Compound
3,3',5-triiodo-L-thyronine
The amino acid zwitterion formed from 3,3',5-triiodo-L-thyronine by tranfer of a proton from the carboxy group to the amino group. It is the major species at pH 7.3.
Definition from ChEBI (CHEBI:533015), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C15H12I3NO4
- Mass
- 650.976 g/mol
- Charge
- 0
- InChIKey
- AUYYCJSJGJYCDS-LBPRGKRZSA-N
- SMILES
- [NH3+][C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)[O-]
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
35 entities
35 entities reached.
0 reported hops35 assembled from the scaffold
- DIO2ProteinUNIPROT:Q92813substrate ofInferred only108 paths18 endpoints
- DIO1ProteinUNIPROT:P49895substrate ofInferred only56 paths8 endpoints
- UGT1A4ProteinUNIPROT:P22310metabolized byInferred only46 paths23 endpoints
- UGT1A1ProteinUNIPROT:P22309metabolized byInferred only34 paths17 endpoints
- UGT1A9ProteinUNIPROT:O60656metabolized byInferred only32 paths16 endpoints
- DIO3ProteinUNIPROT:P55073substrate ofInferred only27 paths9 endpoints
- UGT1A7ProteinUNIPROT:Q9HAW7metabolized byInferred only24 paths12 endpoints
- SULT1A1ProteinUNIPROT:P50225metabolized byInferred only24 paths12 endpoints
- UGT2B4ProteinUNIPROT:P06133metabolized byInferred only22 paths11 endpoints
- SULT1A3ProteinUNIPROT:P0DMM9metabolized byInferred only20 paths10 endpoints
- UGT1A6ProteinUNIPROT:P19224metabolized byInferred only20 paths10 endpoints
- UGT2B15ProteinUNIPROT:P54855metabolized byInferred only20 paths10 endpoints
Show the remaining 23
- UGT1A10ProteinUNIPROT:Q9HAW8metabolized byInferred only19 paths10 endpoints
- SLC7A8ProteinUNIPROT:Q9UHI5transported byInferred only18 paths18 endpoints
- UGT2B17ProteinUNIPROT:O75795metabolized byInferred only18 paths9 endpoints
- UGT2A3ProteinUNIPROT:Q6UWM9metabolized byInferred only16 paths8 endpoints
- UGT2B11ProteinUNIPROT:O75310metabolized byInferred only16 paths8 endpoints
- SULT1A4ProteinUNIPROT:P0DMN0metabolized byInferred only16 paths8 endpoints
- UGT2B7ProteinUNIPROT:P16662metabolized byInferred only16 paths8 endpoints
- UGT1A5ProteinUNIPROT:P35504metabolized byInferred only16 paths8 endpoints
- SLCO1B3ProteinUNIPROT:Q9NPD5transported byInferred only15 paths2 endpoints
- UGT1A3ProteinUNIPROT:P35503metabolized byInferred only14 paths7 endpoints
- UGT2B10ProteinUNIPROT:P36537metabolized byInferred only14 paths7 endpoints
- UGT3A2ProteinUNIPROT:Q3SY77metabolized byInferred only12 paths6 endpoints
- UGT3A1ProteinUNIPROT:Q6NUS8metabolized byInferred only12 paths6 endpoints
- SLCO4A1ProteinUNIPROT:Q96BD0transported byInferred only12 paths4 endpoints
- UGT1A8ProteinUNIPROT:Q9HAW9metabolized byInferred only9 paths5 endpoints
- UGT2A1ProteinUNIPROT:P0DTE4metabolized byInferred only9 paths5 endpoints
- SLC7A5ProteinUNIPROT:Q01650transported byInferred only8 paths8 endpoints
- SULT1B1ProteinUNIPROT:O43704metabolized byInferred only6 paths6 endpoints
- UGT2B28ProteinUNIPROT:Q9BY64metabolized byInferred only5 paths3 endpoints
- SLCO1C1ProteinUNIPROT:Q9NYB5transported byInferred only4 paths2 endpoints
- SLC16A2ProteinUNIPROT:P36021transported byInferred only4 paths2 endpoints
- SULT1A2ProteinUNIPROT:P50226metabolized byInferred only4 paths4 endpoints
- SLCO1B1ProteinUNIPROT:Q9Y6L6transported byInferred only3 paths2 endpoints
What the reference databases state
Chemical structure
- 3,3',5-triiodo-L-thyronine sulfate has the functional parent 3,3',5-triiodo-L-thyronineCompoundChEBI CHEBI:176511Inferred only
Statements
89 statements
89 statements · 2 reference databases · Subject: 3,3',5-triiodo-L-thyronine · Sources: Human-GEM, Rhea
- 3,3',5-triiodo-L-thyronine is converted to 3,3',5-triiodo-L-thyronine sulfateCompoundHuman-GEM MAR08534Inferred only
- 3,3',5-triiodo-L-thyronine is converted to 3,3',5-triiodo-L-thyronine sulfateCompoundRhea RHEA:67876Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A1ProteinHuman-GEM MAR08534Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A1ProteinRhea RHEA:67876Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A2ProteinHuman-GEM MAR08534Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A3ProteinRhea RHEA:67876Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A3ProteinHuman-GEM MAR08534Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A4ProteinHuman-GEM MAR08534Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1A4ProteinRhea RHEA:67876Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by SULT1B1ProteinRhea RHEA:67876Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A1ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A1ProteinHuman-GEM MAR06799Inferred only
