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3,3'-Diiodothyronine

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3,3'-Diiodothyronine
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
CAS Number	70-40-6^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:35430
ChemSpider	59002^Y
IUPHAR/BPS	6648
MeSH	3,3'-diiodothyronine
PubChem CID	65559
UNII	GNC4MZ8B3Q^Y
CompTox Dashboard (EPA)	DTXSID401018947
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)^Y Key: CPCJBZABTUOGNM-UHFFFAOYSA-N^Y 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 [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

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.^[1]

Reactions[edit]

Synthesis of T₂ from T₃, and from reverse T3

v t e Thyroid hormone metabolic intermediates
Tyrosine / iodotyrosine	3-Iodotyrosine Diiodotyrosine
Thyronine / iodothyronine	3'-Monoiodothyronine 3,3'-Diiodothyronine 3,5-Diiodothyronine 3,3',5-Triiodothyronine (T₃) 3,3',5'-Triiodothyronine (Reverse T₃) 3,5,3',5'-Tetraiodothyronine (Thyroxine, T₄)
Thyronamine / iodothyronamine	3-Iodothyronamine 3,3',5-Triiodothyronamine
Iodothyroacetate / iodothyroacetic acid	Triiodothyroacetate (TRIAC)