Page last updated: 2024-09-22

3,3',5'-triiodothyronine

Cross-References

ID SourceID
PubMed CID22069
CHEMBL ID1312
CHEBI ID28774
SCHEMBL ID429433

Synonyms (30)

Synonym
gtpl2636
CHEBI:28774 ,
o-(4-hydroxy-3,5-diiodophenyl)-3-iodotyrosine
NCGC00181338-01
2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl]propanoic acid
CHEMBL1312
NCGC00181338-02
3,3',5'-triiodo-dl-thyronine
unii-8igm4i6q6g
3,3',5'-triiodothyronine, dl-
dl-3,3',5'-triiodothyronine
8igm4i6q6g ,
alanine, 3-(4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl)-
70-39-3
tyrosine, o-(4-hydroxy-3,5-diiodophenyl)-3-iodo-
FT-0614014
SCHEMBL429433
3,3',5'-trijod-dl-thyronin
HZCBWYNLGPIQRK-UHFFFAOYSA-N
reversetriiodothyronine
bdbm50078169
2820-50-0
DTXSID00274724
reverse-triiodthyronine
AKOS032947550
BCP28851
rt3; 3,3',5'-triiodothyronine; reverse triiodothyronine
Q7318276
DTXSID50859929
3,3',5'-triiodo-l-thyronine-13c6

Roles (1)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
iodothyronineAn iodoamino acid in which the amino acid specified is thyronine.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (9)

3,3',5'-triiodothyronine is involved in 9 pathway(s), involving a total of 2011 unique proteins and 1973 unique compounds

PathwayProteinsCompounds
Metabolism14961108
Amino acid and derivative metabolism250260
Metabolism of amine-derived hormones1440
Thyroxine biosynthesis819
Regulation of thyroid hormone activity36
Biological oxidations150276
Phase II - Conjugation of compounds73122
Cytosolic sulfonation of small molecules1747
Selenium micronutrient network095

Protein Targets (12)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency40.53340.007215.758889.3584AID624030
USP1 protein, partialHomo sapiens (human)Potency79.43280.031637.5844354.8130AID504865
GLS proteinHomo sapiens (human)Potency28.18380.35487.935539.8107AID624170
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency2.81840.035520.977089.1251AID504332
Bloom syndrome protein isoform 1Homo sapiens (human)Potency14.12540.540617.639296.1227AID2528
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency28.18380.354828.065989.1251AID504847
DNA polymerase kappa isoform 1Homo sapiens (human)Potency7.07950.031622.3146100.0000AID588579
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency14.12540.251215.843239.8107AID504327
ATP-dependent phosphofructokinaseTrypanosoma brucei brucei TREU927Potency28.18380.060110.745337.9330AID492961
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sodium- and chloride-dependent GABA transporter 1Rattus norvegicus (Norway rat)IC50 (µMol)13.00000.00132.22068.3000AID1200481
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TransthyretinHomo sapiens (human)Concentration0.04000.01000.13800.6000AID161428
Monocarboxylate transporter 8Rattus norvegicus (Norway rat)Km2.20002.20003.63334.7000AID681174
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (2)

Processvia Protein(s)Taxonomy
signal transductionTransthyretinHomo sapiens (human)
purine nucleobase metabolic processTransthyretinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
hormone activityTransthyretinHomo sapiens (human)
protein bindingTransthyretinHomo sapiens (human)
identical protein bindingTransthyretinHomo sapiens (human)
thyroid hormone bindingTransthyretinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
extracellular regionTransthyretinHomo sapiens (human)
extracellular spaceTransthyretinHomo sapiens (human)
azurophil granule lumenTransthyretinHomo sapiens (human)
extracellular exosomeTransthyretinHomo sapiens (human)
extracellular spaceTransthyretinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID161427Relative binding affinity to prealbumin was determined from the competition binding assays and is expressed relative to L-T41986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Structurally specific binding of halogenated biphenyls to thyroxine transport protein.
AID161428Concentration at which 50% total binding against prealbumin protein occurs1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Structurally specific binding of halogenated biphenyls to thyroxine transport protein.
AID161435Relative binding affinity for thyroxin binding prealbumin (TBPA) from rat liver compared to thyroxine (T4) as KA(comp)/KA(T4)1987Journal of medicinal chemistry, Jan, Volume: 30, Issue:1
Polychlorinated biphenyls and related compound interactions with specific binding sites for thyroxine in rat liver nuclear extracts.
AID1200481Inhibition of rat GAT1 expressed in HEK293 cells assessed as inhibition of [3H]GABA uptake by liquid scintillation counting2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
A binding mode hypothesis of tiagabine confirms liothyronine effect on γ-aminobutyric acid transporter 1 (GAT1).
AID1146021Displacement of radiolabelled L-T3 from thyroid hormone receptor in intact rat hepatic nuclei relative to T31977Journal of medicinal chemistry, Jul, Volume: 20, Issue:7
Thyroxine analogues. 23. Quantitative structure-activity correlation studies of in vivo and in vitro thyromimetic activities.
AID1200479Inhibition of rat GAT1 expressed in HEK293 cells assessed as inhibition of [3H]GABA uptake at 100 uM by liquid scintillation counting2015Journal of medicinal chemistry, Mar-12, Volume: 58, Issue:5
A binding mode hypothesis of tiagabine confirms liothyronine effect on γ-aminobutyric acid transporter 1 (GAT1).
AID1146020In vivo antigoiter activity in rat1977Journal of medicinal chemistry, Jul, Volume: 20, Issue:7
Thyroxine analogues. 23. Quantitative structure-activity correlation studies of in vivo and in vitro thyromimetic activities.
AID681174TP_TRANSPORTER: uptake in Xenopus laevis oocytes2003The Journal of biological chemistry, Oct-10, Volume: 278, Issue:41
Identification of monocarboxylate transporter 8 as a specific thyroid hormone transporter.
AID210552Relative binding affinity for nuclear receptor from rat liver compared to thyroxine (T4) as KA(comp)/KA(T41987Journal of medicinal chemistry, Jan, Volume: 30, Issue:1
Polychlorinated biphenyls and related compound interactions with specific binding sites for thyroxine in rat liver nuclear extracts.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
AID1346773Human Thyroid hormone receptor-alpha (1A. Thyroid hormone receptors)1990Molecular endocrinology (Baltimore, Md.), Feb, Volume: 4, Issue:2
Binding of 3,5,3'-triiodothyronine (T3) and its analogs to the in vitro translational products of c-erbA protooncogenes: differences in the affinity of the alpha- and beta-forms for the acetic acid analog and failure of the human testis and kidney alpha-2
AID1346752Human Thyroid hormone receptor-beta (1A. Thyroid hormone receptors)1990Molecular endocrinology (Baltimore, Md.), Feb, Volume: 4, Issue:2
Binding of 3,5,3'-triiodothyronine (T3) and its analogs to the in vitro translational products of c-erbA protooncogenes: differences in the affinity of the alpha- and beta-forms for the acetic acid analog and failure of the human testis and kidney alpha-2
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (42.86)18.7374
1990's1 (14.29)18.2507
2000's1 (14.29)29.6817
2010's2 (28.57)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]