Molecular Identity
liothyronine
(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
PubChem CID: 5920
3,3',5-triiodo-L-thyronine is an iodothyronine compound having iodo substituents at the 3-, 3'- and 5-positions. Although some is produced in the thyroid, most of the 3,3',5-triiodo-L-thyronine in the body is generated by mono-deiodination of L-thyroxine in the peripheral tissues. Its metabolic activity is about 3 to 5 times that of L-thyroxine. The sodium salt is used in the treatment of hypothyroidism. It has a role as a thyroid hormone, a mouse metabolite and a human metabolite. It is an iodophenol, an iodothyronine and a 2-halophenol. It is a conjugate acid of a 3,3',5-triiodo-L-thyroninate. It is a tautomer of a 3,3',5-triiodo-L-thyronine zwitterion.
2D Structure
Properties
C15H12I3NO4
Molecular Formula
650.97
Molecular Weight
g/mol
650.7901
Exact Mass
Da
1.7
XLogP
Drug-like (Lipinski: < 5)
92.8
TPSA
Good oral absorption (< 140 A²)
3
H-Bond Donors
5
H-Bond Acceptors
402
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
liothyronine3,3',5-Triiodo-L-thyroninetriiodothyronine6893-02-3LiothyroninTresitope3,5,3'-triiodothyronineL-LiothyronineLiotironinaO-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosinetriothyroneLiothyroninum3,5,3'-Triiodo-L-thyronineTriiodo-L-thyronineL-triiodothyronine
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to liothyronine
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