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IRMM468

Thyroxine (T4)

IRMM®, certified reference material

Synonym(s):
3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, L-Thyroxine, 3,3′,5,5″-Tetraiodo-L-thyronine, T4
Linear Formula:
HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
776.87
Beilstein:
2228515
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material

agency

IRMM®

manufacturer/tradename

JRC

mp

223 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−70°C

SMILES string

N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O

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

InChI key

XUIIKFGFIJCVMT-LBPRGKRZSA-N

Gene Information

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Biochem/physiol Actions

L-Thyroxine (T4) and triiodo-L-thyronine (T3) are iodine-containing hormones produced from thyroglobulin in the thyroid follicular cells. The stimulation of metabolic rate and regulation of growth and development by these hormones appear to be due to their effects on DNA transcription and, thus, protein synthesis.

Analysis Note

For more information please see:
IRMM468

Legal Information

IRMM is a registered trademark of European Commission

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

B Velkeniers et al.
Human reproduction update, 19(3), 251-258 (2013-01-19)
BACKGROUND Previous meta-analyses of observational data indicate that pregnant women with subclinical hypothyroidism have an increased risk of adverse pregnancy outcome. Potential benefits of levothyroxine (LT4) supplementation remain unclear, and no systematic review or meta-analysis of trial findings is available
Steffen Mayerl et al.
The Journal of clinical investigation, 124(5), 1987-1999 (2014-04-03)
Allan-Herndon-Dudley syndrome (AHDS), a severe form of psychomotor retardation with abnormal thyroid hormone (TH) parameters, is linked to mutations in the TH-specific monocarboxylate transporter MCT8. In mice, deletion of Mct8 (Mct8 KO) faithfully replicates AHDS-associated endocrine abnormalities; however, unlike patients
Shannon E Scratch et al.
Pediatrics, 133(4), e955-e963 (2014-04-02)
Preterm infants commonly have transient hypothyroxinemia of prematurity after birth, which has been associated with deficits in general intellectual functioning, memory, attention, and academic achievement. However, research has predominantly focused on thyroxine levels in the first 2 weeks of life
Linnea R Vose et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(44), 17232-17246 (2013-11-01)
Intraventricular hemorrhage (IVH) remains a major cause of white matter injury in preterm infants with no viable therapeutic strategy to restore myelination. Maturation of oligodendrocytes and myelination is influenced by thyroid hormone (TH) signaling, which is mediated by TH receptor
Michaela Granfors et al.
Obstetrics and gynecology, 124(1), 10-15 (2014-06-06)
To evaluate the efficacy of a targeted thyroid testing approach during pregnancy in clinical practice. This is a retrospective cohort study performed within Uppsala County, Sweden. Data were derived from the population-based Uppsala Biobank of Pregnant Women, in which blood

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