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

• ChemBase ID: 3264
• Molecular Formular: C14H9I3O4
• Molecular Mass: 621.93227
• Monoisotopic Mass: 621.76350277
• SMILES: OC(=O)Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1
• Canonical SMILES: OC(=O)Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O
• InChI: InChI=1S/C14H9I3O4/c15-9-6-8(1-2-12(9)18)21-14-10(16)3-7(4-11(14)17)5-13(19)20/h1-4,6,18H,5H2,(H,19,20)
• InChIKey: UOWZUVNAGUAEQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid
• IUPAC Traditional name: triac
• Synonyms: [4-(4-Hydroxy-3-Iodo-Phenoxy)-3,5-Diiodo-Phenyl]-Acetic Acid; Tiratricol; 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodobenzeneacetic Acid; Nidolin; T3A; Tiratricol; Triac; Triacana; [(4-Hydroxy-3-iodo-4-phenoxy)-3,5-diiodophenyl]acetic Acid; 3,3',5-Triiodo Thyroacetic Acid

Database IDs

• CAS Number: 51-24-1
• PubChem SID: 160966706; 46504696
• PubChem CID: 5803

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.3093042
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5670555
• LogD (pH = 7.4): 2.0469651
• Log P: 5.594549
• Molar Refractivity: 105.6748 cm^3
• Polarizability: 41.619083 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.27
• LOG S: -5.06
• Solubility (Water): 5.39e-03 g/l

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base

DETAILS

DrugBank - DB03604

Drug information: experimental

Toronto Research Chemicals - T795320

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)