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

• ChemBase ID: 59357
• Molecular Formular: C15H12I2O4
• Molecular Mass: 510.06232
• Monoisotopic Mass: 509.88250486
• SMILES: c1(ccc(cc1)Oc1c(cc(cc1I)CCC(=O)O)I)O
• Canonical SMILES: OC(=O)CCc1cc(I)c(c(c1)I)Oc1ccc(cc1)O
• InChI: InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)
• InChIKey: WONYMNWUJVKVII-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
• IUPAC Traditional name: 3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
• Synonyms: 3-[4-(4-Hydroxyphenoxy)-3,5-diiodophenyl]-propanoic acid; DITPA; 3,5-Diiodothyropropionic acid

Database IDs

• CAS Number: 1158-10-7
• MDL Number: MFCD00045945
• PubChem SID: 24893861; 162064120
• PubChem CID: 160565

CALCULATED PROPERTIES

• Acid pKa: 2.5046637
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2257419
• LogD (pH = 7.4): 1.5967054
• Log P: 5.1101737
• Molar Refractivity: 96.9133 cm^3
• Polarizability: 37.88324 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H12I2O4

DETAILS

Sigma Aldrich - D7032

Biochem/physiol Actions
DITPA, an analog of L-thyroxine, has inotropic but not chronotropic effects on heart muscle. It also stimulates myocardial angiogenesis after infarction by interaction with integrin αv?3 at the cell surface.1

Sigma Aldrich - D4317

Biochem/physiol Actions
DITPA, an analog of L-thyroxine, has inotropic but not chronotropic effects on heart muscle. It also stimulates myocardial angiogenesis after infarction by interaction with integrin αv?3 at the cell surface.1