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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-12 21:39:17 UTC
Update Date2021-09-14 15:20:03 UTC
HMDB IDHMDB0003474
Secondary Accession Numbers
  • HMDB03474
Metabolite Identification
Common Name3,5-Diiodo-L-tyrosine
Description3,5-Diiodo-L-tyrosine, also known as diiy or DIT, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 3,5-Diiodo-L-tyrosine exists in all living organisms, ranging from bacteria to humans. In humans, 3,5-diiodo-L-tyrosine is involved in thyroid hormone synthesis. 3,5-Diiodo-L-tyrosine is a product from the iodination of monoiodotyrosine.
Structure
Data?1582752279
Synonyms
ValueSource
(2S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acidChEBI
3,5-DiiodotyrosineChEBI
DiiodotyrosineChEBI
DiIYChEBI
DITChEBI
L-3,5-DiiodotyrosineChEBI
L-DiiodotyrosineChEBI
(2S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoateGenerator
3,5-DiiodotyrocineHMDB
3,5-Iodo-L-tyrosineHMDB
3,5-L-DiiodotyrosineHMDB
4-Hydroxy-3,5-diiodophenylalanineHMDB
Iodogorgoic acidHMDB
Acid, iodogorgoicHMDB
Chemical FormulaC9H9I2NO3
Average Molecular Weight432.9816
Monoisotopic Molecular Weight432.867179999
IUPAC Name(2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
Traditional Name3,5-diiodotyrosine
CAS Registry Number300-39-0
SMILES
[H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O
InChI Identifier
InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1
InChI KeyNYPYHUZRZVSYKL-ZETCQYMHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine 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 ParentTyrosine and derivatives
Alternative Parents
Substituents
  • Tyrosine or derivatives
  • Phenylalanine or derivatives
  • 3-phenylpropanoic-acid
  • Amphetamine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • 2-iodophenol
  • 2-halophenol
  • Aralkylamine
  • Halobenzene
  • Phenol
  • Iodobenzene
  • Aryl iodide
  • Monocyclic benzene moiety
  • Benzenoid
  • Aryl halide
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organoiodide
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.62 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available171.8http://allccs.zhulab.cn/database/detail?ID=AllCCS00002156
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.52 g/LALOGPS
logP-0.7ALOGPS
logP0.37ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)0.48ChemAxon
pKa (Strongest Basic)9.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity73.82 m³·mol⁻¹ChemAxon
Polarizability29.1 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+169.52530932474
DeepCCS[M-H]-167.16730932474
DeepCCS[M-2H]-200.05430932474
DeepCCS[M+Na]+175.61930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,5-Diiodo-L-tyrosine[H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O3609.8Standard polar33892256
3,5-Diiodo-L-tyrosine[H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O2625.2Standard non polar33892256
3,5-Diiodo-L-tyrosine[H][C@](N)(CC1=CC(I)=C(O)C(I)=C1)C(O)=O2669.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3,5-Diiodo-L-tyrosine,1TMS,isomer #1C[Si](C)(C)OC1=C(I)C=C(C[C@H](N)C(=O)O)C=C1I2515.5Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,1TMS,isomer #2C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC(I)=C(O)C(I)=C12487.2Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,1TMS,isomer #3C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O2535.7Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TMS,isomer #1C[Si](C)(C)OC(=O)[C@@H](N)CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C12547.0Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TMS,isomer #2C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)C(=O)O2536.0Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TMS,isomer #3C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O[Si](C)(C)C2488.4Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TMS,isomer #4C[Si](C)(C)N([C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O)[Si](C)(C)C2618.1Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C2575.7Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C2347.9Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #1C[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C2201.3Standard polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #2C[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1I2670.3Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #2C[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1I2465.5Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #2C[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C=C1I2370.6Standard polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2615.3Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2427.1Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TMS,isomer #3C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2397.9Standard polar33892256
3,5-Diiodo-L-tyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2732.9Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2508.6Standard non polar33892256
3,5-Diiodo-L-tyrosine,4TMS,isomer #1C[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C)C(I)=C1)N([Si](C)(C)C)[Si](C)(C)C2157.2Standard polar33892256
3,5-Diiodo-L-tyrosine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=C(I)C=C(C[C@H](N)C(=O)O)C=C1I2786.2Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC(I)=C(O)C(I)=C12765.9Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O2799.4Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C13041.7Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)C(=O)O3055.2Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C2959.6Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC(I)=C(O)C(I)=C1)C(=O)O)[Si](C)(C)C(C)(C)C3069.2Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C3295.6Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C3008.3Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)C(=O)O[Si](C)(C)C(C)(C)C2604.6Standard polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1I3361.8Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1I3073.3Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(I)C=C(C[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1I2675.1Standard polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3276.9Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3066.5Standard non polar33892256
3,5-Diiodo-L-tyrosine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2681.9Standard polar33892256
3,5-Diiodo-L-tyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3654.1Semi standard non polar33892256