Show the remaining 77
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A10ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A10ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A3ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A3ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A4ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A4ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A5ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A5ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A6ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A6ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A7ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A7ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A8ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A8ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A9ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT1A9ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2A1ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2A1ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2A3ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2A3ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B10ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B10ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B11ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B11ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B15ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B15ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B17ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B17ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B28ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B28ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B4ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B4ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B7ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT2B7ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT3A1ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT3A1ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT3A2ProteinHuman-GEM MAR06798Inferred only
- 3,3',5-triiodo-L-thyronine is metabolised by UGT3A2ProteinHuman-GEM MAR06799Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06855Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06826Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06827Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06840Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06841Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinHuman-GEM MAR06854Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO1ProteinRhea RHEA:82571Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06854Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06841Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06826Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06855Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06827Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO2ProteinHuman-GEM MAR06840Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO3ProteinHuman-GEM MAR06827Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO3ProteinHuman-GEM MAR06826Inferred only
- 3,3',5-triiodo-L-thyronine is a substrate of DIO3ProteinRhea RHEA:82571Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC16A10ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC16A2ProteinHuman-GEM MAR06056Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC16A2ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC17A4ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC7A5ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLC7A8ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1A2ProteinHuman-GEM MAR06099Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1A2ProteinHuman-GEM MAR06098Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1A2ProteinHuman-GEM MAR06114Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1A2ProteinHuman-GEM MAR06116Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1A2ProteinHuman-GEM