A thyroid hormone receptor agonist
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Tiratricol

Item No. 28729

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-benzeneacetic acid
CAS Number
51-24-1
Synonyms
  • 3,3′,5-Triiodothyroacetic acid
Molecular Formula
C14H9I3O4
Formula Weight
621.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
210, 227 nm
SMILES
OC(CC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)=O
InChi Code
InChI=1S/C14H9I3O4/c15-9-6-8(1-2-12(9)18)21-14-10(16)3-7(4-11(14)17)5-13(19)20/h1-4,6,18H,5H2,(H,19,20)
InChi Key
UOWZUVNAGUAEQC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

    $68

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    500 mg

    $236

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    1 g

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    Cayman Chemical
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    Product Description

    Tiratricol is a metabolite of 3,3',5-triiodo-L-thyronine (Item No. 16028) and an agonist of the thyroid hormone receptors TRα and TRβ (EC50s = 1.81 and 4.13 nM, respectively, in reporter assays).1 In vivo, tiratricol (50 or 400 ng/g) stimulates cerebellar Purkinje cell dendritogenesis and cortical myelination in Mct8/Oatp1c1 double knockout mice.2 It reduces goiter induced by methimazole (Item No. 23718) in rats when administered at a dose of 25 μg per animal.3 Tiratricol also decreases toll-like receptor 2 (TLR2) levels and the phosphorylation of Akt and MAPK in HEK-Blue™ cells expressing human TLR2 and reduces liver tissue necrosis in a mouse model of hepatitis induced by concanavalin A (Item No. 14951).4.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Oka, T., Mitsui-Watanabe, N., Tatarazako, N., et al. Establishment of transactivation assay systems using fish, amphibian, reptilian and human thyroid hormone receptors. J. Appl. Toxicol. 33(9), 991-1000 (2013).

    2. Kersseboom, S., Horn, S., Visser, W.E., et al. In vitro and mouse studies supporting therapeutic utility of triiodothyroacetic acid in MCT8 deficiency. Mol. Endocrinol. 28(12), 1961-1970 (2014).

    3. Alvarez, L., Burgueño, A., Zeni, S., et al. Comparison of the effects of 3,5,3'-triiodothyroacetic acid and triiodothyronine on goiter prevention and involution and on hepatic and skeletal parameters in rats. Horm. Metab. Res. 36(5), 291-297 (2004).

    4. Ha, H.C., Jang, J.M., Zhou, D., et al. 3, 5, 3'-Triiodothyroacetic acid (TRIAC) is an anti-inflammatory drug that targets toll-like receptor 2. Arch. Pharm. Res. 41(10), 996-1008 (2018).