| Version |
2.5 |
| Creation Date |
2005-06-13 13:24:05 |
| Update Date |
2009-04-16 16:47:45 |
| Primary Accession Number |
DB00509 |
| Secondary Accession Number |
|
| Name |
Dextrothyroxine |
| Drug Type |
|
| Description |
The major hormone derived from the thyroid gland. Thyroxine is synthesized via the iodination of tyrosines (monoiodotyrosine) and the coupling of iodotyrosines (diiodotyrosine) in the thyroglobulin. Thyroxine is released from thyroglobulin by proteolysis and secreted into the blood. Thyroxine is peripherally deiodinated to form triiodothyronine which exerts a broad spectrum of stimulatory effects on cell metabolism. [PubChem] |
| Synonyms |
Not Available |
| Brand Names |
- Choloxin
|
| Brand Mixtures |
Not Available |
| Chemical IUPAC Name |
2-amino-3-[4-(4-hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]propanoic acid |
| Chemical Formula |
C15H11I4NO4 |
| Chemical Structure |
 |
| CAS Registry Number |
51-49-0 |
| InChI Identifier |
InChI=1/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/f/h22H |
| InChI Key |
XUIIKFGFIJCVMT-QWOVJGMICH |
| KEGG Drug |
Not Available |
| KEGG Compound |
Not Available |
| PubChem Compound |
853  |
| PubChem Substance |
93081  |
| ChEBI ID |
30659  |
| PharmGKB ID |
PA449277  |
| HET ID |
Not Available |
| GenBank ID |
Not Available |
| Drug ID Number [DIN] |
02170299  |
| RxList Link |
Not Available |
| PDRhealth Link |
Not Available |
| Wikipedia Link |
http://en.wikipedia.org/wiki/Dextrothyroxine  |
| FDA Label |
Not Available |
| Material Safety Data Sheet (MSDS) |
|
| Synthesis Reference |
Not Available |
| Average Molecular Weight |
776.8700 |
| Monoisotopic Molecular Weight |
776.6867 |
| State |
Solid |
| Melting Point |
235 - 236 oC |
| Experimental Water Solubility |
Not Available
Source: PhysProp
|
| Predicted Water Solubility |
8.98e-03 mg/mL
Calculated using ALOGPS
|
| Experimental LogP/Hydrophobicity |
4
Source: PhysProp
|
| Predicted LogP |
1.15
Calculated using ALOGPS
|
| Experimental LogS |
Not Available |
| Predicted LogS |
-4.94
Calculated using ALOGPS
|
| Experimental Caco2 Permeability |
Not Available |
| pKa/Isoelectric Point |
Not Available |
| Mass Spectrum |
Not Available
|
| MOL File |
Show | Download  |
| SDF File |
Show | Download  |
| PDB File |
Show | Download  |
| 2D Structure |
|
| 3D Structure |
|
| Experimental PDB ID |
Not Available |
| Isomeric SMILES |
N[C@@H](CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C(O)=O |
| Canonical SMILES |
NC(CC1=CC(I)=C(OC2=CC(I)=C(O)C(I)=C2)C(I)=C1)C(O)=O |
| Drug Category |
|
| ATC Codes |
|
| AHFS Codes |
|
| Indication |
Used to lower high cholesterol levels in the blood. |
| Pharmacology |
Dextrothyroxine, 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). |
| Absorption |
Not Available |
| Toxicity |
Symptoms of dextrothyroxine overdose are unknown. |
| Protein Binding |
Not Available |
| Biotransformation |
Not Available |
| Half Life |
Not Available |
| Dosage Forms |
| Form |
Route |
| Powder, for solution |
Intravenous |
| Tablet |
Oral |
|
| Patient Information |
Not Available |
| Contraindications |
Not Available |
| Interactions |
Not Available |
| Drug Interactions |
| Drug |
Interaction |
| Acenocoumarol |
Thyroid hormones increase the anticoagulant effect |
| Anisindione |
Thyroid hormones increase the anticoagulant effect |
| Dicumarol |
Thyroid hormones increase the anticoagulant effect |
| Digoxin |
The thyroid hormone decreases the effect of digoxin |
| Warfarin |
Thyroid hormones increase the anticoagulant effect |
|
| Food Interactions |
- Take without regard to meals.
|
| Pathways |
Not Available
|
| General References |
- Drugs.com

- Wikipedia

|
| Organisms Affected |
|