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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:20:02 UTC
HMDB IDHMDB0000667
Secondary Accession Numbers
  • HMDB00667
Metabolite Identification
Common NameL-Thyronine
DescriptionThyronine (T0) is a de-iodinated form of thyroxine. Thyronine are a group of metabolites derived from thyroxine and triiodothyronine via the peripheral enzymatic removal of iodines from the thyroxine nucleus. Thyronine is the thyroxine nucleus devoid of its four iodine atoms. Thyronine (T0) has been identified in human urine. In 22 normal individuals urinary thyronine concentrations were found to range between 8-25 nmol‚ÅÑ24h (PMID: 479355 ). Thyronine is thought to be a byproduct of thyroxine metabolism and arises through the action of thyroxine deiodinases.
Structure
Data?1582752148
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
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point255 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.05 g/LALOGPS
logP10(-0.27) g/LALOGPS
logP10(0.012) g/LChemAxon
logS10(-3.7) g/LALOGPS
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 RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+166.21931661259
DarkChem[M-H]-164.9131661259
AllCCS[M+H]+163.41732859911
AllCCS[M-H]-165.68332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-ThyronineN[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(O)=O4236.7Standard polar33892256
L-ThyronineN[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(O)=O2629.7Standard non polar33892256
L-ThyronineN[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(O)=O2752.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-Thyronine,1TMS,isomer #1C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@H](N)C(=O)O)C=C2)C=C12699.2Semi standard non polar33892256
L-Thyronine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O)C=C2)C=C12671.0Semi standard non polar33892256
L-Thyronine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O2749.8Semi standard non polar33892256
L-Thyronine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C12640.6Semi standard non polar33892256
L-Thyronine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)C(=O)O2697.4Semi standard non polar33892256
L-Thyronine,2TMS,isomer #3C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O[Si](C)(C)C2675.1Semi standard non polar33892256
L-Thyronine,2TMS,isomer #4C[Si](C)(C)N([C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O)[Si](C)(C)C2889.4Semi standard non polar33892256
L-Thyronine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C2639.6Semi standard non polar33892256
L-Thyronine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C2512.7Standard non polar33892256
L-Thyronine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C3000.8Standard polar33892256
L-Thyronine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C12821.0Semi standard non polar33892256
L-Thyronine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C12620.7Standard non polar33892256
L-Thyronine,3TMS,isomer #2C[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C2)C=C13124.3Standard polar33892256
L-Thyronine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C2802.1Semi standard non polar33892256
L-Thyronine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C2637.7Standard non polar33892256
L-Thyronine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C3095.9Standard polar33892256
L-Thyronine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C2805.5Semi standard non polar33892256
L-Thyronine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C2598.3Standard non polar33892256
L-Thyronine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C)C=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C2897.7Standard polar33892256
L-Thyronine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@H](N)C(=O)O)C=C2)C=C12978.5Semi standard non polar33892256
L-Thyronine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O)C=C2)C=C12945.1Semi standard non polar33892256
L-Thyronine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O3008.7Semi standard non polar33892256
L-Thyronine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C13187.7Semi standard non polar33892256
L-Thyronine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)C(=O)O3268.7Semi standard non polar33892256
L-Thyronine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3205.6Semi standard non polar33892256
L-Thyronine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)C(=O)O)[Si](C)(C)C(C)(C)C3376.9Semi standard non polar33892256
L-Thyronine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3386.5Semi standard non polar33892256
L-Thyronine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3115.7Standard non polar33892256
L-Thyronine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)C(=O)O[Si](C)(C)C(C)(C)C3280.6Standard polar33892256
L-Thyronine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C13599.3Semi standard non polar33892256
L-Thyronine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C13176.4Standard non polar33892256
L-Thyronine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC=C(OC2=CC=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)C=C13328.2Standard polar33892256
L-Thyronine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3544.0Semi standard non polar33892256
L-Thyronine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3194.3Standard non polar33892256
L-Thyronine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3297.4Standard polar33892256
L-Thyronine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3755.5Semi standard non polar33892256
L-Thyronine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3328.7Standard non polar33892256