3,5-Diiodo-L-tyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3265.5Standard non polar33892256
3,5-Diiodo-L-tyrosine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC(I)=C(O[Si](C)(C)C(C)(C)C)C(I)=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2619.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3,5-Diiodo-L-tyrosine GC-MS (3 TMS)splash10-014i-1890000000-abcce0f0eb05b9c551562014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3,5-Diiodo-L-tyrosine GC-MS (Non-derivatized)splash10-014i-1890000000-abcce0f0eb05b9c551562017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Diiodo-L-tyrosine GC-MS (Non-derivatized) - 70eV, Positivesplash10-052r-3009200000-5d38989f994f24e925d92017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Diiodo-L-tyrosine GC-MS (2 TMS) - 70eV, Positivesplash10-0avr-9302530000-665bd4d1e52bd2a50a9c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Diiodo-L-tyrosine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-001i-0000900000-ae6a8b173bc71991a4ac2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-001i-0200900000-0ba2bdb29d10e206243b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-004i-0922200000-9937df05a2005a9dccdc2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-004i-0911000000-7b8269ff37ddf87ca91e2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-004i-0900000000-b8211c790d768a3d3ca42012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive-QTOFsplash10-001i-0000900000-22bf410c5cb4428513362012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive-QTOFsplash10-001r-0017900000-b678ad76193892db31d62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive-QTOFsplash10-000i-0049100000-d8fdce763cb949d3c3462012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive-QTOFsplash10-01p9-0197000000-70418018a4eb3733c7322012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive-QTOFsplash10-03di-0191000000-83c286061170a2257b7c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-qTof , Positive-QTOFsplash10-03ei-2492000000-758324f5bb036f5e74392017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , negative-QTOFsplash10-001i-0000900000-ae6a8b173bc71991a4ac2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , negative-QTOFsplash10-001i-0200900000-10d7f46230d75a69ca8a2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , negative-QTOFsplash10-004i-0922200000-9937df05a2005a9dccdc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , negative-QTOFsplash10-004i-0911000000-7b8269ff37ddf87ca91e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , negative-QTOFsplash10-004i-0900000000-afdb17f670e1a6b9d2372017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , positive-QTOFsplash10-001i-0000900000-22bf410c5cb4428513362017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , positive-QTOFsplash10-001r-0017900000-b678ad76193892db31d62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine LC-ESI-QQ , positive-QTOFsplash10-000i-0049100000-d8fdce763cb949d3c3462017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 10V, Positive-QTOFsplash10-0019-0009600000-f51bf251094f35e469e42017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 20V, Positive-QTOFsplash10-000i-0009000000-68414bff61726c960b962017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 40V, Positive-QTOFsplash10-0a6r-0009000000-7623a376300575297b5f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 10V, Negative-QTOFsplash10-001i-0001900000-dce45ddc0efcbd787f4a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 20V, Negative-QTOFsplash10-001i-2006900000-6fb8e76ede4b97e18a402017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Diiodo-L-tyrosine 40V, Negative-QTOFsplash10-00di-9036000000-4a8ca25b7e8f09067ce02017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart 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
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0036 (0.0014-0.0099) uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.000049 +/- 0.000027 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0036 (0.0010-0.0134) uMAdult (>18 years old)BothHyperthyroidism details
UrineDetected and Quantified0.00013 +/- 0.000098 umol/mmol creatinineAdult (>18 years old)BothChronic renal disease details
Associated Disorders and Diseases
Disease References
Hyperthyroidism
  1. Nelson JC, Weiss RM, Lewis JE, Wilcox RB, Palmer FJ: A multiple ligand-binding radioimmunoassay of diiodotyrosine. J Clin Invest. 1974 Feb;53(2):416-22. [PubMed:11344555 ]
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 IDsNone
DrugBank IDDB03374
Phenol Explorer Compound IDNot Available
FooDB IDFDB023181
KNApSAcK IDNot Available
Chemspider ID8946
KEGG Compound IDC01060
BioCyc IDNot Available
BiGG ID36719
Wikipedia LinkNot Available
METLIN ID6940
PubChem Compound9305
PDB IDNot Available
ChEBI ID15768
Food Biomarker OntologyNot Available
VMH ID35DIOTYR
MarkerDB IDMDB00000425
Good Scents IDNot Available
References
Synthesis ReferenceSavitskii, A. Ya. The preparation and properties of 3,5-diiodo-l-tyrosine. Zhurnal Obshchei Khimii (1939), 9 1342-4.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Ismail-Beigi F, Rahimifar M: A variant of iodotyrosine-dehalogenase deficiency. J Clin Endocrinol Metab. 1977 Mar;44(3):499-506. [PubMed:838849 ]
  2. Bismuth J, Castay M, Lissitzky S: Binding of 3,5-diiodotyrosine to serum proteins. Clin Chim Acta. 1976 Jun 15;69(3):417-22. [PubMed:59643 ]
  3. Tompkins RK, Croke JC: Bile acids inhibit pepsin activity against a refined substrate. Am J Surg. 1980 Feb;139(2):237-9. [PubMed:6766680 ]

Enzymes

General function:
Involved in calcium ion binding
Specific function:
Iodination and coupling of the hormonogenic tyrosines in thyroglobulin to yield the thyroid hormones T(3) and T(4).
Gene Name:
TPO
Uniprot ID:
P07202
Molecular weight:
102961.63
Reactions
3,5-Diiodo-L-tyrosine + Hydrogen peroxide → Thyroxine + 2-Aminoacrylic acid + Waterdetails
Iodotyrosine + 3,5-Diiodo-L-tyrosine + Hydrogen peroxide → Liothyronine + 2-Aminoacrylic acid + Waterdetails
I(-) + 3,5-Diiodo-L-tyrosine → Iodotyrosine + Iodinedetails
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative NADPH-dependent deiodination of monoiodotyrosine (L-MIT) or diiodotyrosine (L-DIT). Acts during the hydrolysis of thyroglobulin to liberate iodide, which can then reenter the hormone-producing pathways. Acts more efficiently on monoiodotyrosine than on diiodotyrosine.
Gene Name:
IYD
Uniprot ID:
Q6PHW0
Molecular weight:
33781.22
Reactions
L-Tyrosine + NADP + I(-) → 3,5-Diiodo-L-tyrosine + NADPHdetails