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

• ChemBase ID: 1525
• Molecular Formular: C14H8I4O4
• Molecular Mass: 747.8288
• Monoisotopic Mass: 747.66015074
• SMILES: OC(=O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1
• Canonical SMILES: OC(=O)Cc1cc(I)c(c(c1)I)Oc1cc(I)c(c(c1)I)O
• InChI: InChI=1S/C14H8I4O4/c15-8-4-7(5-9(16)13(8)21)22-14-10(17)1-6(2-11(14)18)3-12(19)20/h1-2,4-5,21H,3H2,(H,19,20)
• InChIKey: PPJYSSNKSXAVDB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
• IUPAC Traditional name: tetraiodothyroacetic acid
• Synonyms: [4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic Acid; 3,3',5,5'-Tetraiodothyroacetic Acid; 3,5,3',5'-Tetraiodothyroacetic Acid; 3,5,3',5'-Tetraiodo Thyroacetic Acid; 3,3',5,5'-Tetraiodothyroacetic Acid; 4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodobenzeneacetic acid; Tetrac; 3,3′,5,5′-Tetraiodothyroacetic acid

Database IDs

• CAS Number: 67-30-1
• EC Number: 200-649-1
• MDL Number: MFCD00055932
• PubChem SID: 46508408; 160964982; 24900169
• PubChem CID: 65552

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.2464957
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.4493353
• LogD (pH = 7.4): 2.7214313
• Log P: 6.523494
• Molar Refractivity: 119.0373 cm^3
• Polarizability: 47.198997 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.99
• LOG S: -5.18
• Solubility (Water): 4.89e-03 g/l

PROPERTIES

Safety Information

• RTECS: CY1585800
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 28
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: -20°C

Product Information

• Linear Formula: C14H8O4I4

DETAILS

DrugBank - DB01751

Drug information: experimental

Sigma Aldrich - T3787

Linkage
Thyroid hormone analog

Toronto Research Chemicals - T296125

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)