(2R)-2-amino-2-[4-hydroxy(2H4)phenyl]acetic acid

• ChemBase ID: 171070
• Molecular Formular: C8H9NO3
• Molecular Mass: 167.16196
• Monoisotopic Mass: 167.05824315
• SMILES: c1cc(ccc1[C@@H](N)C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H](c1ccc(cc1)O)N
• InChI: InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m1/s1
• InChIKey: LJCWONGJFPCTTL-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-2-[4-hydroxy(^2H₄)phenyl]acetic acid
• IUPAC Traditional name: (R)-amino[4-hydroxy(^2H₄)phenyl]acetic acid
• Synonyms: p-Hydroxy-D-phenyl-d4-glycine; D-p-Hydroxyphenyl-d4-glycine; (R)-α-Amino-4-hydroxybenzeneacetic Acid; D-(-)-4-Hydroxyphenyl-d4-glycine

Database IDs

• CAS Number: 1217854-79-9
• PubChem SID: 164226980
• PubChem CID: 46781860

CALCULATED PROPERTIES

• Acid pKa: 1.7398199
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.7768811
• LogD (pH = 7.4): -1.7950249
• Log P: -1.7768551
• Molar Refractivity: 42.3422 cm^3
• Polarizability: 16.698595 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H949252

A useful starting material for the preparation of semisynthetic penicillins and cephalosporins.