MAR06115Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B1ProteinHuman-GEM MAR06098Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B3ProteinHuman-GEM MAR06098Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B3ProteinHuman-GEM MAR06099Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B3ProteinHuman-GEM MAR06114Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B3ProteinHuman-GEM MAR06115Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1B3ProteinHuman-GEM MAR06116Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1C1ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO1C1ProteinHuman-GEM MAR06098Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO4A1ProteinRhea RHEA:71811Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO4A1ProteinRhea RHEA:72299Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO4A1ProteinHuman-GEM MAR06098Inferred only
- 3,3',5-triiodo-L-thyronine is transported by SLCO4C1ProteinRhea RHEA:71811Inferred only
Reactions
29 reactions
3,3',5-triiodo-L-thyronine3,3',5-triiodo-L-thyronine
Transported by SLC16A2
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06056CC BY 4.0Reference data
hydrogencarbonate+3,3',5-triiodo-L-thyroninehydrogencarbonate+3,3',5-triiodo-L-thyronine
Transported by SLCO1A2 or SLCO4A1 or SLCO1B3 or SLCO1B1 or SLCO1C1
Reaction pageLeft to rightBalancedcytosol, extracellular space
Human-GEM MAR06098CC BY 4.0Reference data
CHEBI:16856+hydrogencarbonate+3,3',5-triiodo-L-thyronineCHEBI:16856+hydrogencarbonate+3,3',5-triiodo-L-thyronine
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06099CC BY 4.0Reference data
MAM01980c+hydrogencarbonate+3,3',5-triiodo-L-thyronineMAM01980e+hydrogencarbonate+3,3',5-triiodo-L-thyronine
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalance undeterminablecytosol, extracellular space
Human-GEM MAR06114CC BY 4.0Reference data
hydrogencarbonate+2,4-dinitrophenyl-S-glutathione+3,3',5-triiodo-L-thyroninehydrogencarbonate+2,4-dinitrophenyl-S-glutathione+3,3',5-triiodo-L-thyronine
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06115CC BY 4.0Reference data
hydrogencarbonate+MAM02901c+3,3',5-triiodo-L-thyroninehydrogencarbonate+MAM02901e+3,3',5-triiodo-L-thyronine
Transported by SLCO1A2 & SLCO1B3
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR06116CC BY 4.0Reference data
3,5-diiodo-L-tyrosine+3-iodo-L-tyrosine+hydrogen peroxide2-aminoacrylic acid+2water+3,3',5-triiodo-L-thyronine
Catalysed by TPO
Reaction pageLeft to rightBalancedEC 1.11.1.8cytosol
Human-GEM MAR06796CC BY 4.0Reference data
3,3',5-triiodo-L-thyronine3,3',5-triiodo-L-thyronine
Reaction pageReversibleBalancedcytosol, endoplasmic reticulum
Human-GEM MAR06797CC BY 4.0Reference data
MAM00733c+proton+UDP3,3',5-triiodo-L-thyronine+UDP-alpha-D-glucuronate
Catalysed by UGT2B10 or UGT2A3 or UGT2B28 or UGT3A1 or UGT2B4 or UGT1A6 or UGT3A2 or UGT2B7 or UGT2A1 or UGT2B15 or UGT2B17 or UGT2B11 and 8 more alternatives
Reaction pageReversibleBalancedEC 2.4.1.17cytosol
Human-GEM MAR06798CC BY 4.0Reference data
3,3',5-triiodo-L-thyronine+UDP-alpha-D-glucuronateMAM00733r+proton+UDP
Catalysed by UGT2B10 or UGT2A3 or UGT2B28 or UGT3A1 or UGT2B4 or UGT1A6 or UGT3A2 or UGT2B7 or UGT2A1 or UGT2B15 or UGT2B17 or UGT2B11 and 8 more alternatives
Reaction pageLeft to rightBalancedEC 2.4.1.17endoplasmic reticulum
Human-GEM MAR06799CC BY 4.0Reference data
3,3'-diiodo-L-thyronine+iodide+NADP(3-)NADPH(4-)+3,3',5-triiodo-L-thyronine
Catalysed by DIO3 or DIO2 or DIO1
Reaction pageReversibleBalancedEC 1.21.99.4, 1.21.99.3cytosol
Human-GEM MAR06826CC BY 4.0Reference data
3,3'-diiodo-L-thyronine+iodide+NADP(3-)NADPH(4-)+3,3',5-triiodo-L-thyronine
Catalysed by DIO3 or DIO2 or DIO1
Reaction pageReversibleBalancedEC 1.21.99.4, 1.21.99.3endoplasmic reticulum
Human-GEM MAR06827CC BY 4.0Reference data
Where it reaches
7 systems, 15 regions, 31 tissues, 35 transporter routes — routes, not measurements: transporters known to carry 3,3',5-triiodo-L-thyronine are expressed there, and no source reports it arriving.
Loading the model…
Other names
2 names
Resolves to: 3,3',5-triiodo-L-thyronine
- Also called
- (S)-2-Amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]-propionic acid
- Systematic name
- (2S)-2-azaniumyl-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate