CHEBI:18332 - L-thyroxine

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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 0
Average Mass 776.87006
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: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): 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).
(via L-alpha-amino acid )
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.
View more via ChEBI Ontology
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 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
Database Links Databases
C01829 KEGG COMPOUND
D08125 KEGG DRUG
DB00451 DrugBank
Levothyroxine Wikipedia
LSM-5447 LINCS
T44 PDBeChem
View more database links
Registry Numbers Types Sources
2228515 Beilstein Registry Number Beilstein
51-48-9 CAS Registry Number KEGG COMPOUND
51-48-9 CAS Registry Number ChemIDplus
7002831 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
15206581 PubMed citation CiteXplore
18996189 PubMed citation CiteXplore
20483419 PubMed citation CiteXplore
2062236 PubMed citation CiteXplore
21035598 PubMed citation CiteXplore
24216002 PubMed citation CiteXplore
24548294 PubMed citation CiteXplore
24610609 PubMed citation CiteXplore
Last Modified
25 February 2016