2-hydroxy-3-{4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-13C6)phenoxy]-3,5-diiodophenyl}propanoic acid

• ChemBase ID: 178437
• Molecular Formular: C15H10I4O5
• Molecular Mass: 783.81070903
• Monoisotopic Mass: 783.69084445
• SMILES: [13c]1([13c]([13cH][13c]([13cH][13c]1I)Oc1c(cc(cc1I)CC(O)C(=O)O)I)I)O
• Canonical SMILES: OC(=O)C(Cc1cc(I)c(c(c1)I)O[13c]1[13cH][13c](I)[13c]([13c]([13cH]1)I)O)O
• InChI: InChI=1S/C15H10I4O5/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,20-21H,3H2,(H,22,23)/i4+1,5+1,7+1,8+1,9+1,13+1
• InChIKey: JEAVLSCJUQYFHT-WIZSHPFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-3-{4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-^1^3C₆)phenoxy]-3,5-diiodophenyl}propanoic acid
• IUPAC Traditional name: 2-hydroxy-3-{4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-^1^3C₆)phenoxy]-3,5-diiodophenyl}propanoic acid
• Synonyms: α-Hydroxy-4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzenepropanoic Acid-13C6; 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]lactic Acid-13C6; 3,5,3',5'-Tetraiodo Thyrolactic Acid-13C6

Database IDs

• PubChem SID: 164234347
• PubChem CID: 71752482

CALCULATED PROPERTIES

• Acid pKa: 1.9692911
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.8627892
• LogD (pH = 7.4): 2.2901506
• Log P: 6.096997
• Molar Refractivity: 125.1305 cm^3
• Polarizability: 49.70802 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T296162

Labelled 3,5,3',5'-Tetraiodothyrolactic Acid (T296160). Thyroid hormone analogue. A Thyroxine (T425600) analogue.

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)