Showing metabocard for L-Thyronine (BMDB0000667)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:34:36 UTC
Update Date2020-05-11 20:57:03 UTC
BMDB IDBMDB0000667
Secondary Accession Numbers
  • BMDB00667
Metabolite Identification
Common NameL-Thyronine
DescriptionL-Thyronine, also known as desiodothyroxine, 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. Based on a literature review a significant number of articles have been published on L-Thyronine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-(4-Hydroxyphenoxy)-L-phenylalanineChEBI
O-(4-Hydroxyphenyl)-L-tyrosineChEBI
b-(p-Hydroxyphenoxy)phenylalanineHMDB
beta-(p-Hydroxyphenoxy)phenylalanineHMDB
DesiodothyroxineHMDB
O-(4-Hydroxyphenyl)tyrosineHMDB
ThyronineHMDB
ThyroninesHMDB
Chemical FormulaC15H15NO4
Average Molecular Weight273.2839
Monoisotopic Molecular Weight273.100107973
IUPAC Name(2S)-2-amino-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
Traditional Namethyronine
CAS Registry Number1596-67-4
SMILES
N[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(O)=O
InChI Identifier
InChI=1S/C15H15NO4/c16-14(15(18)19)9-10-1-5-12(6-2-10)20-13-7-3-11(17)4-8-13/h1-8,14,17H,9,16H2,(H,18,19)/t14-/m0/s1
InChI KeyKKCIOUWDFWQUBT-AWEZNQCLSA-N
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
  • Amphetamine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Phenol ether
  • Phenoxy compound
  • Aralkylamine
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Amine
  • Organic oxide
  • Primary amine
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point255 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.27ALOGPS
logP0.012ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)1.61ChemAxon
pKa (Strongest Basic)9.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.78 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity73.34 m³·mol⁻¹ChemAxon
Polarizability27.72 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Spleen
  • Thyroid Gland
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SpleenExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Thyroid GlandExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000667
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022172
KNApSAcK IDNot Available
Chemspider ID4574450
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkThyronine
METLIN ID5637
PubChem Compound5461103
PDB IDNot Available
ChEBI ID30662
References
Synthesis ReferenceHarrington, C. R.; Rivers, Rosalind V. Pitt. New synthesis of thyronine. Journal of the Chemical Society (1940), 1101-3.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available