LIOTHYRONINE

Search structure
Synonyms:
Status: Approved (1956)
Entry Type: Small molecule
Molecule Category: Parent
UNII: 06LU7C9H1V

Structure
InChI Key AUYYCJSJGJYCDS-LBPRGKRZSA-N
Smile N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)O
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H12I3NO4
Molecular Weight 650.98
AlogP 3.95
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 92.78
Molecular species ZWITTERION
Aromatic Rings 2.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Thyroid hormone receptor agonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
1.2-6.2 - - - -
Enzyme Transferase
- - - - 0.1433-2.74
Enzyme
1.2-6.2 - - - 0.1433-2.74
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -31.21-2.04
Ion channel Ligand-gated ion channel GABA-A receptor
7000 23000 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 410.9 - 239.7 -
Other nuclear protein
- 1700-3600 - 163 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group A Nuclear hormone receptor subfamily 1 group A member 1
0.41-30 0.24-3.2 0.058-0.17 0.22-2.33 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group A Nuclear hormone receptor subfamily 1 group A member 2
1.1-35.2 0.257-2.9 0.081-0.14 0.08-2.29 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
5800 - 710 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
- - - - 24
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 50400 - 24200 -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 11270 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Bipolar Disorder 3 D001714 ClinicalTrials
Depressive Disorder, Major 3 D003865 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Hypothyroidism 3 D007037 ClinicalTrials
Euthyroid Sick Syndromes 2 D005067 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Shock, Septic 2 D012772 ClinicalTrials
Heart Failure 1 D006333 ClinicalTrials
Multiple Sclerosis, Chronic Progressive 1 D020528 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 1 D020529 ClinicalTrials
Atrial Fibrillation 1 D001281 ClinicalTrials
Gliosarcoma 1 D018316 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 6893-02-3
ChEBI 533015
ChEMBL CHEMBL1544
DrugBank DB00279
DrugCentral 1585
EPA CompTox DTXSID8023216
FDA SRS 06LU7C9H1V
Human Metabolome Database HMDB00265
Guide to Pharmacology 2634
KEGG C02465
PDB T3
PharmGKB PA164778866
PubChem 5920
SureChEMBL SCHEMBL8300
ZINC ZINC000003830999
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