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564605

Sigma-Aldrich

3,3′,5-Triiodo-L-thyronine

95%

Synonym(s):

O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine, Liothyronine, T3

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About This Item

Empirical Formula (Hill Notation):
C15H12I3NO4
CAS Number:
6893-02-3
Molecular Weight:
650.97
Beilstein/REAXYS Number:
2710227
EC Number:
229-999-3
MDL number:
MFCD00002593
UNSPSC Code:
51111800
PubChem Substance ID:
329758215

assay

95%

optical activity

[α]20/D +23.0°, c = 2 in ethanol or 0.1 N HCl

mp

234-238 °C (lit.)

SMILES string

N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O

InChI

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

InChI key

AUYYCJSJGJYCDS-LBPRGKRZSA-N

Gene Information

human ... THRA(7067) , THRB(7068)

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Product No.
Description
Pricing

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H372

Hazard Classifications

STOT RE 1

target_organs

Thyroid,Cardio-vascular system,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
02406BH
01820BE
08503AE
09714LO
09814LO

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R Calvo et al.
The Journal of clinical investigation, 86(3), 889-899 (1990-09-01)
To study the protective effects of maternal thyroxine (T4) and 3,5,3'-triiodothyronine (T3) in congenital hypothyroidism, we gave pregnant rats methimazole (MMI), an antithyroid drug that crosses the placenta, and infused them with three different doses of T4 or T3. The
H Mizuma et al.
Circulation research, 88(3), 313-318 (2001-02-17)
Thyroid hormone has been reported to have significant effects on the peripheral vascular system, including relaxation of vascular smooth muscle cells and antiatherosclerotic effects. To exert its biological activity, thyroxine, which is a major secretory product of thyroid gland, needs
E Gunilla Stalenheim
Psychiatry research, 121(3), 281-291 (2003-12-17)
This study is a follow-up investigation of a forensic psychiatric sub-population 6-8 years after forensic psychiatric evaluation. The aim was to examine the long-term validity of biological markers of psychopathy and antisocial behavior over time. Data on criminal records were
Mark D Erion et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(39), 15490-15495 (2007-09-20)
Despite efforts spanning four decades, the therapeutic potential of thyroid hormone receptor (TR) agonists as lipid-lowering and anti-obesity agents remains largely unexplored in humans because of dose-limiting cardiac effects and effects on the thyroid hormone axis (THA), muscle metabolism, and
T Zimmermann-Belsing et al.
Clinical endocrinology, 49(5), 589-595 (1999-04-10)
Previous studies of leptin in thyrotoxic human subjects have been short-term and cross-sectional. We have measured serum leptin concentrations in thyrotoxic patients in order to study the influence of endogenous thyroid hormones on the relationship between serum leptin and fat
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