triiodothyronine   Click here for help

GtoPdb Ligand ID: 2634

Abbreviated name: T3
Synonyms: 3,5,3'-triodo-L-thyronine | Cytomel® | liothyronine sodium
Approved drug PDB Ligand
triiodothyronine is an approved drug (FDA (1956))
Comment: Thyroid hormone receptor agonist
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 3
Rotatable bonds 5
Topological polar surface area 92.78
Molecular weight 650.79
XLogP 2.9
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C(Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O)N
Isomeric SMILES OC(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O)N
InChI InChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
InChI Key AUYYCJSJGJYCDS-LBPRGKRZSA-N
Natural/Endogenous Targets
Target
Thyroid hormone receptor-α
Thyroid hormone receptor-β
Enzymes Catalysing Reactions with this Compound as a Substrate or Product
Enzyme EC number Reaction Reference
iodothyronine deiodinase 1
iodothyronine deiodinase 2
iodothyronine deiodinase 3
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Monocarboxylate transporter 8 1
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Thyroid hormone receptor-β Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 10.1 pKd - 2
pKd 10.1 [2]
Thyroid hormone receptor-α Primary target of this compound Ligand is endogenous in the given species Hs Agonist Agonist 10.0 pKd - 2
pKd 10.0 [2]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Ligand mentioned in the following text fields