2-amino-3-hydroxy(2H3)benzoic acid

• ChemBase ID: 170129
• Molecular Formular: C7H7NO3
• Molecular Mass: 153.13538
• Monoisotopic Mass: 153.04259309
• SMILES: c1cc(c(c(c1)C(=O)O)N)O
• Canonical SMILES: OC(=O)c1cccc(c1N)O
• InChI: InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)
• InChIKey: WJXSWCUQABXPFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-hydroxy(^2H₃)benzoic acid
• IUPAC Traditional name: 2-amino-3-hydroxy(^2H₃)benzoic acid
• Synonyms: 2-Amino-3-hydroxybenzoic Acid-d3; NSC 522891-d3; 3-Hydroxyanthranilic Acid-d3

Database IDs

• PubChem SID: 164226039
• PubChem CID: 71748817

CALCULATED PROPERTIES

• Acid pKa: 1.9368311
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.027160516
• LogD (pH = 7.4): -1.6940848
• Log P: 1.1483375
• Molar Refractivity: 39.9955 cm^3
• Polarizability: 14.480287 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H801792

The labelled analogue of 3-Hydroxyanthranilic Acid, one of the tryptophan metabolites along the kynurenine pathway. 3-Hydroxyanthranilic Acid has been shown to induce apoptosis in T cells.

REFERENCES

• Hiramatsu, R. et al.: J. Cell. Biochem., 103, 42 (2007)
• Bauer, T. et al.: Transpl. Int., 18, 95 (2007)