3,3'-Diiodothyronine

3,3'-Diiodothyronine, also known as 3,3'-T2, is a metabolite of thyroid hormone.

3,3'-Diiodothyronine
Skeletal formula of the 3,3'-diiodothyronine molecule
Ball-and-stick model of the 3,3'-diiodothyronine molecule as a zwitterion
Names
IUPAC name
3,3′-Diiodo-DL-thyronine
Systematic IUPAC name
2-Amino-3-[4-(4-Hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid
Other names
O-(4-Hydroxy-3-iodophenyl)-3-iodotyrosine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH 3,3'-diiodothyronine
UNII
  • InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21) checkY
    Key: CPCJBZABTUOGNM-UHFFFAOYSA-N checkY
  • InChI=1/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)
    Key: CPCJBZABTUOGNM-UHFFFAOYAW
  • NC(C(O)=O)CC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C=C1
  • O=C(O)C(N)Cc2ccc(Oc1cc(I)c(O)cc1)c(I)c2
Properties
C15H13I2NO4
Molar mass 525.077 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It is formed from the breakdown of triiodothyronine. Levels can be affected in certain disease states.[1]

Reactions
Synthesis of T2 from T3, and from reverse T3

References
  1. Pinna G; Hiedra L; Meinhold H; et al. (September 1998). "3,3'-Diiodothyronine concentrations in the sera of patients with nonthyroidal illnesses and brain tumors and of healthy subjects during acute stress". J. Clin. Endocrinol. Metab. 83 (9): 3071–7. doi:10.1210/jcem.83.9.5080. PMID 9745405.
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