Tetraiodothyroacetic acid
Basic information
- CAS
67-30-1- Standard SMILES
O=C(O)Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1- InChIKey
PPJYSSNKSXAVDB-UHFFFAOYSA-N- Molecular formula
- C14H8I4O4
- Average molar mass
- 747.83 g/mol
- Monoisotopic mass
- 747.6601
Overview
3,3',5,5'-tetraiodothyroacetic acid is a monocarboxylic acid that is thyroacetic acid carrying four iodo substituents at positions 3, 3', 5 and 5'. It has a role as a thyroid hormone, an apoptosis inducer and a human metabolite. It is an iodophenol, a monocarboxylic acid, an aromatic ether and a 2-halophenol.
Names & identifiers
- Preferred name
- Tetraiodothyroacetic acid
- IUPAC
- 2-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid
- English name
- 3,3',5,5'-Tetraiodothyro-acetic acid
- Molecular formula
- C14H8I4O4
- Molecular weight
- 747.83
Names & synonyms
Tetrac67-30-13,3',5,5'-TETRAIODOTHYROACETIC ACIDTetraiodothyroacetic acidT4-acetic acidDTXSID5048186PA7UX1FFYQThyroacetic acid, 3,3',5,5'-tetraiodo-3,5-Diiodo-4-(4-hydroxy-3,5-diiodophenoxy)benzeneacetic acidAcide 3,5,3',5'-tetraiodothyroacetiqueDTXCID5028160CHEBI:131194
Show more names
Tetrac, 10 mM in DMSOT4-Acetic acid impuritytetraiodothyroaceticacidLiothyronine EP Impurity DLevothyroxine – Impurity DLevothyroxine EP Impurity DLinagliptin Impurity CD10097Liothyronine Sodium Impurity D3,5,3’,5’-tetraiodothyroacetique
Acetic acid, (4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)-3,5,3',5'-tetraiodothyroacetic acidRefChem:188724200-649-12-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid3,5,3',5'-Tetraiodo Thyroacetic Acid[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]acetic acid2-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)acetic acid
Properties
Computed structural properties
- XLogP
- 5.2
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 373
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section203.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID5048186]
Physicochemical properties
- Melting point
- 219 · 219-220 °C (decomp)
- Boiling point
- 544.8 · 544.8±50.0 °C(Predicted)
- Density
- 2.727 · 2.727±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- 19.6 · acetone: soluble19.60 - 20.40mg/mL, clear, colorless (or faintly yellow to yellow)
- form
- powder to crystal
- pka
- 3.98 · 3.98±0.10(Predicted)
- color
- White to Yellow to Green
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 1 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- CY1585800
- ridadr
- UN 2811 6.1/PG 1
- hs_code
- 2916.39.7900
- risk_code
- 28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+
- safety_code
- 45
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard statements
- H300
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (300g or 300ml)
- Hazard Classifications
- Acute Tox. 2 Oral
- Precautionary statements
Chemistry & industry
Applications
UsesThyroid hormone analogue
Uses3,3′,5,5′-Tetraiodothyroacetic acid has been used: as a positive control to study the effects of ioxynil (IOX) diethylstilbestrol (DES) exposure on zebrafish embryosto study its effects on long-term potentiation (LTP) and long-term depression (LTD) in the dentate gyrus in urethane-anesthetized male ratsto determine its influence on the actions of thyroid-stimulating hormonethyroid-stimulating immunoglobulins in orbital fibroblast
Additional notes
DefinitionChEBI: A monocarboxylic acid that is thyroacetic acid carrying four iodo substituents at positions 3, 3', 5 and 5'.
Related reactions
8 records
Compound notes
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