(2S)-2-hydroxy-2-(4-hydroxyphenyl)acetic acid

• ChemBase ID: 5528
• Molecular Formular: C8H8O4
• Molecular Mass: 168.14672
• Monoisotopic Mass: 168.04225874
• SMILES: OC(=O)[C@@H](O)c1ccc(cc1)O
• Canonical SMILES: OC(=O)[C@H](c1ccc(cc1)O)O
• InChI: InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)/t7-/m0/s1
• InChIKey: YHXHKYRQLYQUIH-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-2-(4-hydroxyphenyl)acetic acid
• IUPAC Traditional name: (S)-4-hydroxymandelic acid
• Synonyms: (2S)-hydroxy(4-hydroxyphenyl)ethanoic acid

Database IDs

• PubChem SID: 160968956; 99444367
• PubChem CID: 439940

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3028147
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.5879587
• LogD (pH = 7.4): -2.8368485
• Log P: 0.5922703
• Molar Refractivity: 40.6847 cm^3
• Polarizability: 15.817566 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.86
• LOG S: -1.34
• Solubility (Water): 7.69e+00 g/l

DETAILS

DrugBank - DB07896

Drug information: experimental