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

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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

Average Mass

650.97350

Monoisotopic Mass

650.79004

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:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) 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).

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) desiccated thyroid extract (CHEBI:9584) has part 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

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

Last Modified

18 February 2021