L-thyroxine (CHEBI:18332)

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ChEBI Name	L-thyroxine

ChEBI ID	CHEBI:18332

ChEBI ASCII Name	L-thyroxine

Definition	The L-enantiomer of thyroxine.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:7663, CHEBI:45848, CHEBI:13177, CHEBI:21406

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Formula

C15H11I4NO4

Net Charge

Average Mass

776.87006

Monoisotopic Mass

776.68669

InChI

InChI=1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1

InChIKey

XUIIKFGFIJCVMT-LBPRGKRZSA-N

SMILES

N[C@@H](Cc1cc(I)c(Oc2cc(I)c(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):	antithyroid drug A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). thyroid hormone Any hormone produced by the thyroid gland mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). mitogen A chemical substance that encourages a cell to commence cell division, triggering mitosis. (via thyroxine )

Application(s):	antithyroid drug A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.

ChEBI Ontology
Outgoing	L-thyroxine (CHEBI:18332) has role antithyroid drug (CHEBI:50671) L-thyroxine (CHEBI:18332) has role human metabolite (CHEBI:77746) L-thyroxine (CHEBI:18332) has role mouse metabolite (CHEBI:75771) L-thyroxine (CHEBI:18332) has role thyroid hormone (CHEBI:60311) L-thyroxine (CHEBI:18332) is a 2-halophenol (CHEBI:53291) L-thyroxine (CHEBI:18332) is a L-phenylalanine derivative (CHEBI:84144) L-thyroxine (CHEBI:18332) is a iodophenol (CHEBI:24863) L-thyroxine (CHEBI:18332) is a non-proteinogenic L-α-amino acid (CHEBI:83822) L-thyroxine (CHEBI:18332) is a thyroxine (CHEBI:30660) L-thyroxine (CHEBI:18332) is conjugate acid of L-thyroxine(1−) (CHEBI:60302) L-thyroxine (CHEBI:18332) is enantiomer of D-thyroxine (CHEBI:30659) L-thyroxine (CHEBI:18332) is tautomer of L-thyroxine zwitterion (CHEBI:58448)

Incoming	desiccated thyroid extract (CHEBI:9584) has part L-thyroxine (CHEBI:18332) L-thyroxine(1−) (CHEBI:60302) is conjugate base of L-thyroxine (CHEBI:18332) D-thyroxine (CHEBI:30659) is enantiomer of L-thyroxine (CHEBI:18332) L-thyroxine residue (CHEBI:90872) is substituent group from L-thyroxine (CHEBI:18332) L-thyroxine zwitterion (CHEBI:58448) is tautomer of L-thyroxine (CHEBI:18332)

IUPAC Name

L-thyroxine

Synonyms	Sources
3,3',5,5'-tetraiodo-L-thyronine	ChemIDplus
3,5,3',5'-TETRAIODO-L-THYRONINE	PDBeChem
3,5,3',5'-tetraiodo-L-thyronine	ChemIDplus
4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodo-L-phenylalanine	IUPAC
L-T₄	ChemIDplus
L-Thyroxine	KEGG COMPOUND
Levothyroxin	KEGG COMPOUND
levothyroxine	ChemIDplus
LT₄	ChEBI
O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-L-tyrosine	PDBeChem
T4	KEGG COMPOUND
T₄	ChEBI

Last Modified

18 February 2021