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3,3'-Diiodothyronine

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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-propanoic acid
Other names O-(4-Hydroxy-3-iodophenyl)-3-iodotyrosine
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
IUPHAR/BPS
MeSH 3,3'-diiodothyronine
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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)Key: CPCJBZABTUOGNM-UHFFFAOYSA-N
  • 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
SMILES
  • 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
Chemical formula C15H13I2NO4
Molar mass 525.077 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

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

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.
Thyroid hormone metabolic intermediates
Tyrosine / iodotyrosine
Thyronine / iodothyronine
Thyronamine / iodothyronamine
Iodothyroacetate / iodothyroacetic acid
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