(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile

• ChemBase ID: 3109
• Molecular Formular: C8H7NO2
• Molecular Mass: 149.14668
• Monoisotopic Mass: 149.04767847
• SMILES: O[C@H](C#N)c1ccc(O)cc1
• Canonical SMILES: O[C@@H](c1ccc(cc1)O)C#N
• InChI: InChI=1S/C8H7NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H/t8-/m1/s1
• InChIKey: HOOOPXDSCKBLFG-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-2-(4-hydroxyphenyl)acetonitrile
• IUPAC Traditional name: (S)-4-hydroxymandelonitrile
• Synonyms: (2s)-Hydroxy(4-Hydroxyphenyl)Ethanenitrile

Database IDs

• PubChem SID: 46509050; 160966553
• PubChem CID: 440104

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.455437
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.65017134
• LogD (pH = 7.4): 0.64643556
• Log P: 0.6502192
• Molar Refractivity: 39.664 cm^3
• Polarizability: 15.083225 Å^3
• Polar Surface Area: 64.25 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.73
• LOG S: -1.25
• Solubility (Water): 8.37e+00 g/l

DETAILS

DrugBank - DB03430

Drug information: experimental