2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid

• ChemBase ID: 85019
• Molecular Formular: C9H9I2NO3
• Molecular Mass: 432.9816
• Monoisotopic Mass: 432.86718915
• SMILES: O=C(C(Cc1cc(c(c(c1)I)O)I)N)O
• Canonical SMILES: OC(=O)C(Cc1cc(I)c(c(c1)I)O)N
• InChI: InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)
• InChIKey: NYPYHUZRZVSYKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
• IUPAC Traditional name: DL-3,5-diiodotyrosine; 3,5-diiodotyrosine
• Synonyms: 3,5-Diiodo-4-hydroxyphenylalanine; 3,5-Diiodotyrosine; Agontan; Apothyrin; Cemiod; DIT; DL-3,5-Diiodotyrosine; Dityrin; Flaianina; Diiodogorgoic Acid,; Diiodogorgonic Acid; Iodogorgoic Acid; Iodogorgonic Acid; Itir; Jodgorgon; NSC 208959; NSC 97936; β-(4-Hydroxy-3,5-diiodophenyl)alanine; 3,5-Diiodo-DL-tyrosine; 2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid

Database IDs

• CAS Number: 66-02-4
• MDL Number: MFCD00063076
• PubChem SID: 162072135
• PubChem CID: 6181

CALCULATED PROPERTIES

• Acid pKa: 0.48031414
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.36174458
• LogD (pH = 7.4): -0.01126826
• Log P: 0.3690121
• Molar Refractivity: 73.8222 cm^3
• Polarizability: 29.323618 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D455175

3,5-Diiodo-DL-tyrosine is used for diagnosis of hypothyroidism caused by DEHAL1 gene defects.

REFERENCES

• Encinas, S., et al.: Chem. Res. Toxicol., 11, 946 (1998)
• Daneshvar, A., et al.: Chemosphere, 80, 301 (1998)
• Eriksson, J., et al.: Photochem. Photobiol., 86, 528 (1998)