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L-Thyroxine

CAT: 0804-HY-18341-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-18341-01Size:500 mg
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Description
L-Thyroxine (Levothyroxine; T4) is a synthetic hormone for the research of hypothyroidism. DIO enzymes convert biologically active thyroid hormone (Triiodothyronine, T3) from L-Thyroxine (T4) [1].
CAS Number
51-48-9
Product Name Alternative
Levothyroxine; T4
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Thyroid Hormone Receptor
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Field of Research
Endocrinology; Cancer
Assay Protocol
https://www.medchemexpress.com/l-thyroxine.html
Purity
99.49
Solubility
1M NaOH : 5 mg/mL (ultrasonic; warming; adjust pH to 11 with NaOH; heat to 60°C) |DMSO : 233.33 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
N[C@@H](CC1=CC(I)=C(C(I)=C1)OC2=CC(I)=C(O)C(I)=C2)C(O)=O
Molecular Formula
C15H11I4NO4
Molecular Weight
776.87
Precautions
H302, H315, H319, H335
References & Citations
[1]Arici M, et al. Association between genetic polymorphism and levothyroxine bioavailability in hypothyroid patients. Endocr J. 2018 Mar 28;65 (3) :317-323.|[2]Corriveau S, et al. Levothyroxine treatment generates an abnormal uterine contractility patterns in an in vitro animalmodel. J Clin Transl Endocrinol. 2015 Sep 9;2 (4) :144-149.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite
Citation 01
Cell Rep Med. 2023 Jun 20;4 (6) :101061.|Dis Model Mech. 2024 Aug 14:dmm.050748.|EMBO J. 2024 Aug;43 (15) :3090-3115.|Mol Brain. 2021 Jan 27;14 (1) :25.|Nat Immunol. 2024 Apr;25 (4) :659-670.|Sci Rep. 2022 Jul 4;12 (1) :11259.|Stem Cell Rev Rep. 2021 Jun;17 (3) :999-1013.|J Drug Deliv Sci Technol. 2023 Sep 28, 105008.|Ther Deliv. 2025 Oct 30:1-15.

Chemical Information

Thyroxine

L-thyroxine is the L-enantiomer of thyroxine. It has a role as an antithyroid drug, a thyroid hormone, a mouse metabolite and a human metabolite. It is an iodophenol, a thyroxine, a 2-halophenol, a non-proteinogenic L-alpha-amino acid and a L-phenylalanine derivative. It is a conjugate acid of a L-thyroxine(1-). It is an enantiomer of a D-thyroxine. It is a tautomer of a L-thyroxine zwitterion.

CAS Number51-48-9
PubChem CID5819
IUPAC Name(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
Molecular FormulaC15H11I4NO4
Molecular Weight776.87
XLogP2.4
Topological Polar Surface Area92.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count24
Formal Charge0
Complexity420
SMILES
C1=C(C=C(C(=C1I)OC2=CC(=C(C(=C2)I)O)I)I)C[C@@H](C(=O)O)N
InChI
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
InChIKey
XUIIKFGFIJCVMT-LBPRGKRZSA-N
Chemical Structure
2D Structure
2D structure of Thyroxine
CAS: 51-48-9
CID: 5819
Formula: C15H11I4NO4
MW: 776.87
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight776.87
XLogP32.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass776.6867
Monoisotopic Mass776.6867
Topological Polar Surface Area92.8 Ų
Heavy Atom Count24
Formal Charge0
Complexity420
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes