(2R)-2-phenyl-2-{[(2R,4R,5S)-3,4,5-trihydroxy-6-({[(2R,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile

• ChemBase ID: 302301
• Molecular Formular: C20H27NO11
• Molecular Mass: 457.42848
• Monoisotopic Mass: 457.15841069
• SMILES: c1ccc(cc1)[C@H](C#N)O[C@H]1C([C@@H]([C@@H](C(O1)CO[C@H]1C([C@@H]([C@@H](C(O1)CO)O)O)O)O)O)O
• Canonical SMILES: OCC1O[C@@H](OCC2O[C@@H](O[C@H](c3ccccc3)C#N)C([C@@H]([C@@H]2O)O)O)C([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11?,12?,13+,14+,15+,16+,17?,18?,19+,20+/m0/s1
• InChIKey: XUCIJNAGGSZNQT-ZPVJLWCPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-phenyl-2-{[(2R,4R,5S)-3,4,5-trihydroxy-6-({[(2R,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile
• IUPAC Traditional name: (2R)-2-phenyl-2-{[(2R,4R,5S)-3,4,5-trihydroxy-6-({[(2R,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}acetonitrile
• Synonyms: D-Mandelonitrile-beta-D-glucosido-6-beta-D-glucoside; D-Amygdalin hydrate; D-苦杏仁苷.一水合物

Database IDs

• CAS Number: 29883-15-6
• EC Number: 249-925-3
• MDL Number: MFCD00006598
• Beilstein Number: 66856
• Merck Index: 14597

CALCULATED PROPERTIES

• Acid pKa: 11.9090805
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -2.587887
• LogD (pH = 7.4): -2.5879002
• Log P: -2.5878868
• Molar Refractivity: 102.5097 cm^3
• Polarizability: 41.94759 Å^3
• Polar Surface Area: 202.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 215-220°C
• Optical Rotation: -36 (c=1.2 in water)

Safety Information

• RTECS: OO8450000
• European Hazard Symbols: X
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 96%