4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-13C6)phenoxy]-3,5-diiodobenzaldehyde

• ChemBase ID: 178434
• Molecular Formular: C13H6I4O3
• Molecular Mass: 723.75874903
• Monoisotopic Mass: 723.66971508
• SMILES: [13c]1([13c]([13cH][13c]([13cH][13c]1I)Oc1c(cc(cc1I)C=O)I)I)O
• Canonical SMILES: O=Cc1cc(I)c(c(c1)I)O[13c]1[13cH][13c](I)[13c]([13c]([13cH]1)I)O
• InChI: InChI=1S/C13H6I4O3/c14-8-3-7(4-9(15)12(8)19)20-13-10(16)1-6(5-18)2-11(13)17/h1-5,19H/i3+1,4+1,7+1,8+1,9+1,12+1
• InChIKey: XXHLJTORMPKPTC-NNONGNGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-^1^3C₆)phenoxy]-3,5-diiodobenzaldehyde
• IUPAC Traditional name: 4-[4-hydroxy-3,5-diiodo(1,2,3,4,5,6-^1^3C₆)phenoxy]-3,5-diiodobenzaldehyde
• Synonyms: 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzaldehyde-13C6; 3,5,3',5'-Tetraiodo Thyroaldehyde-13C6

Database IDs

• PubChem SID: 164234344
• PubChem CID: 71752481

CALCULATED PROPERTIES

• Acid pKa: 7.429155
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.593203
• LogD (pH = 7.4): 6.3145266
• Log P: 6.598248
• Molar Refractivity: 114.3137 cm^3
• Polarizability: 44.827003 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T296137

Labelled 3,5,3',5'-Tetraiodothyroaldehyde (T296135). 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)