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

• ChemBase ID: 166104
• Molecular Formular: C8H9NO2
• Molecular Mass: 151.16256
• Monoisotopic Mass: 151.06332853
• SMILES: c1c(ccc(c1)CC(=O)O)N
• Canonical SMILES: OC(=O)Cc1ccc(cc1)N
• InChI: InChI=1S/C8H9NO2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5,9H2,(H,10,11)
• InChIKey: CSEWAUGPAQPMDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-amino(^2H₄)phenyl]acetic acid
• IUPAC Traditional name: [4-amino(^2H₄)phenyl]acetic acid
• Synonyms: 4-Aminobenzeneacetic-d4 Acid; 4-Aminophenylacetic-d4 Acid; NSC 792-9-d4; p-Aminophenylacetic-d4 Acid; Desacetyl Actarit-d4

Database IDs

• PubChem SID: 162260237
• PubChem CID: 46781106

CALCULATED PROPERTIES

• Acid pKa: 3.3917966
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.31137174
• LogD (pH = 7.4): -1.8528342
• Log P: -0.115898915
• Molar Refractivity: 42.066 cm^3
• Polarizability: 15.686915 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288667

It is a non-translocated competitive labelled inhibitor of the epithelial peptide transporter PepT1.

REFERENCES

• Meredith D., et al.: J. Physiology, 512, 629 (1998)
• Temple, C.S., et al.: J. Biol. Chem., 273, 20 (1998)