Record Information
Version1.0
Creation date2015-10-09 22:29:32 UTC
Update date2017-01-19 02:36:18 UTC
FoodComEx IDPC000261
FoodDB RecordFDB021810
Chemical Information
NameLiothyronine
DescriptionLiothyronine is a T3 thyroid hormone normally synthesized and secreted by the thyroid gland in much smaller quantities than thyroxine (T4). Most T3 is derived from peripheral monodeiodination of T4 at the 5' position of the outer ring of the iodothyronine nucleus. The hormone finally delivered and used by the tissues is mainly T3. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx, I(-), and Cl(-). (Sax's Dangerous Properties of Industrial Materials) [HMDB]
CAS Number6893-02-3
Structure
Thumb
Synonyms
SynonymSource
3,3',5-Triiodo-L-thyronineHMDB
3,3',5-TriiodothyronineHMDB
3,3',5'-Triiodo-L-thyronineHMDB
3,3',5'-TriiodothyronineHMDB
3,5,3'-Triiodo-L-thyronineChEBI
3,5,3'-TriiodothyronineChEBI
3,5,3'TRIIODOTHYRONINEChEBI
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanineChEBI
4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylalanineHMDB
CyronineHMDB
L-3-[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-alanineHMDB
L-3,3',5-Triiodo-thyronineHMDB
L-3,3',5-TriiodothyronineHMDB
L-3,5,3'-TriiodothyronineChEBI
L-LiothyronineHMDB
L-T3ChEBI
L-TriiodothyronineHMDB
LiothyroninHMDB
LiothyroninumChEBI
LiotironinaChEBI
O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosineChEBI
T3ChEBI
TertroxinChEBI
TresitopeChEBI
Triiodo-L-thyronineHMDB
TriiodothyronineChEBI
Chemical FormulaC15H12I3NO4
IUPAC name2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid
InChI IdentifierInChI=1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)
InChI KeyAUYYCJSJGJYCDS-UHFFFAOYSA-N
Isomeric SMILESNC(CC1=CC(I)=C(OC2=CC(I)=C(O)C=C2)C(I)=C1)C(O)=O
Average Molecular Weight650.9735
Monoisotopic Molecular Weight650.790038137
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPhenylalanine and derivatives
Alternative Parents
Substituents
  • Phenylalanine or derivatives
  • Diphenylether
  • Diaryl ether
  • 3-phenylpropanoic-acid
  • Alpha-amino acid
  • Amphetamine or derivatives
  • Phenoxy compound
  • 2-iodophenol
  • 2-halophenol
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Iodobenzene
  • Halobenzene
  • Aralkylamine
  • Phenol
  • Aryl halide
  • Aryl iodide
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organohalogen compound
  • Organoiodide
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 20 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci V0160
Toronto Research Chemicals T795380