3,5-Diiodothyronine

3,5-Diiodothyronine

200px
Names
IUPAC name 2-Amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
Identifiers
ChemSpider	110252 Y
Jmol 3D model	Interactive image Interactive image
MeSH	3,5-diiodothyronine
PubChem	123675
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	525.077 g/mol
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

3,5-T2 is an active thyroid hormone. It stimulates the TR-beta receptor for thyroid hormones and thus increases energy expenditure. It has agonistic (thyromimetic) effects at myocardial tissue and pituitary, which results in 3,5-T2 to suppress TSH release. 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.

Clinical significance

In nonthyroidal illness syndrome 3,5-T2 concentrations are increased. This could explain why patients with low T3 syndrome don't benefit from substitution therapy with thyroid hormones.

External links

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