Grundinformationen
- Standard-SMILES
N[C@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O- InChIKey
XUIIKFGFIJCVMT-GFCCVEGCSA-N- Summenformel
- C15H11I4NO4
- Durchschnittliche Molmasse
- 776,87 g/mol
- Monoisotopische Masse
- 776,68669983
Überblick
D-thyroxine is the D-enantiomer of thyroxine. It is a thyroxine and a D-tyrosine derivative. It is an enantiomer of a L-thyroxine.
Namen und Bezeichner
- Bevorzugter Name
- D-Thyroxine
- IUPAC
- (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid
Namen und Synonyme
D-ThyroxineDextrothyroxine51-49-0(2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acidO-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-D-tyrosine4W9K63FIONCHEBI:30659DTXSID60199000D Thyroxine(2R)-2-amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoic acidRefChem:132422DTXCID50121491
Weitere Namen anzeigen
200-102-7(R)-2-Amino-3-(4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl)propanoic acidCholoxinD-T4MFCD00063056CHEMBL559C15H11I4NO4D-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-
Datenbank-Bezeichner
- CAS
51-49-0- PubChem CID
- 8730
- DTXSID
DTXSID60199000- ChEMBL
CHEMBL559- ChEBI
CHEBI:30659- UNII
- 4W9K63FION
- EC Number
- 200-102-7
- Nikkaji
- J4.119J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,4
- Polarare Oberfläche (TPSA)
- 92,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 420
Experimentelle und physikochemische Eigenschaften
LogP4
Solubility8.98e-03 g/L
Melting Point
235-236 °C
235 - 236 °C
Physical DescriptionSolid
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 2.4% (1 of 41) of reports.
Warning
H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Other Safety InformationIMAP assessments - D-Tyrosine, O-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodo-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (95.1%)
Chemie und Industrie
Pharmakologische Informationen
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
PharmacodynamicsDextrothyroxine, the dextrorotary isomer of the synthetic thyroxine, is a antihyperlipidemic.
Mechanism of Action
Dextrothyroxine is a antihyperlipidemic. The mechanism of action is not completely understood, but dextrothyroxine apparently acts in the liver to stimulate formation of low-density lipoprotein (LDL) and, to a much greater extent, to increase catabolism of LDL. This leads to increased excretion of cholesterol and bile acids via the biliary route into the feces, with a resulting reduction in serum cholesterol and LDL. Dextrothyroxine has no significant effect on high-density lipoproteins (HDL). Inherently, it will also bind to thyroid receptors and as it is a prohormone, it will bind as a substrate to iodide peroxidase.
Cellular LocationsCytoplasm
Zugehörige Reaktionen
2
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