D-Thyroxine

HCID 8730CAS 51-49-0

基本情報

標準SMILES: N[C@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O
InChIKey: XUIIKFGFIJCVMT-GFCCVEGCSA-N
分子式: C15H11I4NO4
平均分子量: 776.87 g/mol
単同位体質量: 776.68669983

概要

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.

名称と識別子

優先名称: D-Thyroxine
IUPAC: (2R)-2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid

名称と別名

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

名称をさらに表示

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-

データベース識別子

CAS: 51-49-0
PubChem CID: 8730
DTXSID: DTXSID60199000
ChEMBL: CHEMBL559
ChEBI: CHEBI:30659
UNII: 4W9K63FION
EC Number: 200-102-7
Nikkaji: J4.119J

物性

構造計算による物性

XLogP: 2.4
極性表面積: 92.8 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 5
重原子数: 24
形式電荷: 0
複雑度: 420

実験および物理化学的性質

LogP4

Solubility8.98e-03 g/L

Melting Point · 2 件

235-236 °C

235 - 236 °C

Physical DescriptionSolid

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

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%)

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system

QC - Cardiovascular system

PharmacodynamicsDextrothyroxine, the dextrorotary isomer of the synthetic thyroxine, is a antihyperlipidemic.

Mechanism of Action · 1 件

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