3,3',5'-triiodothyronine

Names

[ Name ]:
3,3',5'-triiodothyronine

[Synonym ]:
(S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3-iodophenyl)propanoic acid
3,3',5'-Triiodo-L-thyronine
Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3-iodo-
Reverse triiodothyronine
REVERSE T3
O-(4-Hydroxy-3,5-diiodophenyl)-3-iodotyrosine

Biological Activity

[Description]:

Reverse T3 is a thyroid hormone generated by deiodination of the prohormone thyroxine[1]. Reverse T3 inhibits the increase of sodium current generated by other thyroid hormone analogs in neonatal rat myocytes[2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Thyroid Hormone Receptor

[References]

[1]. Nicod P, et al. Radioimmunoassay for 3,3',5'-triiodo-L-thyronine in unextracted serum: method and clinical results. J Clin Endocrinol Metab. 1976 May;42(5):823-9.

[2]. Rebolledo RA, et al. Anti-Apoptotic Effects of 3,3',5-Triiodo-L-Thyronine in the Liver of Brain-Dead Rats. PLoS One. 2015 Oct 5;10(10):e0138749.

Chemical & Physical Properties

[ Density]:
2.4±0.1 g/cm3

[ Boiling Point ]:
534.6±50.0 °C at 760 mmHg

[ Melting Point ]:
234-238ºC(lit.)

[ Molecular Formula ]:
C₁₅H₁₂I₃NO₄

[ Molecular Weight ]:
650.974

[ Flash Point ]:
277.1±30.1 °C

[ Exact Mass ]:
650.790039

[ PSA ]:
92.78000

[ LogP ]:
5.39

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.763

[ Storage condition ]:
2-8°C

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310 + P330-P302 + P352 + P312-P370 + P378

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
36

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

[ WGK Germany ]:
3

[ RTECS ]:
AY6750000

[ HS Code ]:
2922509090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Postnatal overnutrition programs the thyroid hormone metabolism and function in adulthood.

J. Endocrinol. 226 , 219-26, (2015)

Early overnutrition (EO) during lactation leads to obesity, leptin resistance and lower thyroid hormone (TH) levels during adulthood. To better understand the biological significance of this thyroid h...

Heredity and lifestyle in the determination of between-subject variation in thyroid hormone levels in euthyroid men.

Eur. J. Endocrinol. 169(6) , 835-44, (2013)

Variation in thyroid hormone (TH) concentrations between subjects is greater than in a single subject over a prolonged period of time, suggesting an individual set point for thyroid function. We have ...

Halogenated phenolic contaminants inhibit the in vitro activity of the thyroid-regulating deiodinases in human liver.

Toxicol. Sci. 124(2) , 339-47, (2011)

Halogenated contaminants, particularly brominated flame retardants, disrupt circulating levels of thyroid hormones (THs), potentially affecting growth and development. Disruption may be mediated by im...