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

• ChemBase ID: 179152
• Molecular Formular: C15H11I3O4
• Molecular Mass: 635.95885
• Monoisotopic Mass: 635.77915283
• SMILES: c1c(cc(c(c1I)Oc1cc(c(cc1)O)I)I)CCC(=O)O
• Canonical SMILES: OC(=O)CCc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O
• InChI: InChI=1S/C15H11I3O4/c16-10-7-9(2-3-13(10)19)22-15-11(17)5-8(6-12(15)18)1-4-14(20)21/h2-3,5-7,19H,1,4H2,(H,20,21)
• InChIKey: VRORTNGXAKZJML-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
• IUPAC Traditional name: thyropropic acid
• Synonyms: 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-benzenepropanoic Acid; 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-hydrocinnamic Acid; Atralose; Birodan; Thyropropic Acid; Triopron; 3,3',5-Triiodo Thyropropionic Acid

Database IDs

• CAS Number: 51-26-3
• PubChem SID: 164235062
• PubChem CID: 5804

CALCULATED PROPERTIES

• Acid pKa: 2.4743552
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.1310906
• LogD (pH = 7.4): 2.4968662
• Log P: 6.0391183
• Molar Refractivity: 110.2758 cm^3
• Polarizability: 43.39302 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 197-199°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T795410

Thyroid hormone analog. Antilipemic.

REFERENCES

• Tomita, L., et al.: J. Biol. Chem., 219, 595 (1956)