Triiodothyronine sulfate

Base Information

• Chemical Name: Triiodothyronine sulfate
• CAS No.: 31135-55-4
• Molecular Formula: C₁₅H₁₂I₃NO₇S
• Molecular Weight: 731.042
• DSSTox Substance ID: DTXSID80185066
• Wikidata: Q27116476
• Metabolomics Workbench ID: 38238
• ChEMBL ID: CHEMBL2074889
• Mol file: 31135-55-4.mol

Synonyms:triiodothyronine sulfate;triiodothyronine sulfuric ester

Chemical Property of Triiodothyronine sulfate

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: -4.33±0.18(Predicted)
• Flash Point: °C
• PSA: 144.53000
• Density: 2.434g/cm³
• LogP: 5.20980
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 730.7469
• Heavy Atom Count: 27
• Complexity: 605

Purity/Quality:

99%, ^*data from raw suppliers

3,3’,5-Triiodo-L-thyronine4’-O-Sulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1OC2=C(C=C(C=C2I)CC(C(=O)O)N)I)I)OS(=O)(=O)O
• Isomeric SMILES: C1=CC(=C(C=C1OC2=C(C=C(C=C2I)C[C@@H](C(=O)O)N)I)I)OS(=O)(=O)O
• Uses: 3,3’5-Triiodo-L-thyronine 4’O-Sulfate is the sulfoconjugated metabolite of 3,3’5-Triiodo-L-thyronine (T795380). 3,3’,5-Triiodo-L-thyronine 4’-O-Sulfate is the sulfoconjugated metabolite of 3,3’,5-Triiodo-L-thyronine (T795380).

Technology Process of Triiodothyronine sulfate

There total 3 articles about Triiodothyronine sulfate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 25.0%

triiodothyronine (6893-02-3,15785-49-6,7013-53-8) → L-Triiodothyronine sulfate (31135-55-4)

Guidance literature:

With chlorosulfonic acid; trifluoroacetic acid; at 0 ℃; for 0.166667h;

DOI:10.1002/chem.201405442

Reference yield:

L-thyroxine sulfate (77074-49-8) → 3,3'-diiodo-L-thyronine sulfate (64192-57-0) + 3,3'5'-triiodo-L-thyronine sulfate + L-Triiodothyronine sulfate (31135-55-4)

Guidance literature:

With sodium tetrahydroborate; diothiothreitol; In aq. phosphate buffer; at 37 ℃; pH=7.5;

DOI:10.1002/chem.201405442

Reference yield:

L-thyroxine (51-48-9,24486-40-6) → 3,3'-diiodo-L-thyronine sulfate (64192-57-0) + 3,3'5'-triiodo-L-thyronine sulfate + L-Triiodothyronine sulfate (31135-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid; trifluoroacetic acid / 0.17 h / 0 °C

2: sodium tetrahydroborate; diothiothreitol / aq. phosphate buffer / 37 °C / pH 7.5

With chlorosulfonic acid; sodium tetrahydroborate; trifluoroacetic acid; diothiothreitol; In aq. phosphate buffer;

DOI:10.1002/chem.201405442

upstream raw materials:

L-thyroxine

triiodothyronine

L-thyroxine sulfate

Refernces