Contents

3,5-Diiodothyronine

3,5-Diiodothyronine

Names
IUPAC name 2-Amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
Identifiers
CAS Number	534-51-0 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	110252 Y
MeSH	3,5-diiodothyronine
PubChem CID	123675
UNII	U1Y9GN485M Y
CompTox Dashboard (EPA)	DTXSID60862141
InChI InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21) Key: ZHSOTLOTTDYIIK-UHFFFAOYSA-N
SMILES C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CC(C(=O)O)N)I
Properties
Chemical formula	C15H13I2NO4
Molar mass	525.081 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

3,5-Diiodothyronine (3,5-T₂) is an active thyroid hormone within the class of iodothyronines. It has two iodine atoms at positions 3 and 5 of its inner ring.

Biological effects[edit]

3,5-T₂ is an active thyroid hormone. It stimulates the TR-beta receptor for thyroid hormones and thus increases energy expenditure.^[1][2] It has agonistic (thyromimetic) effects at myocardial tissue and pituitary, which results in 3,5-T₂ suppressing TSH release.^[3][4] 3,5-T₂ is an allosteric regulator of the cytochrome c oxidase, the complex IV of the electron transport chain. It increases its activity by preventing the interaction of adenosine triphosphate (ATP) as an allosteric inhibitor.^[5]

Clinical significance[edit]

Innonthyroidal illness syndrome 3,5-T₂ concentrations are increased.^[6][7][8][9] This could explain why patients with low T3 syndrome don't benefit from substitution therapy with thyroid hormones.^[7]

References[edit]

External links[edit]

• 3,5-diiodothyronine at the U.S. National Library of Medicine Medical Subject Headings (MeSH)