2-hydroxy-2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid

• ChemBase ID: 178438
• Molecular Formular: C14H8I4O5
• Molecular Mass: 763.8282
• Monoisotopic Mass: 763.65506536
• SMILES: c1(c(cc(cc1I)Oc1c(cc(cc1I)C(O)C(=O)O)I)I)O
• Canonical SMILES: OC(=O)C(c1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O)O
• InChI: InChI=1S/C14H8I4O5/c15-7-3-6(4-8(16)12(7)20)23-13-9(17)1-5(2-10(13)18)11(19)14(21)22/h1-4,11,19-20H,(H,21,22)
• InChIKey: MORJGZQSVTUXOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
• IUPAC Traditional name: hydroxy[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
• Synonyms: α-Hydroxy-4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic Acid; 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodomandelic Acid; 3,5,3',5'-Tetraiodo Thyromandelic Acid

Database IDs

• CAS Number: 93647-48-4
• PubChem SID: 164234348
• PubChem CID: 24721645

CALCULATED PROPERTIES

• Acid pKa: 1.7493832
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.4781506
• LogD (pH = 7.4): 1.9993361
• Log P: 5.8083353
• Molar Refractivity: 120.3755 cm^3
• Polarizability: 47.946323 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T296170

3,5,3',5'-Tetraiodo Thyromandelic Acid is a thyroid hormone analogue, a Thyroxine (T425600) 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)