2/b6-1+/t7-,8-,9+,10-,11-/m1/s1
• InChIKey: FWAYDNJCBHNWQD-JBWLPIRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-(hydroxymethyl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}but-2-enenitrile
• IUPAC Traditional name: sarmentosin
• Synonyms: Sarmentosin

Database IDs

• CAS Number: 71933-54-5

CALCULATED PROPERTIES

• Acid pKa: 12.207858
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -2.7926297
• LogD (pH = 7.4): -2.7926364
• Log P: -2.7926297
• Molar Refractivity: 62.264 cm^3
• Polarizability: 24.624668 Å^3
• Polar Surface Area: 143.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil