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Showing drug card for Dextrothyroxine (DB00509)

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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
  • APRD00911
Name Dextrothyroxine
Drug Type
  • Approved
  • Small Molecule
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
  1. 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 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 Link Image
PubChem Substance 93081 Link Image
ChEBI ID 30659 Link Image
PharmGKB ID PA449277 Link Image
HET ID Not Available
GenBank ID Not Available
Drug ID Number [DIN] 02170299 Link Image
RxList Link Not Available
PDRhealth Link Not Available
Wikipedia Link http://en.wikipedia.org/wiki/Dextrothyroxine Link Image
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 Link Image | Download Link Image
SDF File Show Link Image | Download Link Image
PDB File Show Link Image | Download Link Image
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
  • Antihyperlipidemics
ATC Codes
AHFS Codes
  • 68:36.04
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
  1. Drugs.com Link Image
  2. Wikipedia Link Image
Organisms Affected
  • Humans and other mammals

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