L-Thyronine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=C(OC2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3223.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (Non-derivatized) - 70eV, Positivesplash10-004j-8890000000-063f8216e411912c2cf52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (2 TMS) - 70eV, Positivesplash10-0udi-5329100000-f43bd1463108b6a840a32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-Thyronine GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Thyronine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0adi-0090000000-0c68e00d57e7915b54862012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Thyronine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-014i-2950000000-eb4bb2399809067f70a62012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - L-Thyronine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-014l-6900000000-9a61d9007b69a8a697982012-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 10V, Positive-QTOFsplash10-05di-0090000000-f5a6acd9aacd1337d8ef2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 20V, Positive-QTOFsplash10-004i-0290000000-04f1d4a27147d2e5de3e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 40V, Positive-QTOFsplash10-014i-8910000000-485f22cea6f55f284b412017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 10V, Negative-QTOFsplash10-00di-0090000000-91792b99e52e68749b3d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 20V, Negative-QTOFsplash10-05fr-1290000000-447661ac05f8a8443c162017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 40V, Negative-QTOFsplash10-0a4i-9800000000-b0151cc80b1606bc97922017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 10V, Positive-QTOFsplash10-00b9-0090000000-9aca8f320542aca6d6d72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 20V, Positive-QTOFsplash10-056r-0090000000-38d269a3c5b4c5a4aa482021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 40V, Positive-QTOFsplash10-006x-4940000000-bf911509debb14b7a5f22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 10V, Negative-QTOFsplash10-05fr-0090000000-9126d4805898c988e8b92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 20V, Negative-QTOFsplash10-0c00-2390000000-1b269790c138ee1f270f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-Thyronine 40V, Negative-QTOFsplash10-05fr-5930000000-a276644672d767ec29e52021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, DMSO, experimental)2021-10-10Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Spleen
  • Thyroid Gland
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.29 +/- 0.084 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0038 +/- 0.00048 umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.0010 +/- 0.00038 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.34 +/- 0.02 uMAdult (>18 years old)Both
Amyotrophic lateral sclerosis
details
UrineDetected and Quantified0.0069 +/- 0.0014 umol/mmol creatinineAdult (>18 years old)BothHyperthyroidism details
UrineDetected and Quantified0.00028 +/- 0.00017 umol/mmol creatinineAdult (>18 years old)Both
Chronic renal disease
details
Associated Disorders and Diseases
Disease References
Amyotrophic lateral sclerosis
  1. Malin JP, Kodding R, Fuhrmann H, von zur Muhlen A: T4, T3 and rT3 levels in serum and cerebrospinal fluid of patients with amyotrophic lateral sclerosis. J Neurol. 1989 Jan;236(1):57-9. [PubMed:2915230 ]
Hyperthyroidism
  1. Chopra IJ, Boado RJ, Geffner DL, Solomon DH: A radioimmunoassay for measurement of thyronine and its acetic acid analog in urine. J Clin Endocrinol Metab. 1988 Sep;67(3):480-7. [PubMed:3410934 ]
Chronic kidney disease
  1. Ramsden DB, Farmer M, Mohammed MN, McGonigle RS, Sheppard MC: 3,5-Diiodotyrosine and thyronine in the urine of patients with chronic renal disease. Clin Endocrinol (Oxf). 1986 May;24(5):491-5. [PubMed:3098453 ]
Associated OMIM IDs
  • 105400 (Amyotrophic lateral sclerosis)
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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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)Download (PDF)
General References
  1. Chopra IJ, Wu SY, Teco GN, Santini F: A radioimmunoassay for measurement of 3,5,3'-triiodothyronine sulfate: studies in thyroidal and nonthyroidal diseases, pregnancy, and neonatal life. J Clin Endocrinol Metab. 1992 Jul;75(1):189-94. [PubMed:1619009 ]
  2. Malin JP, Kodding R, Fuhrmann H, von zur Muhlen A: T4, T3 and rT3 levels in serum and cerebrospinal fluid of patients with amyotrophic lateral sclerosis. J Neurol. 1989 Jan;236(1):57-9. [PubMed:2915230 ]
  3. Lomo LC, Zhang F, McCormick DJ, Giraldo AA, David CS, Kong YC: Flexibility of the thyroiditogenic T cell repertoire for murine autoimmune thyroiditis in CD8-deficient (beta2m -/-) and T cell receptor Vbeta(c) congenic mice. Autoimmunity. 1998;27(3):127-33. [PubMed:9609129 ]
  4. LoPresti JS, Anderson KP, Nicoloff JT: Does a hidden pool of reverse triiodothyronine (rT3) production contribute to total thyroxine (T4) disposal in high T4 states in man. J Clin Endocrinol Metab. 1990 May;70(5):1479-84. [PubMed:2335581 ]
  5. Ramsden DB, Farmer M, Mohammed MN, Willetts P: Mass spectral properties of volatile derivatives of thyronine (T0) and use of these in the study of thyronine excretion in eu-, hyper- and hypothyroidism. Biomed Mass Spectrom. 1984 Apr;11(4):193-8. [PubMed:6733255 ]
  6. Morell M, Fernandez-Guillien FJ, Lopez-Garcia JM: Levels of L-T3 in maternal and foetal compartments following experimental modifications of the maternal thyroid state in rats. Arch Int Physiol Biochim Biophys. 1994 Jan-Feb;102(1):1-3. [PubMed:7516725 ]
  7. Kohrle J: The deiodinase family: selenoenzymes regulating thyroid hormone availability and action. Cell Mol Life Sci. 2000 Dec;57(13-14):1853-63. [PubMed:11215512 ]
  8. Willetts P, Crossley DN, Ramsden DB, Hoffenberg R: The role of thyronine in thyroid hormone metabolism. J Clin Endocrinol Metab. 1979 Oct;49(4):658-60. doi: 10.1210/jcem-49-4-658. [PubMed:479355 ]