3',5'-Diiodothyronine

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Basic information

CAS: 4192-14-7
Standard SMILES: N[C@@H](Cc1ccc(Oc2cc(I)c(O)c(I)c2)cc1)C(=O)O
InChIKey: LROTZSUGDZPWDN-ZDUSSCGKSA-N
Molecular formula: C15H13I2NO4
Average molar mass: 525.08 g/mol
Monoisotopic mass: 524.8934

Overview

RN given refers to (DL)-isomer

Names & identifiers

Preferred name: 3',5'-Diiodothyronine
IUPAC: (2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)phenyl]propanoic acid
English name: O-(4-hydroxy-3,5-diiodophenyl)-L-tyrosine
Molecular formula: C15H13I2NO4
Molecular weight: 525.08

Names & synonyms

3',5'-diiodo-L-thyronine3',5'-DiiodothyronineRefChem:9104273',5'-T2262-198-760363-25-94192-14-7O-(4-Hydroxy-3,5-diiodophenyl)-L-tyrosine(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)phenyl]propanoic acidEINECS 224-071-4(S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)phenyl)propanoic acid3 inverted exclamation mark ,5 inverted exclamation mark -Diiodo-L-thyronine

Show more names

3',5'-Dijod-L-thyroninL-diiodo-3',5' thyronineO-(3,5-Diiodo-4-hydroxyphenyl)-L-tyrosineL-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-(S)-2-Amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)phenyl]propanoic acid

(S)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)phenyl)propanoic Acid; 3',5'-Diiodothyronine; O-(4-Hydroxy-3,5-diiodophenyl)-L-tyrosine; 3-[p-(4-Hydroxy-3,5-diiodophenoxy)phenyl]-L-alanineSCHEMBL2139921DTXSID80962051LROTZSUGDZPWDN-ZDUSSCGKSA-NEAA19214(2S)-2-amino-3-[4-(4-hydroxy-3,5-diiodo-phenoxy)phenyl]propanoic acidO-(4-Hydroxy-3,5-diiodophenyl)tyrosineDB-324446

Database identifiers

CAS: 4192-14-7、60363-25-9
PubChem CID: 6451797
DTXSID: DTXSID80962051
EC Number: 224-071-4、262-198-7
Nikkaji: J224.986C

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 92.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 22
Formal charge: 0
Complexity: 365

Physicochemical properties

Melting point: 206 °C · 206 °C (decomp)
Boiling point: 497 · 497.0±45.0 °C(Predicted)
Density: 2.095 · 2.095±0.06 g/cm3(Predicted)
solubility: Acidic Alcohol (Slightly), Aqueous Base (Slightly), DMSO (Slightly, Heated)
form: Solid
pka: 2.21 · 2.21±0.10(Predicted)
color: Yellow to Dark Brown
Stability: Hygroscopic

Chemistry & industry

Applications

Uses3’,5’-Diiodo-L-thyronine is a thyroid hormone that has been shown to increase malic enzyme activity, and the activity of glucose-6-phosphate dehydrogenase in teleost Anabas testudineus. Thus, showing short term effect on lipid metabolism.

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Compound notes

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