REVERSE T3 Chemical Properties

Melting point:

234-238 °C(lit.)

Boiling point:

534.6±50.0 °C(Predicted)

Density 

2.387±0.06 g/cm3(Predicted)

Flash point:

9℃

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

powder

pka

2.17±0.20(Predicted)

color 

Pale Beige to Brown

Stability:

Light Sensitive

InChI

InChI=1S/C15H12I3NO4/c16-9-3-7(4-12(19)15(21)22)1-2-13(9)23-8-5-10(17)14(20)11(18)6-8/h1-3,5-6,12,20H,4,19H2,(H,21,22)/t12-/m0/s1

InChIKey

HZCBWYNLGPIQRK-LBPRGKRZSA-N

SMILES

C(O)(=O)[C@H](CC1=CC=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)N

Safety Information

Hazard Codes 

Xn,T,F

Risk Statements 

36/37/38-20/21/22-39/23/24/25-23/24/25-11

Safety Statements 

36-45-36/37-16

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

3

RTECS 

AY6750000

F 

8

HS Code 

29379000

MSDS

• Language:English Provider:SigmaAldrich

REVERSE T3 Usage And Synthesis

Description

Either a derivative or precursor of thyroxine. Triiodothyronine increases themetabolic rate and oxygen consumption of animal tissues. Used in biochemical research, medicine (metabolic insufficiency).

Chemical Properties

Beige Powder

Uses

One of the hormones produced by the thyroid gland that is involved in the maintenance of metabolic homeostasis. Also produced in peripheral tissues as the active metabolite of Thyroxine.

Uses

Of interest for the early detection and treatment of congenital or drug-induced hypothyroidism in the developing human fetus.

Definition

ChEBI: 3,3',5'-triiodo-L-thyronine is a 3,3',5'-triiodothyronine. It is a tautomer of a 3,3',5'-triiodo-L-thyronine zwitterion.

Biological Activity

3,3',5'-triiodo-l-thyronine (reverse t3 or rt3) and 3,5,3'-triiodo-l-thyronine (t3) are the metabolism of thyroxine (t4) [1]. 3,3',5'-triiodo-l-thyronine is thyroid hormone receptors trα and trβ antagonist [1].thyroid hormones play important roles in the development of the mammalian brain by acting on migration and differentiation of neural cells, synaptogenesis, and myelination. the actions of thyroid hormones are mediated by nuclear thyroid hormone receptors (trs) and regulation of gene expression. trs have been also involved in adult brain function. in adult mice, trα1 deletion and a dominant negative mutant receptor expression induce consistent behavioral changes leading to severe anxiety and morphological changes in the hippocampus [2].the rt3 was about 1,000-fold less active at the thyroid hormone receptors trα and trβ compared with 3,3',5-triiodo-l-thyronine and commonly described as inactive [1].it has been reported that rt3 activates a native form of trα, trδα1, which lacks a nuclear localization signal and functions in the cytoplasm. through this action, rt3 initiates actin polymerization, particularly in astrocytes and neurons [3].

References

[1] nicod p, burger a, staeheli v, et al. a radioimmunoassay for 3, 3′, 5′-triiodo-l-thyronine in unextracted serum: method and clinical results[j]. the journal of clinical endocrinology & metabolism, 1976, 42(5): 823-829.
[2] bernal j. thyroid hormone receptors in brain development and function[j]. nature clinical practice endocrinology & metabolism, 2007, 3(3): 249-259.
[3] senese r, cioffi f, de lange p, et al. thyroid: biological actions of ‘nonclassical’thyroid hormones[j]. journal of endocrinology, 2014, 221(2): r1-r12.

REVERSE T3(5817-39-0)Related Product Information

• Sodium levothyroxine
• 3,3',5-Triiodo-L-thyronine
• Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]-
• T0901317
• T5601640
• Thyroxine-4-hydroxy-3,5-diiodophenyl Ether DISCONTINUED
• 4-(4-Hydroxyphenoxy)-3,5-diiodo-benzaldehyde
• 3,5-DIIODO-4'-(4-HYDROXYPHENOXY)BENZOIC ACID
• Levothyroxine EP Impurity B
• Levothyroxine Impurity 16
• N-ForMyl Thyroxine
• 3,5,3',5'-Tetraiodo Thyroaldehyde
• Levothyroxine O-Methyl Amine Impurity
• O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine
• 3,5-Diiodo-4-(p-Methoxyphenoxy)-benzaldehyde
• 3,5-Diiodo-L-thyronine
• 3,3',5-TRIIODOTHYROPROPIONIC ACID
• 3-IODO-L-TYROSINE