4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic acid

• ChemBase ID: 178435
• Molecular Formular: C13H6I4O4
• Molecular Mass: 733.80222
• Monoisotopic Mass: 733.64450067
• SMILES: c1(c(cc(cc1I)Oc1c(cc(cc1I)C(=O)O)I)I)O
• Canonical SMILES: OC(=O)c1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C13H6I4O4/c14-7-3-6(4-8(15)11(7)18)21-12-9(16)1-5(13(19)20)2-10(12)17/h1-4,18H,(H,19,20)
• InChIKey: HKJUOMPYMPXLFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic acid
• IUPAC Traditional name: 4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic acid
• Synonyms: 3,5-Diiodo-4-(3',5'-diiodo-4'-hydroxyphenoxy)benzoic Acid; Tetraform; 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzoic Acid; TFA 4; 3,3',5,5'-Tetraiodothyroformic Acid

Database IDs

• CAS Number: 2055-97-2
• PubChem SID: 164234345
• PubChem CID: 6451352

CALCULATED PROPERTIES

• Acid pKa: 4.050368
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.07731
• LogD (pH = 7.4): 3.1320055
• Log P: 6.5433283
• Molar Refractivity: 114.9859 cm^3
• Polarizability: 45.422432 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Salmon Pink Solid
• Melting Point: 236-239°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T296150

Thyroid hormone analogue. A potent Thyroxine impurity.

REFERENCES

• Horst, C., et al.: Biochem. J., 261, 945 (1989)
• Kvetny, J., et al.: Horm. Metab. Res., 24, 322 (1989)
• Yamauchi, K., et al.: J. Biol. Chem., 274, 8460 (1989)
• Davis, P., et al.: J. Endocrinol. Invest., 25, 377 (1989)