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CHEBI:18258 - 3,3',5-triiodo-L-thyronine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3,3',5-triiodo-L-thyronine
ChEBI ID CHEBI:18258
ChEBI ASCII Name 3,3',5-triiodo-L-thyronine
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11701, CHEBI:45840, CHEBI:11702, CHEBI:9722, CHEBI:13059, CHEBI:19894
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Formula C15H12I3NO4
Net Charge 0
Average Mass 650.97350
Monoisotopic Mass 650.790
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
InChIKey AUYYCJSJGJYCDS-LBPRGKRZSA-N
SMILES N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): thyroid hormone
Any hormone produced by the thyroid gland
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3,3',5-triiodo-L-thyronine (CHEBI:18258) has role human metabolite (CHEBI:77746)
3,3',5-triiodo-L-thyronine (CHEBI:18258) has role mouse metabolite (CHEBI:75771)
3,3',5-triiodo-L-thyronine (CHEBI:18258) has role thyroid hormone (CHEBI:60311)
3,3',5-triiodo-L-thyronine (CHEBI:18258) is a 2-halophenol (CHEBI:53291)
3,3',5-triiodo-L-thyronine (CHEBI:18258) is a iodophenol (CHEBI:24863)
3,3',5-triiodo-L-thyronine (CHEBI:18258) is a iodothyronine (CHEBI:24864)
3,3',5-triiodo-L-thyronine (CHEBI:18258) is conjugate acid of 3,3',5-triiodo-L-thyroninate (CHEBI:60308)
3,3',5-triiodo-L-thyronine (CHEBI:18258) is tautomer of 3,3',5-triiodo-L-thyronine zwitterion (CHEBI:533015)
Incoming 3,3',5-triiodo-L-thyronine sulfate (CHEBI:35432) has functional parent 3,3',5-triiodo-L-thyronine (CHEBI:18258)
3,3',5-triiodo-L-thyroninate (CHEBI:60308) is conjugate base of 3,3',5-triiodo-L-thyronine (CHEBI:18258)
3,3',5-triiodo-L-thyronine residue (CHEBI:90874) is substituent group from 3,3',5-triiodo-L-thyronine (CHEBI:18258)
3,3',5-triiodo-L-thyronine zwitterion (CHEBI:533015) is tautomer of 3,3',5-triiodo-L-thyronine (CHEBI:18258)
IUPAC Name
3,3',5-triiodo-L-thyronine
INNs Sources
liothyronine ChEBI
liothyronine ChemIDplus
liothyroninum ChemIDplus
liotironina ChemIDplus
Synonyms Sources
3,5,3'-Triiodo-L-thyronine KEGG COMPOUND
3,5,3'-Triiodothyronine KEGG COMPOUND
3,5,3'TRIIODOTHYRONINE PDBeChem
4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine IUPAC
L-3,5,3'-Triiodothyronine KEGG COMPOUND
L-T3 ChemIDplus
Liothyronine KEGG COMPOUND
O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine IUPAC
T3 KEGG COMPOUND
T3 ChEBI
Triiodothyronine KEGG COMPOUND
Brand Names Sources
Tertroxin DrugBank
Tresitope DrugBank
Database Links Databases
C02465 KEGG COMPOUND
CPD-10813 MetaCyc
D08128 KEGG DRUG
DB00279 DrugBank
HMDB00265 HMDB
LSM-3991 LINCS
T3 PDBeChem
Triiodothyronine Wikipedia
View more database links
Registry Numbers Types Sources
2710227 Beilstein Registry Number Beilstein
2710227 Reaxys Registry Number Reaxys
6893-02-3 CAS Registry Number KEGG COMPOUND
6893-02-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11738632 PubMed citation Europe PMC
15206581 PubMed citation Europe PMC
19339791 PubMed citation Europe PMC
Last Modified
25 February 2016